Katalog Phytoplan 2004 Referenzsubstanzen

Home , Apiin, Casticin

Version 1/2006

PHYTOPLAN® Pflanzliche Wirkstoffe und AnalytikI

Product List 2006

Reference Substances Natural Compounds

PHYTOPLAN Diehm & Neuberger GmbH Im Neuenheimer Feld 519 69120 Heidelberg

Germany

Phone: +49 62 21 / 40 13 47

Fax: +49 62 21 / 43 76 64 e-Mail: [email protected] Internet: www.Phytoplan.de PHYTOPLAN ®

Dear customer, we are pleased to introduce our new catalogue for the year 2006. Therein you will find many new products and also a greater range in the qualities of the compounds differing in the degre of purity and the documents delivered. Please decide which item is the proper for your purpose.

All substances are provided with a certificate of analysis of the batch delivered. This includs the analytical data shown in the second column 'documents' of the catalogue.

The reference substances mostly have a purity greater than 99.0% determined by HPLC-DAD. Enclosed you will find a comprehensive documentation about the identity and purity determinations. All these compounds are provided with a certificate of analysis including HPLC-DAD, TLC, 1H-NMR, 13C-NMR, UV, IR, MS. Depending on the compound other determinations like elemental analysis, optical rotation, content of water have ben made. Larger quantities of order may cfrome a longer delivery period.

All substances which are only delivered with a HPLC-Chromatogram can also be obtained as documented reference substance on demand. In this case we will send you an individual offer.

If you ned one or more compounds not listed, even from a definite plant, we will proof the possibility of supply. The requirements for the documentation and specification will be suited to your request. The prices will be calculated by the concrete expenditure and will be offered on demand.

For inquiry please contact:

Mr. Dr. Michael Diehm or

Mr. Dr. Karl Neuberger

Phone: 0049 6221 401347 Fax: 0049 6221 437664 e-Mail: [email protected]

Page 2 PHYTOPLAN ®

Table of compounds

Acetoxyvalerenic acid Echinacoside Isovitexin Acetylacteoside Elenolic acid glucoside Kaempferol

Acetyl-α-boswellic acid Eleutheroside B Kaempferol-3-glucoside Acetyl-β-boswellic acid Eleutheroside E 11-Keto-β-boswellic acid Acetyl-11-keto-β-boswellic acid Emodin (Frangula-) Lutein Actein ( - )-Epicatechin Luteolin Acteoside ( - )-Epicatechingallat Luteolin-7-glucoside Agnuside ( - )-Epigallocatechin Lycopin Aloe-Emodin ( - )-Epigallocatechingallat Malvin chloride Aloenin A Frangulin (A + B) Naringenin Apigenin Frangulin A Naringin Apigenin-7-glucoside Frangulin B Oleuropein Apiin ( - )-Gallocatechin Orientin Aristolochic acid I/II mixture Gingerol-[6] Picroside II Aristolochic acid I/II sodium salt Gingerol-[8] Primin Aristolochic acid I Ginkgolide A Primulaverin Aristolochic acid II Ginkgolide B Primverin Aucubin Ginkgolide C Pseudohypericin Azadirachtin Glucotropaeolin Quercetin Baicalein Gossypin Quercitrin Baicalin Hamamelitannin Retrorsin Betulin Harpagide Rhein Betulinic acid Harpagoside Rosmarinic acid Bilobalide Hederacoside C Saponarin

α-Boswellic acid Hederagenin Senecionine β-Boswellic acid α-Hederin Seneciphylline Caftaric acid Hesperetin Senkirkin

Casticin Hesperidin Sennoside A Catalpol Homoorientin Sennoside B ( - )-Catechin Hydroxytyrosol Silybin ( + )-Catechin Hydroxyvalerenic acid Sinigrin Chelideonin Hyperforin Spiraeoside Cichoric acid acid Hypericin Taxifolin Coptisin Hypericin sodium salt Valerenic acid Curcumin Hyperoside Vitexin Cyanin chloride Isoacteoside Vitexin-2‘‘-O-rhamnoside Cynarin Isoquercitrin Xanthohumol 27-Deoxyactein Isorhamnetin

Page 3 PHYTOPLAN ® Catalogue of Natural Compounds

Compound documents quantity price delivered [Euro]

O Acetoxyvalerenic acid HPLC-DAD (2 methods), 25 mg 280,- CH3 H3C O H from Valeriana officinalis TLC (2 methods), 1 13 100 mg 1.000,- Art. 4402.RS >99.0 % H-NMR, C-NMR - (with Interpretation), CH [81397-67-3] 3 CH3 UV, IR, MS C17H24O4 Mr 292.37 COOH

6-O-Acetylacteoside HPLC-DAD, TLC, 20 mg 210,- OAc O from Harpagophytum procumbens 1 13 HO O H-NMR, C-NMR O O OOH 50 mg 420,- HO OH - (with Interpretation), H3C O Art. 6100.RS >99.0 % HO OH HO UV, IR, MS, melting point HO [ - ] C31H38O17 Mr 666.64

6-O-Acetylacteoside HPLC-DAD with UV-spectrum 10 mg 110,- OAc O from Harpagophytum procumbens HO O O O OOH 20 mg 190,- HO OH H3C O Art. 6100.99 >99.0 % HO OH HO HO [ - ] 50 mg 380,- C31H38O17 Mr 666.64

H3C CH3 3-Acetyl-α-boswellic acid HPLC-DAD with UV-spectrum 5 mg 125,- H (3α,4β)-3-Acetoxy-olean-12-en-23-acid from Boswellia serrata 10 mg 200,- H3C CH3 CH3

H CH3 Art. 5154.99 >99.0 % 20 mg 340,- AcO H [ - ] HOOC CH 3 C32H50O4 Mr 498.73

3-Acetyl-β-boswellic acid CH3 HPLC-DAD with UV-spectrum 5mg 125,- H3C (3α,4β)-3α-Acetoxy-urs-12-en-23-acid H from Boswellia serrata 10 mg 200,-

H3C CH3 CH3 Art. 5151.99 >99.0 % 20 mg 340,- H CH3 [5968-70-7] AcO H C32H50O4 Mr 498.73 HOOC CH3 CH3 3-Acetyl-11-keto- -boswellic acid 5mg 115,- H3C β HPLC-DAD with UV-spectrum H 3α-Acetoxy-urs-12-en-11-keto-23-acid O 10 mg 180,- H3C CH3 CH3 from Boswellia serrata

H CH3 Art. 5153.99 >99.0 % 20 mg 305,- AcO H [67416-61-9] HOOC CH3 C32H48O5 Mr 512.73

Actein 10 mg 450,- H3C HPLC-DAD (2 methods), AcO O OH from Cimicifuga racemosa CH3 O TLC (2 methods), O 1 13 50 mg 2.000,- CH3 Art. 3506.RS >99.0 % H-NMR, C-NMR - (with Interpretation), CH3 [18642-44-9] Xyl-O IR, MS, hr-MS, melting point H3CCH3 C37H56O11 Mr 676.84

Actein 5 mg 220,- H3C HPLC-DAD with UV-spectrum AcO O OH from Cimicifuga racemosa CH3 O O 10 mg 400,- CH3 Art. 3506.99 >99.0 % CH3 [18642-44-9] 20 mg 690,- Xyl-O H3CCH3 C37H56O11 Mr 676.84

page 4 PHYTOPLAN ® Catalogue of Natural Compounds

Compound documents quantity price delivered [Euro]

Acteoside 20 mg 225,- OH HPLC-DAD, TLC, O HO O Verbascoside 1 13 O H-NMR, C-NMR O OOH 50 mg 450,- HO OH from Paulownia tormentosa - (with Interpretation), H3C O HO OH HO UV, IR, MS HO Art. 6101.RS >98.0 % [61276-17-3] C29H36O15 Mr 624.59

Acteoside 10 mg 120,- OH HPLC-DAD with UV-spectrum O HO O Verbascoside O O OOH 20 mg 200,- HO OH from Paulownia tormentosa H3C O HO OH HO HO Art. 6101.98 >98.0 % 50 mg 400,- [61276-17-3] C29H36O15 Mr 624.59

Agnuside 10 mg 150,- HO HO H HPLC-DAD with UV-spectrum 10-p-Hydroxybenzoylaucubin from Vitex agnus castus 20 mg 255,- O H Art. 2102.98 >98.0 % O CH2 O-Glu O [11027-63-7] C22H26O11 Mr 466.44

OHO OH Aloe-Emodin HPLC-DAD, TLC 20 mg 195,- 1,8-Dihydroxy-3-(hydroxymethyl)- 1H-NMR, 13C-NMR anthrachinon, synthetisch - (with Interpretation), 50 mg 390,- CH2OH UV, IR, MS, melting point O Art. 3714.RS >99.0 % [481-72-1] C15H10O5 Mr 270.23

OHO OH Aloe-Emodin HPLC-DAD with UV-spectrum 10 mg 100,- 1,8-Dihydroxy-3-(hydroxymethyl)- anthrachinon, synthetisch 20 mg 170,-

CH2OH O Art. 3714.99 >99.0 % 50 mg 340,- [481-72-1] C15H10O5 Mr 270.23

HO OGlu Aloenin A HPLC-DAD with UV-spectrum 10 mg 130,- from Aloe arborescens O O 50 mg 500,-

CH3 Art. 4105.99 >99.0 % [38412-46-3] OCH 3 C19H22O10 Mr 410.38

Apigenin OH HPLC-DAD, TLC 20 mg 140,- 4',5,7-Trihydroxyflavon 1H-NMR, 13C-NMR HO O from Chamomillae romana - (with Interpretation), 50 mg 280,- UV, IR, MS, melting point Art. 3205.RS >99.0 % 100 mg 485,- OH O [520-36-5] C15H10O5 Mr 270.23 Apigenin OH HPLC-DAD with UV-spectrum 20 mg 125,- 4',5,7-Trihydroxyflavon HO O from Chamomillae romana 50 mg 250,- Art. 3205.99 >99.0 % 100 mg 440,- OH O [520-36-5] C15H10O5 Mr 270.23

page 5 PHYTOPLAN ® Catalogue of Natural Compounds

Compound documents quantity price delivered [Euro]

Apigenin OH HPLC-DAD with UV-spectrum 50 mg 110,- 4',5,7-Trihydroxyflavon HO O from Chamomillae romana Art. 3205.97 >97.0 % OH O [520-36-5] C15H10O5 Mr 270.23

OH Apigenin-7-glucoside HPLC-DAD (2 methods) 10 mg 130,- Glu-O O Apigetrin, Cossmetin, 7-Glucosylapigenin TLC, 1H-NMR, 13C-NMR from Chamomillae romana - (with Interpretation), 20 mg 220,- UV, IR, MS, melting point OH O Art. 3207.RS >99.0 % 50 mg 440,- [578-74-5] 100 mg 690,- C21H20O10 Mr 432.38

OH Apigenin-7-glucoside HPLC-DAD with UV-spectrum 10 mg 110,- Glu-O O Apigetrin, Cossmetin, 7-Glucosylapigenin from Chamomillae romana 20 mg 190,-

OH O Art. 3207.99 >99.0 % 50 mg 350,- [578-74-5] C21H20O10 Mr 432.38

OH Apigenin-7-glucoside HPLC-DAD with UV-spectrum 100 mg 100,- Glu-O O Apigetrin, Cossmetin, 7-Glucosylapigenin from Chamomillae romana

OH O Art. 3207.97 >97.0 % [578-74-5] C21H20O10 Mr 432.38

OH Apiin HPLC-DAD (2 methods), 10 mg 200,- Apioside, Apigenin-7-apiosylglucoside TLC (2 methods), Api-Glu-O O 20 mg 340,- from Petroselinum crispum 1H-NMR, 13C-NMR - (with Interpretation), Art. 3244.RS >98.0 % OH O UV, IR, MS, melting point [26544-34-3] C26H28O14 Mr 564.50

OH Apiin HPLC-DAD with UV-spectrum 10 mg 150,- Apioside, Apigenin-7-apiosylglucoside Api-Glu-O O from Petroselinum crispum 20 mg 255,-

OH O Art. 3244.98 >98.0 % [26544-34-3] C26H28O14 Mr 564.50

O COOH Aristolochic acid HPLC-DAD with UV-spectrum 500 mg 135,- mixture from I und II O NO2 from Aristolochia clematitis Art. 4610.96 >96.0 % R [67123-64-2]

O COOHNa Aristolochic acid sodium salt HPLC-DAD with UV-spectrum 250 mg 145,- O NO2 mixture from I und II sodium salt 500 mg 255,- from Aristolochia clematitis Art. 4615.96 >96.0 % R [10190-99-5]

page 6 PHYTOPLAN ® Catalogue of Natural Compounds

Compound documents quantity price delivered [Euro]

COOH O Aristolochic acid I HPLC-DAD with UV-spectrum 20 mg 145,- from Aristolochia clematitis O NO2 50 mg 290,- Art. 4611.99 >99.0 % [313-67-7]

OCH3 C17H11NO7 Mr 341.28

COOH O Aristolochic acid I HPLC-DAD with UV-spectrum 250 mg 220,- Aristolochin O NO2 from Aristolochia clematitis 500 mg 390,- Art. 4611.96 >96.0 %

OCH3 [313-67-7] C17H11NO7 Mr 341.28

COOH O Aristolochic acid II HPLC-DAD with UV-spectrum 20 mg 180,- O NO2 Noraristolochic acid acid from Aristolochia clematitis 50 mg 360,- Art. 4613.99 >99.0 % [475-80-9] C16H9NO6 Mr 311.25

COOH O Aristolochic acid II HPLC-DAD with UV-spectrum 250 mg 270,- NO2 from Aristolochia clematitis O 500 mg 420,- Art. 4613.96 >96.0 % [475-80-9] C16H9NO6 Mr 311.25

Aucubin HPLC-DAD (2 methods), TLC, 20 mg 150,- HO H Rhinanthin, Aucuboside 1H-NMR, 13C-NMR from Aucuba japonica - (with Interpretation), 50 mg 300,- O H UV, IR, MS, melting point HOH2C O-Glu Art. 2101.RS >99.0 % [479-98-1] C15H22O9 Mr 346.33

Aucubin HPLC-DAD with UV-spectrum 20 mg 115,- HO H Rinanthin, Aucuboside from Aucuba japonica 50 mg 205,- O H HOH2C O-Glu Art. 2101.99 >99.0 % [479-98-1] C15H22O9 Mr 346.33

O H3C O Azadirachtin HPLC-DAD with UV-spectrum 1 mg 80,- O OH O H3C O HO from Azadirachta indica O O H3C CH3 5 mg 295,- O CH3 Art. 4501.97 >97.0 %

H3C O OH H [11141-17-6] H3CO O O C35H44O16 Mr 720.72

Baicalein HPLC-DAD with UV-spectrum 20 mg 150,- HO O 5,6,7-Trihydroxyflavon from Scutellaria baicalensis 50 mg 240,- HO OH O Art. 3204.99 >99.0 % [491-67-8] C14H10O5 Mr 270.24

page 7 PHYTOPLAN ® Catalogue of Natural Compounds

Compound documents quantity price delivered [Euro]

Baicalin HPLC-DAD with UV-spectrum 20 mg 120,- HOOC O Baicalein-7-β-D-glucopyranoside uronat HO 50 mg 200,- OH O O from Scutellaria baicalensis OH HO OH O Art. 3206.99 >99.0 % [21967-41-9] C20H18O10 Mr 446.37

CH3 Betulin HPLC-DAD with UV-spectrum 1 g 70,- H2C Lup-20(29)-en-3,28-diol, Betulinol H from Betula pendula H3C CH3 H CH2OH

H CH3 Art. 5142.98 >98.0 % HO H [473-98-3] C30H50O2 Mr 442.73

CH3 Betulinic acid HPLC-DAD with UV-spectrum 20 mg 100,- H2C H 3ß-Hydroxy-lup-20(29)-en-28-acid from Platanus acerifolia 50 mg 200,- H3C CH3 H COOH

H CH3 Art. 5144.99 >99.0 % HO [472-15-1] H C30H48O3 Mr 456.71

Bilobalide 10 mg 100,- OOO O HPLC-DAD with UV-spectrum O from Ginkgo biloba 20 mg 150,- OH O OH Art. 4255.98 >98.0 % CH C 3 [33570-04-6] CH3 H3C C15H18O8 Mr 326.30

H C CH 3 3 α-Boswellic acid HPLC-DAD with UV-spectrum 5 mg 125,- H (3α,4β)-3-Hydroxy-olean-12-en-23-acid 10 mg 200,- H3C CH3 CH3 from Boswellia serrata

CH H 3 Art. 5155.99 >99.0 % 20 mg 340,- HO H HOOC CH3 [471-66-9] C30H48O3 Mr 456.73

CH3 β-Boswellic acid 5 mg 125,- H3C HPLC-DAD with UV-spectrum H (3a,4ß)-3-Hydroxyurs-12-en-23-acid from Boswellia serrata 10 mg 200,- H3C CH3 CH3

H CH3 Art. 5150.99 >99.0 % 20 mg 340,- HO H [631-69-6] HOOC CH3 C30H48O3 Mr 456.73

Caftaric acid HPLC-DAD with UV-spectrum 10 mg 200,- OH 2-Caffeoyltartaric acid HOOC O 20 mg 340,- OH from Echinacea pallidea O HO COOH Art. 6106.98 >98.0 % [ - ] C13H12O9 Mr 312.24

OH Casticin HPLC-DAD with UV-spectrum 10 mg 140,-

CH3O O Vitexicarpin OCH3 from Vitex agnus castus 20 mg 220,-

CH3O OCH3 OH O Art. 3256.98 >98.0 % [479-91-4] C19H18O8 Mr 374.32

page 8 PHYTOPLAN ® Catalogue of Natural Compounds

Compound documents quantity price delivered [Euro]

HO H Catalpol HPLC-DAD with UV-spectrum 20 mg 110,- from Picrorhiza kurrooa O 50 mg 220,- O Art. 2109.99 >99.0 % H [2415-24-9] HOH2C OGlc C15H22O10 Mr 362.33

OH (-)-Catechin HPLC-DAD, TLC, 10 mg 160,- HO O (-)-Catechol, 3,3',4',5,7-Pentahydroxyflavan, 1H-NMR, 13C-NMR OH from Acacia catechu - (with Interpretation), 20 mg 270,- OH UV, IR, MS, melting point, OH Art. 3303.RS >99.0 % [18829-70-4] C15H14O6 Mr 290.27

OH (-)-Catechin HPLC-DAD with UV-spectrum 10 mg 130,- HO O (-)-Catechol, 3,3',4',5,7-Pentahydroxyflavan, OH from Acacia catechu 20 mg 225,- OH OH Art. 3303.99 >99.0 % [18829-70-4] C15H14O6 Mr 290.27

OH (+)-Catechin HPLC-DAD with UV-spectrum 20 mg 105,- from Acacia catechu HO O OH 50 mg 210,- Art. 3304.99 >99.0 % OH OH [154-23-4] C15H14O6 Mr 290.27

Chelidonin 20 mg 110,- O HPLC-DAD with UV-spectrum

H3C O Stylophorin N H from Chelidonium majus 50 mg 195,- O H O OH Art. 6302.98 >98.0 % [476-32-4] C20H19NO5 Mr 353.37

O Cichoric acid HPLC-DAD with UV-spectrum 10 mg 200,- HO 2,3-Dicaffeoyltartaric acid O COOH from Echinacea pallidea 20 mg 340,- HO OCOOH HO Art. 6105.98 >98.0 % O [70831-56-0] HO C22H18O12 Mr 474.38

Coptisin HPLC-DAD, TLC, 10 mg 130,- O Bis(methylendioxy)protoberberin 1 13 H-NMR, C-NMR 20 mg 220,- O from Chelidonium majus - (with Interpretation),

O + - UV, IR, MS, melting point N Cl Art. 6301.RS >99.0 % O [3486-66-6] C19H14NO4Cl Mr 355.78

Coptisin HPLC-DAD with UV-spectrum 10 mg 110,- O Bis(methylendioxy)protoberberin 20 mg 190,- O from Chelidonium majus

O + - N Cl Art. 6301.99 >99.0 % O [3486-66-6] C19H14NO4Cl Mr 355.78

page 9 PHYTOPLAN ® Catalogue of Natural Compounds

Compound documents quantity price delivered [Euro]

O Curcumin 20 mg 100,- H3CO HPLC-DAD with UV-spectrum Diferuloylmethan

HO O from Curcuma longa 50 mg 200,- H3CO Art. 4320.99 >99.0 % HO [458-37-7] C21H20O6 Mr 368.39

Cyanin chloride 20 mg 100,- OH HPLC-DAD with UV-spectrum Cl Cyanidin-3,5-diglucoside chlorid HO O OH from Rosa centifolia 50 mg 200,- OGlu Art. 5001.98 >98.0 % OGlu [2611-67-8] C27H31ClO16 Mr 646.96

Cyanin chloride 100 mg 100,- OH HPLC-DAD with UV-spectrum Cl Cyanidin-3,5-diglucoside chlorid HO O OH from Rosa centifolia OGlu Art. 5001.96 >96.0 % OGlu [2611-67-8] C27H31ClO16 Mr 646.96

HO Cynarin 10 mg 170,- O HPLC-DAD, TLC, HO 1,3-Dicaffeoylchinic acid 1H-NMR, 13C-NMR O COOH 20 mg 285,- O from Cynara scolymus - (with Interpretation), HO UV, IR, MS, melting point OOH Art. 6103.RS >99.0 % 50 mg 570,- OH HO [1182-34-9] C25H24O12 Mr 516.46

HO Cynarin 10 mg 145,- O HPLC-DAD with UV-spectrum HO 1,3-Dikaffeoylchinic acid O COOH 20 mg 240,- O from Cynara scolymus HO OOH Art. 6103.99 >99.0 % 50 mg 475,- OH HO [1182-34-9] C25H24O12 Mr 516.46

H3C 27-Deoxyactein 10 mg 460,- AcO O HPLC-DAD (2 methods), CH3 O 26-Deoxyactein O TLC (2 methods), CH3 50 mg 2.050,- from Cimicifuga racemosa 1H-NMR, 13C-NMR CH3 - (with Interpretation), Xyl-O Art. 3505.RS >99.0 % H3CCH3 IR, MS, hr-MS, melting point [ - ] C37H56O10 Mr 660.84

H3C 27-Deoxyactein 5 mg 230,- AcO O HPLC-DAD with UV-spectrum CH3 O 26-Deoxyactein O CH3 from Cimicifuga racemosa 10 mg 410,-

CH3 Xyl-O Art. 3505.99 >99.0 % 20 mg 710,- H CCH 3 3 [ - ] C37H56O10 Mr 660.84

page 10 PHYTOPLAN ® Catalogue of Natural Compounds

Compound documents quantity price delivered [Euro]

Echinacoside HPLC-DAD with UV-spectrum 10 mg 200,- OH from Echinacea pallidea HO O 20 mg 340,- HO O O OH HO O Art. 6104.98 >98.0 % O O OOH HO OH [82854-37-3] H3C O HO OH HO C35H46O20 Mr 786.70 HO

Elenolic acid glucoside HPLC-DAD with UV-spectrum 20 mg 150,- OOCH 3 Oleoside-11-methylester 50 mg 300,- HO from Olea europaea

OO Art. 2131.98 >98.0 % OGlu [ - ] C17H24O11 Mr 404.38

CH3 Eleutheroside B HPLC-DAD with UV-spectrum 5 mg 100,- O OH Syringin, Syringoside OO 10 mg 175,- HO from Syringa vulgaris O CH HO OH 3 OH Art. 3203.99 >99.0 % [118-34-3] C17H24O9 Mr 372.36

Eleutheroside E 5 mg 120,- OCH3 HPLC-DAD with UV-spectrum O-Glucosyl Syringaresinol-4‘,4‘-O-bis-β-D-glucoside O 10 mg 200,- OCH3 from Eleutherococcus H H

H3CO O Art. 3202.96 >96.0 % Glucosyl-O [96038-87-8] OCH3 C34H46O18 Mr 742.71

OHO OH Emodin HPLC-DAD, TLC, 20 mg 140,- Frangula-Emodin, Rheum-Emodin, Archin 1H-NMR, 13C-NMR from Rhamnus frangula - (with Interpretation), 50 mg 280,- H3COH UV, IR, MS, melting point O Art. 3266.RS >99.0 % [518-82-1] C15H10O5 Mr 270.23

OHO OH Emodin HPLC-DAD with UV-spectrum 20 mg 110,- Frangula-Emodin, Rheum-Emodin, Archin from Rhamnus frangula 50 mg 220,-

H3COH O Art. 3266.99 >99.0 % [518-82-1] C15H10O5 Mr 270.23

(-)-Epicatechin HPLC-DAD with UV-spectrum 20 mg 100,- OH from Acacia catechu HO O 50 mg 200,- OH Art. 3305.99 >99.0 % OH [490-46-0] OH C15H14O6 Mr 290.27

page 11 PHYTOPLAN ® Catalogue of Natural Compounds

Compound documents quantity price delivered [Euro]

OH (-)-Epicatechingallat HPLC-DAD, TLC, 10 mg 180,- HO O 1 13 OH from Camellia sinensis H-NMR, C-NMR - (with Interpretation), 50 mg 750,- O Art. 3307.RS >99.0 % OH C OH UV, IR, MS, melting point O [1257-08-5] OH C22H18O10 Mr 442.38 OH

OH (-)-Epicatechingallat HPLC-DAD with UV-spectrum 10 mg 150,- HO O from Camellia sinensis OH 20 mg 255,- O Art. 3307.99 >99.0 % OH C OH O [1257-08-5] 50 mg 600,- OH C22H18O10 Mr 442.38 OH

OH (-)-Epigallocatechin HPLC-DAD, TLC, 10 mg 185,- OH from Camellia sinensis 1H-NMR, 13C-NMR HO O 50 mg 760,- OH - (with Interpretation), Art. 3306.RS >99.0 % OH UV, IR, MS, melting point OH [970-74-1] C15H14O7 Mr 306.27

OH (-)-Epigallocatechin HPLC-DAD with UV-spectrum 10 mg 155,- OH from Camellia sinensis HO O OH 20 mg 260,- Art. 3306.99 >99.0 % OH OH [970-74-1] 50 mg 600,- C15H14O7 Mr 306.27

OH OH (-)-Epigallocatechingallat HPLC-DAD, TLC, 20 mg 245,- HO O from Camellia sinensis 1 13 OH H-NMR, C-NMR 50 mg 490,- O - (with Interpretation), OH C OH Art. 3308.RS >99.0 % O UV, IR, MS, melting point [989-51-5] OH OH C22H18O11 Mr 458.37

OH OH (-)-Epigallocatechingallat HPLC-DAD with UV-spectrum 20 mg 200,- HO O from Camellia sinensis OH 50 mg 400,- O OH C OH Art. 3308.99 >99.0 % O [989-51-5] OH OH C22H18O11 Mr 458.37

OH OH (-)-Epigallocatechingallat HPLC-DAD with UV-spectrum 100 mg 120,- HO O OH from Camellia sinensis

O OH C OH Art. 3308.96 >96.0 % O [989-51-5] OH OH C22H18O11 Mr 458.37

Frangulin OHO OH HPLC-DAD with UV-spectrum 100 mg 130,- Mixture of A and B ca. 1:4 from Rhamnus frangula

H3COR O Art. 3270.97 >97.0 % [60529-33-1]

page 12 PHYTOPLAN ® Catalogue of Natural Compounds

Compound documents quantity price delivered [Euro]

OHO OH Frangulin A HPLC-DAD with UV-spectrum 20 mg 140,- Emodinrhamnoside, Rhamnoxanthin from Rhamnus frangula 50 mg 280,- H3CO-Rha O Art. 3268.98 >98.0 % [521-62-0] C21H20O9 Mr 416.40

Frangulin B HPLC-DAD with UV-spectrum 10 mg 140,- OHO OH 6-O-(Apiofuranosyl)-1,6,8-trihydroxy-3- methylantrachinon 20 mg 235,-

H3CO-Apifrom Rhamnus frangula O Art. 3269.98 >98.0 % [14101-04-3] C20H18O9 Mr 402.37

OH (-)-Gallocatechin HPLC-DAD, TLC, 10 mg 140,- OH Gallocatechol 1H-NMR, 13C-NMR HO O 20 mg 210,- OH from Camellia sinensis - (with Interpretation), UV, IR, MS, melting point OH Art. 3309.RS >99.0 % 50 mg 420,- OH [3371-27-5] C15H14O7 Mr 306.27

OH (-)-Gallocatechin HPLC-DAD with UV-spectrum 10 mg 115,- OH Gallocatechol HO O 20 mg 190,- OH from Camellia sinensis OH Art. 3309.99 >99.0 % 50 mg 380,- OH [3371-27-5] C15H14O7 Mr 306.27 [6]-Gingerol 10 mg 130,- OOH HPLC-DAD with UV-spectrum from Zingiber officinale H3CO 20 mg 220,-

HO Art. 4301.98 >98.0 % [23513-14-6] C17H26O4 Mr 294.39

OOH [8]-Gingerol HPLC-DAD with UV-spectrum 10 mg 150,- H3CO from Zingiber officinale 20 mg 255,- HO Art. 4302.98 >98.0 % [23513-08-8] C19H30O4 Mr 322.44

Ginkgolide A 10 mg 100,- O HPLC-DAD with UV-spectrum O O O HO from Ginkgo biloba H3C 20 mg 150,- OH O Art. 4251.98 >98.0 % CH3 O CH3 [15291-75-5] O H H3C C20H24O9 Mr 408.41

Ginkgolide B HPLC-DAD with UV-spectrum 10 mg 140,- O O O 1-Hydroxyginkgolide A O HO 20 mg 230,- H3C from Ginkgo biloba OH O CH3 O Art. 4250.99 >99.0 % O CH3 H OH CH3 [15291-77-7] C20H24O10 Mr 424.40

page 13 PHYTOPLAN ® Catalogue of Natural Compounds

Compound documents quantity price delivered [Euro]

Ginkgolide C HPLC-DAD with UV-spectrum 10 mg 110,- O O O 1,7-Dihydroxyginkgolide A O HO 20 mg 170,- H3C from Ginkgo biloba OH O CH3 Art. 4252.95 >95.0 % O CH O H CH 3 OH OH 3 [15291-76-6] C20H24O11 Mr 440.40

COOH Ginkgolic acid RN HPLC-DAD with UV-spectrum 5 mg 150,- R OH from Ginkgo biloba 10 mg 250,- Art. 4110.90 >90.0 % [ - ]

C20H32O3 / C22H34O3 / C24H38O3 R = C13H27 , C15H29 , C17H33 Mr 320.5 / 346.5 / 374.6

Glucotropaeolin HPLC-DAD with UV-spectrum 20 mg 105,- Benzylglucosinolat potassium salt 50 mg 210,- O from Tropaeolum majus

HOH2C O SNOSOK HO OH O Art. 3403.99 >99.0 % HO [5115-71-9] C14H18KNO9S2 Mr 447.52

OH Gossypin HPLC-DAD with UV-spectrum 10 mg 100,- O-Glu Gossypetin-8-glucoside HO O OH from Hibiscus vitifolius 20 mg 170,- OH Art. 3255.99 >99.0 % OH O [652-78-8] C21H20O13 Mr 480.38

HO HO Hamamelitannin HPLC-DAD with UV-spectrum 20 mg 120,-

O from Hamamelis virginiana HO O O 50 mg 200,- O OH OH O Art. 3315.99 >99.0 % OH HO OH [469-32-9] OH C20H20O14 Mr 484.37

HO HO Hamamelitannin HPLC-DAD with UV-spectrum 50 mg 100,-

O from Hamamelis virginiana HO O O 100 mg 180,- O OH OH O Art. 3315.96 >96.0 % OH HO OH [469-32-9] OH C20H20O14 Mr 484.37

OH Harpagid HPLC-DAD with UV-spectrum 10 mg 160,- OH from Harpagophytum procumbens 20 mg 270,- O Art. 2120.99 >99.0 % HO H CH3 O-Glu [6926-08-5] C15H24O10 Mr 364.34

Harpagoside HPLC-DAD, TLC, 10 mg 145,- OH OH 8-O-Cinnamoylharpagide 1H-NMR, 13C-NMR from Harpagophytum procumbens - (with Interpretation), 20 mg 230,- O O H UV, IR, MS, melting point CH3 O-Glu Art. 2121.RS >99.0 % 50 mg 460,- O [19210-12-9] C24H30O11 Mr 494.48

page 14 PHYTOPLAN ® Catalogue of Natural Compounds

Compound documents quantity price delivered [Euro]

Harpagoside HPLC-DAD with UV-spectrum 10 mg 100,- OH OH 8-O-Cinnamoylharpagide from Harpagophytum procumbens 20 mg 170,- O O H CH3 O-Glu Art. 2121.99 >99.0 % 50 mg 340,- O [19210-12-9] C24H30O11 Mr 494.48

CH3 CH3 Hederacoside C HPLC-DAD, TLC, 20 mg 145,- Hederasaponin C 1H-NMR, 13C-NMR 2 50 mg 290,- CH3 CH3 H COOR from Hedera helix - (with Interpretation), CH3 UV, IR, MS, melting point R1O H Art. 5133.RS >99.0 % HO CH3 [27013-76-9] R1 = Rha-Ara R2 = -Glu-Glu-Rha C59H96O26 Mr 1221.39

CH3 CH3 Hederacoside C HPLC-DAD with UV-spectrum 20 mg 115,- Hederasaponin C 2 50 mg 230,- CH3 CH3 H COOR from Hedera helix

CH3 R1O 100 mg 415,- H Art. 5133.99 >99.0 % HO CH3 [27013-76-9] R1 = Rha-Ara R2 = -Glu-Glu-Rha C59H96O26 Mr 1221.39

CH CH 3 3 Hederagenin HPLC-DAD with UV-spectrum 20 mg 110,- from Hedera helix 50 mg 220,- CH3 CH3 H COOH Art. 5135.98 >98.0 % CH3 HO [465-99-6] H HO CH3 C30H48O4 Mr 472.73

CH3 CH3 α-Hederin HPLC-DAD, TLC, 10 mg 155,- from Hedera helix 1H-NMR, 13C-NMR 20 mg 260,- CH3 CH3 H COOH - (with Interpretation), Art. 5136.RS >99.0 % UV, IR, MS, melting point CH3 [27013-91-8] Rha-Ara-O H HO CH3 C41H66O12 Mr 750.97

CH3 CH3 α-Hederin HPLC-DAD with UV-spectrum 10 mg 120,- from Hedera helix 20 mg 205,- CH3 CH3 H COOH Art. 5136.99 >99.0 % CH3 [27013-91-8] 50 mg 410,- Rha-Ara-O H HO CH3 C41H66O12 Mr 750.97

Hesperetin 20 mg 110,- OCH HPLC-DAD with UV-spectrum 3 Cyanidanon-4‘-methylether HO O OH from Citrus sinensis 50 mg 220,-

OH O Art. 3320.98 >98.0 % [520-33-2] C16H14O6 Mr 302.28

Hesperidin 20 mg 110,- OCH3 HPLC-DAD with UV-spectrum Hesperetin-7-rutinoside, Cirantin Rha-Glc-O O OH from Citrus sinensis 50 mg 220,-

OH O Art. 3321.98 >98.0 % [520-26-3] C28H34O15 Mr 610.57

page 15 PHYTOPLAN ® Catalogue of Natural Compounds

Compound documents quantity price delivered [Euro]

OH Homoorientin HPLC-DAD with UV-spectrum 5 mg 100,-

HO O 6-C-Glucoluteolin, Isoorientin OH from Adonis vernalis 10 mg 160,- Glu Art. 3277.99 >99.0 % OH O [4261-42-1] C21H20O11 Mr 448.38

Hydroxytyrosol HPLC-DAD, TLC, 25 mg 160,- 1 13 HO CH2 CH2OH 3,4-Dihydroxyphenylethanol H-NMR, C-NMR from Olea europaea - (with Interpretation), HO UV, IR, MS Art. 4440.RS >98.0 % [10597-60-1] C8H10O3 Mr 154.17

Hydroxytyrosol HPLC-DAD with UV-spectrum 25 mg 130,-

HO CH2 CH2OH 3,4-Dihydroxyphenylethanol from Olea europaea HO Art. 4440.98 >98.0 % [10597-60-1] C8H10O3 Mr 154.17

CH3 OHH Hydroxyvalerenic acid HPLC-DAD (2 methods), 25 mg 200,- from Valeriana officinalis TLC (2 methods), 50 mg 350,- 1H-NMR, 13C-NMR Art. 4401.RS >99.0 % CH - (with Interpretation), 3 CH3 100 mg 625,- [1619-16-5] UV, IR, MS, Elemental analysis COOH C15H22O3 Mr 250.34

CH3 OHH Hydroxyvalerenic acid HPLC-DAD with UV-spectrum 25 mg 180,- from Valeriana officinalis 50 mg 310,- Art. 4401.99 >99.0 % CH 3 CH3 [1619-16-5] 100 mg 560,- COOH C15H22O3 Mr 250.34

Hyperforin HPLC-DAD with UV-spectrum 5 mg 200,- from Hypericum perforatum HO O 10 mg 350,- Art. 4211.90 >90.0 %

O O [11079-53-1] C35H52O4 Mr 536,79

OH O OH Hypericin HPLC-DAD, TLC, 5 mg 220,- from Hypericum perforatum 1H-NMR, 13C-NMR HO CH3 - (with Interpretation), 10 mg 330,- HO CH3 Art. 3720.RS >99.0 % UV, IR, MS, hr-MS, 20 mg 560,- [548-04-9] melting point OHO OH C30H16O8 Mr 504.45

OH O OH Hypericin HPLC-DAD with UV-spectrum 5 mg 190,- from Hypericum perforatum HO CH3 10 mg 300,- HO CH3 Art. 3720.99 >99.0 % [548-04-9] 20 mg 510,-

OHO OH C30H16O8 Mr 504.45

page 16 PHYTOPLAN ® Catalogue of Natural Compounds

Compound documents quantity price delivered [Euro]

OH O OH Hypericin sodium salt HPLC-DAD with UV-spectrum 5 mg 190,- Na from Hypericum perforatum O CH3 10 mg 300,- HO CH3 Art. 3721.99 >99.0 % [ - ] 20 mg 510,-

OHO OH C30H15O8Na Mr 526.45

Hyperoside 20 mg 140,- OH HPLC-DAD (2 methods), TLC, Hyperin, Quercetin-3-galactoside 1H-NMR, 13C-NMR HO O 50 mg 280,- OH from Hypericum perforatum - (with Interpretation), UV, IR, MS, melting point O-Gal Art. 3252.RS >99.0 % 100 mg 475,- OH O [482-36-0] C21H20O12 Mr 464.38

Hyperoside 20 mg 125,- OH HPLC-DAD with UV-spectrum Hyperin, Quercetin-3-galactoside HO O 50 mg 250,- OH from Hypericum perforatum O-Gal Art. 3252.99 >99.0 % 100 mg 425,- OH O [482-36-0] C21H20O12 Mr 464.38

Hyperoside 100 mg 130,- OH HPLC-DAD with UV-spectrum Hyperin, Quercetin-3-galactoside HO O OH from Hypericum perforatum O-Gal Art. 3252.97 >97.0 % OH O [482-36-0] C21H20O12 Mr 464.38

Isoacteoside HPLC-DAD, TLC, 20 mg 210,- O 1 13 HO Isoverbascoside H-NMR, C-NMR O 50 mg 420,- HO HO O from Harpagophytum procumbens - (with Interpretation), O OOH OH UV, IR, MS, melting point H3C O HO OH Art. 6102.RS >99.0 % HO HO [61303-13-7] C29H36O15 Mr 624.59

Isoacteoside HPLC-DAD with UV-spectrum 20 mg 180,- O HO Isoverbascoside O 50 mg 360,- HO HO O from Harpagophytum procumbens O OOH OH H3C O HO OH Art. 6102.99 >99.0 % HO HO [61303-13-7] C29H36O15 Mr 624.59

Isoorientin Siehe Homoorientin

Isoquercitrin HPLC-DAD (2 methods), TLC, 20 mg 160,- OH Quercetin-3-glucoside 1H-NMR, 13C-NMR HO O 50 mg 320,- OH from Sambucus nigra - (with Interpretation), UV, IR, MS, melting point O-Glu Art. 3254.RS >99.0 % 100 mg 540,- OH O [482-35-9] C21H20O12 Mr 464.38

page 17 PHYTOPLAN ® Catalogue of Natural Compounds

Compound documents quantity price delivered [Euro]

Isoquercitrin HPLC-DAD with UV-spectrum 20 mg 130,- OH Quercetin-3-glucoside HO O 50 mg 260,- OH from Tiliae officinalis O-Glu Art. 3254.99 >99.0 % 100 mg 440,- OH O [482-35-9] C21H20O12 Mr 464.38

Isorhamnetin HPLC-DAD with UV-spectrum 10 mg 110,- OCH3 4'-O-Methylquercetin HO O 20 mg 190,- OH from Calendula officinalis

OH OH O Art. 3251.98 >98.0 % [480-19-3 ] C16H12O7 Mr 316.27

OH Isovitexin HPLC-DAD, TLC, 5 mg 150,- HO O from Saponaria officinalis 1H-NMR, 13C-NMR - (with Interpretation), 10 mg 260,- Glu Art. 3230.RS >99.0 % UV, IR, MS, melting point OH O [38953-85-4] C21H20O10 Mr 432.38

OH Isovitexin HPLC-DAD with UV-spectrum 5 mg 120,- HO O from Saponaria officinalis 10 mg 205,- Glu Art. 3230.99 >99.0 % OH O [38953-85-4] C21H20O10 Mr 432.38

Kaempferol 20 mg 170,- OH HPLC-DAD, TLC, Robigenin, Trifolitin 1H-NMR, 13C-NMR HO O from Aesculus hippocastanum - (with Interpretation), 50 mg 340,- UV, IR, MS, melting point OH Art. 3240.RS >99.0 % 100 mg 590,- OH O [520-18-3] C15H10O6 Mr 286.24

Kaempferol 20 mg 135,- OH HPLC-DAD with UV-spectrum Robigenin, Trifolitin HO O from Aesculus hippocastanum 50 mg 260,- OH Art. 3240.99 >99.0 % 100 mg 450,- OH O [520-18-3] C15H10O6 Mr 286.24

Kaempferol 250 mg 110,- OH HPLC-DAD with UV-spectrum Robigenin, Trifolitin HO O from Aesculus hippocastanum 500 mg 185,- OH Art. 3240.97 >97.0 % OH O [520-18-3] C15H10O6 Mr 286.24

OH Kaempferol-3-glucoside HPLC-DAD (2 methods), TLC, 10 mg 250,- 1 13 HO O Astragalin H-NMR, C-NMR from Aesculus hippocastanum - (with Interpretation), 20 mg 425,- O-Glu UV, IR, MS, melting point OH O Art. 3242.RS >99.0 % [480-10-4] C21H20O11 Mr 448.38

page 18 PHYTOPLAN ® Catalogue of Natural Compounds

Compound documents quantity price delivered [Euro]

OH Kaempferol-3-glucoside HPLC-DAD with UV-spectrum 10 mg 210,- HO O Astragalin from Aesculus hippocastanum 20 mg 360,- O-Glu 50 mg 750,- OH O Art. 3242.99 >99.0 % [480-10-4] C21H20O11 Mr 448.38

OH Kaempferol-3-glucoside HPLC-DAD with UV-spectrum 20 mg 140,- HO O Astragalin from Aesculus hippocastanum 50 mg 250,- O-Glu OH O Art. 3242.97 >97.0 % [480-10-4] C21H20O11 Mr 448.38

CH3 11-Keto- -boswellic acid 5 mg 115,- H3C β HPLC-DAD with UV-spectrum H 3α-Hydroxy-urs-12-en-11-keto-23-acid O 10 mg 180,- H3C CH3 CH3 from Boswellia serrata

H CH3 Art. 5152.99 >99.0 % 20 mg 305,- HO H [17019-92-0] HOOC CH3 C30H46O4 Mr 470.69

Lutein HPLC-DAD with UV-spectrum 5 mg 120,- Xanthophyll, β,ε-Carotene-3,3'-diol OH from Brassica oleracea

HO Art. 4205.90 >90 % [127-40-2] C40H56O2 Mr 568.88

OH Luteolin HPLC-DAD, TLC, 20 mg 150,- OH Digitoflavon 1H-NMR, 13C-NMR 50 mg 300,- HO O from Reseda luteola - (with Interpretation), UV, IR, MS, melting point Art. 3260.RS >99.0 % OH O [491-70-3] C15H10O6 Mr 286.23

OH Luteolin HPLC-DAD with UV-spectrum 20 mg 125,- OH Digitoflavon 50 mg 250,- HO O from Reseda luteola Art. 3260.99 >99.0 % 100 mg 470,- OH O [491-70-3] C15H10O6 Mr 286.23

OH Luteolin-7-glucoside HPLC-DAD (2 methods) 20 mg 150,- OH Glucoluteolin TLC, 1H-NMR, 13C-NMR 50 mg 300,- GluO O from Reseda luteola - (with Interpretation), UV, IR, MS, melting point Art. 3262.RS >99.0 % OH O [5373-11-5] C21H20O11 Mr 448.38

OH Luteolin-7-glucoside HPLC-DAD with UV-spectrum 20 mg 125,- OH Glucoluteolin 50 mg 255,- GluO O from Reseda luteola Art. 3262.99 >99.0 % 100 mg 470,- OH O [5373-11-5] C21H20O11 Mr 448.38

page 19 PHYTOPLAN ® Catalogue of Natural Compounds

Compound documents quantity price delivered [Euro]

Lycopin HPLC-DAD with UV-spectrum 5 mg 110,- ψ,ψ-Carotene, (all-trans)-Lycopin from Solanum lycopersicum Art. 4207.90 >90 % [502-65-8] C40H56 Mr 536.88

Malvin chloride 100 mg 100,- OCH3 HPLC-DAD with UV-spectrum OH Malvidin-3,5-diglucoside chlorid Cl from Malva silvestris HO O OCH3 Art. 5005.90 >90.0 % OGlu [16727-30-3] OGlu C29H35ClO17 Mr 691.04

Naringenin HPLC-DAD with UV-spectrum 20 mg 110,- OH Naringetol, Pelarginadon 50 mg 220,- HO O from Citrus paradisi Art. 3323.98 >98.0 % OH O [480-41-1] C15H12O5 Mr 272.26

Naringin HPLC-DAD with UV-spectrum 20 mg 110,- OH Naringenin-7-rhamnoglucoside, Aurantiin 50 mg 220,- Rha-Glc-O O from Citrus paradisi Art. 3322.99 >99.0 % OH O [10236-47-2] C27H32O14 Mr 580.54

Oleuropein 20 mg 150,- OOCH3 HPLC-DAD, TLC, 1 13 HO O from Olea europaea H-NMR, C-NMR - (with Interpretation), 50 mg 300,- OO Art. 2111.RS >98.0 % HO UV, IR, MS, melting point OGlu [32619-42-4] C25H32O13 Mr 540.52

Oleuropein 20 mg 125,- OOCH3 HPLC-DAD with UV-spectrum from Olea europaea HO O 50 mg 250,- OO HO Art. 2111.98 >98.0 % OGlu [32619-42-4] C25H32O13 Mr 540.52

Oleuropein 500 mg 100,- OOCH3 HPLC-DAD with UV-spectrum from Olea europaea HO O 1000 mg 150,- OO HO Art. 2111.90 >90.0 % OGlu [32619-42-4] C25H32O13 Mr 540.52

OH Orientin 5 mg 105,- Glu HPLC-DAD with UV-spectrum HO O 8-C-Glucoluteolin, Lutexin OH from Adonis vernalis 10 mg 170,- Art. 3276.99 >99.0 % OH O [28608-75-5] C21H20O11 Mr 448.36

page 20 PHYTOPLAN ® Catalogue of Natural Compounds

Compound documents quantity price delivered [Euro]

Picroside II HPLC-DAD, TLC, 20 mg 150,- O 6-Vanilloylcatalpol 1H-NMR, 13C-NMR CH3O 50 mg 300,- O H from Picrorhiza kurrooa - (with Interpretation), UV, IR, MS, melting point, HO O Art. 2104.RS >98.0 % O Elemental analysis H [39012-20-9] CH2OH O-Glu C23H28O13 Mr 512.47

O Picroside II HPLC-DAD with UV-spectrum 20 mg 120,- CH3O O H 6-Vanilloylcatalpol from Picrorhiza kurrooa 50 mg 240,- HO O O H Art. 2104.98 >98.0 % CH2OH O-Glu [39012-20-9] C23H28O13 Mr 512.47

O Primin HPLC-DAD (2 methods), 20 mg 230,- H3CO 2-Methoxy-6-pentyl-p-benzochinon TLC (2 methods), 50 mg 460,- synthetic 1H-NMR, 13C-NMR - (with Interpretation), O Art. 1001.RS >99.0 % UV, IR, MS, melting point, [15121-94-5] Elemental analysis C12H16O3 Mr 208.26

O Primin HPLC-DAD with UV-spectrum 20 mg 210,-

H3CO 2-Methoxy-6-pentyl-p-benzochinon synthetic 50 mg 420,-

O Art. 1001.99 >99.0 % 100 mg 760,- [15121-94-5] C12H16O3 Mr 208.26

Primulaverin HPLC-DAD, TLC 10 mg 160,- 1 13 O OCH3 H-NMR, C-NMR C from Primula veris - (with Interpretation), 50 mg 630,- O-Glu-Xyl Art. 4101.RS >99.0 % UV, IR, MS, melting point, [154-61-0] Elemental analysis, H3CO C20H28O13 Mr 476.43

Primulaverin HPLC-DAD with UV-spectrum 10 mg 140,- O OCH3 C from Primula veris 20 mg 240,- O-Glu-Xyl Art. 4101.99 >99.0 % [154-61-0] H3CO C20H28O13 Mr 476.43

Primverin HPLC-DAD, TLC 10 mg 160,- O OCH3 1H-NMR, 13C-NMR C from Primula veris - (with Interpretation), O-Glu-Xyl 50 mg 630,- Art. 4102.RS >99.0 % UV, IR, MS, melting point, [154-60-9] Elemental analysis,

OCH3 C20H28O13 Mr 476.43

O OCH3 Primverin HPLC-DAD with UV-spectrum 10 mg 145,- C from Primula veris O-Glu-Xyl 20 mg 245,- Art. 4102.99 >99.0 % [154-60-9] OCH3 C20H28O13 Mr 476.43

page 21 PHYTOPLAN ® Catalogue of Natural Compounds

Compound documents quantity price delivered [Euro]

OHO OH Pseudohypericin HPLC-DAD, TLC, 5 mg 375,- from Hypericum perforatum 1H-NMR, 13C-NMR 10 mg 550,- HO CH2OH - (with Interpretation), HO CH3 Art. 3272.RS >98.0 % UV, IR, MS, melting point [55954-61-5] C30H16O9 Mr 520.43 OH OOH

OHO OH Pseudohypericin HPLC-DAD with UV-spectrum 5 mg 300,- from Hypericum perforatum 10 mg 450,- HO CH2OH

HO CH3 Art. 3272.97 >97.0 % [55954-61-5] C30H16O9 Mr 520.43 OH OOH

OH Quercetin HPLC-DAD, TLC, 20 mg 140,- 1 13 HO O Sophoretin, Meletin H-NMR, C-NMR OH synthetisch from Rutin - (with Interpretation), 50 mg 220,- OH UV, IR, MS, melting point, 100 mg 380,- OH O Art. 3201.RS >99.0 % Elemental analysis [117-39-5] C15H10O7 Mr 302.24

OH Quercetin Dihydrate HPLC-DAD with UV-spectrum 20 mg 115,-

HO O Sophoretin, Meletin OH Synthetic from Rutin 50 mg 170,- OH OH O Art. 3201.99 >99.0 % 100 mg 290,- [6151-25-3] C15H10O7 • 2H2OMr 338.27

OH Quercitrin HPLC-DAD (2 methods) 10 mg 145,- HO O Quercetin-rhamnoside TLC, 1H-NMR, 13C-NMR OH from Aesculus hippocastanum - (with Interpretation), 20 mg 245,- O-Rha UV, IR, MS, melting point OH O Art. 3253.RS >99.0 % 50 mg 490,- [522-12-3] C21H20O11 Mr 448.38

OH Quercitrin HPLC-DAD with UV-spectrum 10 mg 115,- HO O Quercetin-rhamnoside OH from Aesculus hippocastanum 20 mg 180,- O-Rha OH O Art. 3253.99 >99.0 % 50 mg 320,- [522-12-3] C21H20O11 Mr 448.38

Retrorsin HPLC-DAD with UV-spectrum 20 mg 110,- HO CH2OH O β-Longilobin, 12,18-Dihydroxysenecionan- H C 50 mg 200,- 3 11,16-dion, from Senecio retrorsus CH3 O OO H Art. 6205.98 >98.0 %

N [480-54-6] C18H25NO6 Mr 351.40

Rhein HPLC-DAD, TLC, 20 mg 170,- OHO OH Cassinacid, Crysazin-3-carbonic acid 1H-NMR, 13C-NMR from Rheum palmatum - (with Interpretation), 50 mg 340,- UV, IR, MS, melting point, COOH Art. 3272.RS >99.0 % 100 mg 560,- O [478-43-3] C15H8O6 Mr 284.23

page 22 PHYTOPLAN ® Catalogue of Natural Compounds

Compound documents quantity price delivered [Euro]

Rhein HPLC-DAD with UV-spectrum 20 mg 145,- OHO OH Cassinacid, Crysazin-3-carbonic acid from Rheum palmatum 50 mg 290,- COOH Art. 3272.99 >99.0 % 100 mg 490,- O [478-43-3] C15H8O6 Mr 284.23

Rhein HPLC-DAD with UV-spectrum 250 mg 115,- OHO OH Cassinacid, Crysazin-3-carbonacid from Rheum palmatum COOH Art. 3272.97 >97.0 % O [478-43-3] C15H8O6 Mr 284.23

Rosmarinacid 20 mg 110,- O HPLC-DAD with UV-spectrum HO OH from Rosmarinus officinalis O 50 mg 200,- H HO HOOC OH Art. 6130.99 >99.0 % [20283-92-5] C18H16O8 Mr 360.32

Rutin HPLC-DAD with UV-spectrum 50 mg 130,- OH Rutoside, Quercetin-3-rutinoside, Sophorin HO O 100 mg 220,- OH from Sophora japonica O-Glu-Rha OH O Art. 3256.99 >99.0 % [153-18-4] C27H30O16 Mr 610.52

OH Saponarin HPLC-DAD with UV-spectrum 10 mg 145,- Glu-O O from Saponaria officinalis 20 mg 245,-

Glu Art. 3232.99 >99.0 % OH O [20310-89-8] C27H30O15 Mr 594.53

HO CH3 Senecionine HPLC-DAD, GC-MS 20 mg 170,- O 1 13 H3C Aurein, 12-Hydroxysenecionan-11,16-dion TLC, H-NMR, C-NMR 50 mg 340,- CH3 O from Senecio vulgaris OO - (with Interpretation), H UV, IR, MS, melting point Art. 6202.RS >99.0 % N [130-01-8] C18H25NO5 Mr 335.39

Senecionine 10 mg 110,- HO CH3 HPLC-DAD with UV-spectrum O Aurein, 12-Hydroxysenecionan-11,16-dion H C 3 from Senecio vulgaris 20 mg 145,- CH3 O OO H Art. 6202.99 >99.0 % 50 mg 290,-

N [130-01-8] C18H25NO5 Mr 335.39

Seneciphylline HPLC-DAD, GC-MS, 20 mg 190,- HO CH3 O Jacodin, Longilobin TLC, 1H-NMR, 13C-NMR H C 3 from Senecio vulgaris - (with Interpretation), 50 mg 380,- CH2 O OO H UV, IR, MS, melting point Art. 6201.RS >99.0 % [19776-79-5] N C18H23NO5 Mr 333.38

page 23 PHYTOPLAN ® Catalogue of Natural Compounds

Compound documents quantity price delivered [Euro]

Seneciphylline HPLC-DAD with UV-spectrum 10 mg 120,- HO CH3 O Jacodin, Longilobin H C 3 from Senecio vulgaris 20 mg 165,- CH2 O OO H Art. 6201.99 >99.0 % 50 mg 330,- [19776-79-5] N C18H23NO5 Mr 333.38

HO CH3 Senkirkin HPLC-DAD with UV-spectrum 10 mg 130,- O H3C Renardin

CH3 O from Tussilago farfara OO O Art. 6203.95 >95.0 % N [6882-01-5] CH3 C19H27NO6 Mr 365.4

OGlucO OH Sennoside A HPLC-DAD with UV-spectrum 10 mg 100,- from Cassia angustifolia 20 mg 135,- COOH H H Art. 3280.98 >98.0 % COOH [81-27-6] 50 mg 270,- C42H38O20 Mr 862.72

OGluc O OH

OGlucO OH Sennoside B HPLC-DAD with UV-spectrum 10 mg 100,- from Cassia angustifolia 20 mg 135,- COOH H H Art. 3281.98 >98.0 % COOH [128-57-4] 50 mg 270,- C42H38O20 Mr 862.72

OGluc O OH

Silybin HPLC-DAD with UV-spectrum 20 mg 100,- OCH2OH Diastereomerengemisch von Silybin A und B HO O OCH3 O from Silybum marianum 50 mg 200,- OH OH OH O Art. 3215.98 >98.0 % [22888-70-6] C25H22O10 Mr 482.44

Sinigrin Monohydrate HPLC-DAD with UV-spectrum 50 mg 100,-

O Sinigroside, Allylglucosinolate from Sinapis nigra Glucosyl-S N O S O K O Art. 3401.99 >99.0 % [3952-98-5] C10H16KNO9S2 • H2O Mr 415.48

Sinigrin Monohydrat HPLC-DAD with UV-spectrum 1 g 150,-

O Sinigroside, Allylglucosinolat from Sinapis nigra Glucosyl-S N O S O K O Art. 3401.97 >97.0 % [3952-98-5] C10H16KNO9S2 • H2O Mr 415.48

Spiraeoside 10 mg 110,- O-Glu HPLC-DAD with UV-spectrum Quercetin-4‘-glucoside HO O OH from Filipendula ulmaria 20 mg 185,-

OH OH O Art. 3257.98 >98.0 % [20229-56-5] C21H20O12 Mr 464.38

page 24 PHYTOPLAN ® Catalogue of Natural Compounds

Compound documents quantity price delivered [Euro]

(+)-Taxifolin 20 mg 160,- OH HPLC-DAD, TLC, Dihydroquercetin, Distylin 1H-NMR, 13C-NMR HO O 50 mg 320,- OH from Pseudozuga menziesii - (with Interpretation), OH UV, IR, MS, melting point 100 mg 550,- OH O Art. 3211.RS >99.0 % [17654-26-1] C15H12O7 Mr 304.24

(+)-Taxifolin 20 mg 125,- OH HPLC-DAD with UV-spectrum Dihydroquercetin, Distylin HO O OH from Pseudozuga menziesii 50 mg 250,- OH 100 mg 440,- OH O Art. 3211.99 >99.0 % [480-18-2] C15H12O7 Mr 304.24

(+)-Taxifolin 200 mg 200,- OH HPLC-DAD with UV-spectrum Dihydroquercetin, Distylin HO O OH from Pseudozuga menziesii

OH OH O Art. 3211.90 >90.0 % [480-18-2] C15H12O7 Mr 304.24

CH3 H Valerenic acid HPLC-DAD/UV (2 methods), 25 mg 230,- from Valeriana officinalis TLC (2 methods), 1H-NMR, 13C-NMR 50 mg 390,- Art. 4400.RS >99.0 % - (with Interpretation), CH 3 CH3 [3569-10-6] UV, IR, MS, melting point, 100 mg 680,- C15H22O2 Mr 234.34 Elemental analysis COOH

CH3 H Valerenic acid HPLC-DAD with UV-spectrum 25 mg 195,- from Valeriana officinalis 50 mg 335,- Art. 4400.99 >99.0 % CH 3 CH3 [3569-10-6] 100 mg 590,- C15H22O2 Mr 234.34 COOH

Verbascoside Siehe Acteoside

OH Vitexin 5 mg 115,- Glu HPLC-DAD, TLC, 1 13 HO O 8-Glucosylapigenin, Orientoside H-NMR, C-NMR from Crataegus monogyna - (with Interpretation), 10 mg 200,- UV, IR, MS, melting point Art. 3234.RS >99.0 % OH O [3681-93-4] C21H20O10 Mr 432.38

OH Vitexin 5 mg 100,- Glu HPLC-DAD with UV-spectrum HO O 8-Glucosylapigenin, Orientoside from Crataegus monogyna 10 mg 170,- Art. 3234.99 >99.0 % OH O [3681-93-4] C21H20O10 Mr 432.38

page 25 PHYTOPLAN ® Catalogue of Natural Compounds

Compound documents quantity price delivered [Euro]

OH Vitexin-2“-O-rhamnoside HPLC-DAD with UV-spectrum 10 mg 100,- Glu-2"-O-Rha from Crataegus monogyna HO O 20 mg 170,- Art. 3236.99 >99.0 % [64820-99-1] OH O C27H30O14 Mr 587.53

Xanthohumol HPLC-DAD with UV-spectrum 20 mg 150,- from Humulus lupulus HO OH OH 50 mg 300,- Art. 3324.99 >99.0 % [6754-58-1] O O C21H22O5 Mr 354,41 H3C

Are you interested in substances not listed above we will proof availability and supply.

page 26 PHYTOPLAN ®

Please pay attention to the following information:

Update

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+49 6221 / 437664 or per email: [email protected].

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Delivery time comes to 2-5 days depending on the country abroad. The promised delivery time is listed in the order confirmation. In case of ordering greater quantities there may be longer terms of delivery of about 2-5 weks. But we will kep you informed in any case if there is a delay in supplying.

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Sale against cash in advance by crossed check (+ 10 EURO check fe) or by Wire Transfer toll fre to the following account: PHYTOPLAN Diehm & Neuberger GmbH Heidelberger Volksbank eG (BLZ 67 29 00 00) Account No 22 59 06 77 Kurfürstenanlage 8, D-69115 Heidelberg, Germany For international transfer: BIC: GENODE61HD1 IBAN: DE67 6729 0000 0022590677

In case of order please indicate substance, quality and item number. At least please give us the detailed adress inclusive postal code and telephone number of a contact person.

Page 27 PHYTOPLAN ®

Certificate of analysis of a reference substance: Kaempferol-3-glucoside

PHYTOPLAN Diehm & Neuberger GmbH PHYTOPLAN Diehm & Neuberger GmbH Im Neuenheimer Feld 519 Im Neuenheimer Feld 519 PHYTOPLAN D-69120 Heidelberg PHYTOPLAN D-69120 Heidelberg Tel.: 0 62 21/40 13 47 Fax: 0 62 21/43 76 64 Tel.: 0 62 21/40 13 47 Fax: 0 62 21/43 76 64 Pflanzliche Wirkstoffe und Analytik Pflanzliche Wirkstoffe und Analytik

Analytical Report to the Certificate of Analysis (CA) CA-No.: 1051/1 CERTIFICATE OF ANALYSIS Date: 31.07.2001 Date: 31.07.2001 CA-No.: 1051/1 Kaempferol-3-glucoside page: 1 of 15 Product name: Kaempferol-3-glucoside Batch No.: 0107202

Content Table page

Basic data Molecular formula

Name: Kaempferol-3-glucoside 1. Manufacturing Procedure 2 Batch No.: 0107202 OH 2. Characteristics 2 CAS-No.: [480-10-4] 3. Melting Point 2 Formula: C21H20O11 HO O Molecular weight: 448.39 4. TLC-Analysis 3 Storage temperature: 4 °C 5. HPLC-Analysis 4 Source: Aesculus hippocastanum O-Glu 1 Stability: 3 years 6. H-NMR-Spectrum 6 Date of manufacture: July 2001 OH O 7. 13C-NMR-Spectrum 9 Article No.: 3242.RS 8. FT-IR-Spectrum 11 9. UV-VIS-Spectrum 12 Determination Specification Results 10. FAB+-MASS Spectrum 13 Properties 11. Instrumentation 14 Aspect yellow nedles conforms Solubility soluble in hot methanol, low soluble in conforms 12. References 15 water Identity Melting point 165-175 °C (methanol/water) 168-170 °C; conforms NMR* 1H accordant to reference spectrum conforms 13C accordant to reference spectrum conforms IR* consistant with structure conforms UV* accordant to reference spectrum conforms

λmax [nm] = 348, 265 ± 2 λmax [nm] = 349.38; 265.52 log ελmax = 4.20, 4.32 ± 0.05 log ελmax 4.21, 4.31 FAB-MS* molecular ion peak at m/z 449 [M+H]+ peak at m/z 449; conforms Purity TLC* 1 spot 1 spot; conforms HPLC* content of impurities at 254 nm: < 1.0 % 0.49 %; conforms at spectrum max plot: < 1.0 % 0.64 %; conforms Assay HPLC 99.0 % at 254 nm, Spectrum Max Plot 99.51, 99.36 %; conforms

Result: The product mets the requirements

Dr. M. Diehm Dr. K. Neuberger (Quality Control) (Quality Assurance)

Analytical Report to the Certificate of Analysis (CA) CA-No.: 1051/1 Analytical Report to the Certificate of Analysis (CA) CA-No.: 1051/1 Date: 31.07.2001 Date: 31.07.2001 Kaempferol-3-glucoside page: 2 of 15 Kaempferol-3-glucoside page: 3 of 15

Batch No.: 0107202 Batch No.: 0107202

1. Manufacturing Procedure 4. TLC-Analysis Kaempferol-3-glucoside was isolated from the blooms of aesculus hippocastanum by an extraction process Parameters with methanol and ethyl acetate. A pure product was obtained by preparative column chromatography on an Stationary phase: Silica gel 60 F254, 0.20 mm thickness (Art.-No. 1.05554, Merck, Darmstadt, Ger.) RP18-phase with methanol / water as eluent. The substance was crystallized from methanol / water (9:1) and Mobile phase: Ethyl acetate / formic acid / water (20/2/3; v/v/v) dried at 40 °C / 10 mbar over a period of 24 hours. Sample solvent: Methanol Development length: 10 cm Retention factor: Rf = 0.54 (chamber saturation) 2. Characteristics Detection: UV254, Diphenylboryloxyethylamine (Naturstoffreagenz A), 10 % in ethanol, Kaempferol-3-glucoside is stable to moisture and air and has only low tendency to be hydrolysed or to be after drying spraying with macrogel 400 / 10 min. at 110 °C; visualized at UV365 oxidized. No hygroscopy was observed. In order to prevent any decompositon it should be stored at a dry Applied quantities: 20, 10 µg place in a refrigerator. Chromatogram: 1 spot with one very weak impurity below at Rf = 0.49 (UV365) Reference: Hyperoside

3. Melting Point TLC-Chromatogram (1:1) Found: 168-170 °C (water / methanol 9:1) Ref.[1]: 177-178°C (methanol)

Rf / dm 1.0 0.9 0.8 0.7 0.6 0.5 Trace 1: Hyperoside 0.4 Trace 2 + 3 : Kaempferol-3- glucoside, 20 µg, 10 µg; 0.3 after spraying with 0.2 Naturstoffreagenz A 0.1 0.0

page 28 PHYTOPLAN ®

Certificate of analysis of a reference substance: Kaempferol-3-glucoside

Batch No.: 0107202 Batch No.: 0107202

5. HPLC-Analysis 4: 355 nm, 4 nm Pk # Retention Time Area Area Capacity factor Lambda Max Column Typ: Eurospher 100-5 C18, 250 x 4 mm with integrated precolumn 5 x 4 mm Percent Sample solvent: Methanol Mobile phase: Methanol/Acetonitrile/Phosphoric acid pH 2.5 (34/10/56, v/v/v) 1 6,453 7052 0,14 2,23 259 Detection: DAD, 210-450 nm 2 8,448 5566 0,11 3,22 211 Injection vol.: 5 µl, c = 0.5 mg/ml 3 9,333 4861505 99,57 3,67 265 Flow rate: 1.00 ml/min. 4 10,752 8572 0,18 4,38 212 Temperature: 20 °C Tot 4882695 100,00 als

) 300 2: 254 nm, 4 nm Spectrum Max Plot Spectrum Max Plot* Kaempferol-3-glucosid Ch.-B.: 0107202 Kaempferol-3-glucosid Ch.-B.: 0107202 Kaempferol3glc02RPmet4-005.dat 500 Kaempferol3glc02RPmet4-005.dat Retention Time Retention Time Pk # Retention Time Area Area Capacity factor Lambda Max Percent 9,333 250 9,333 1 4,661 11299 0,14 1,33 217 400 2 6,453 14319 0,17 2,23 252 3 8,437 9885 0,12 3,22 213 200 4 9,333 8295465 99,36 3,67 265 300 5 10,731 18038 0,22 4,37 217

150 Tot 8349006 100,00

mAU als

200 100 * A Spectrum Max Plot is a chromatogram with each point plotted at its maximum absorbance. This plot gives an indication of the appearance of the chromatogram when the wavelengths are optimized for each peak. 100 50 6,464 10,784 6,453 8,459 10,731 8,437 4,661 0 0

0 10 20 0 10 20 Minutes Minutes

2: 254 nm, 4 nm Pk # Retention Time Area Area Percent Capacity factor Lambda Max 1 6,464 8515 0,18 2,23 257 2 8,459 5169 0,11 3,23 212 3 9,333 4726060 99,51 3,67 265 4 10,784 9453 0,20 4,39 214 Tota 4749197 100,00 ls

5: 265 nm, 4 nm Pk # Retention Time Area Area Percent Capacity factor Lambda Max 1 6,443 7671 0,13 2,22 257 2 8,448 6651 0,11 3,22 265 3 9,333 6021564 99,62 3,67 265 The UV-spectrum recorded with HPLC-DAD at time 9.33 min. is consistant with the UV-spectrum of the 4 10,752 8753 0,14 4,38 212 isolated substance. Tota 6044639 100,00 ls

Batch No.: 0107202 Batch No.: 0107202

6. 1H-NMR-Spectrum 1H-NMR-Spectrum

300 MHz, 297 K, solvent: DMSO-d6 Peak List

Peak no Point ppm Frequency (Hz) Height 1 5562 12.615 3786.298 31.957 2 13010 8.053 2417.001 20.649 3 13020 8.047 2415.231 6.195 4 13030 8.041 2413.433 1.677 5 13058 8.024 2408.226 22.744 6 13072 8.015 2405.679 2.719 7 14898 6.897 2069.924 21.729 8 14920 6.883 2065.969 1.733 9 14948 6.866 2060.671 21.903 10 15652 6.435 1931.239 16.198 11 15662 6.429 1929.564 14.782 12 16020 6.209 1863.668 16.893 13 16032 6.202 1861.490 15.684 14 17226 5.470 1641.880 9.302 15 17264 5.447 1634.924 9.091 16 17434 5.343 1603.761 7.577 17 17458 5.329 1599.297 7.794 18 17906 5.054 1517.011 5.768 19 17930 5.039 1512.515 5.966 20 18084 4.945 1484.314 4.300 21 19180 4.274 1282.791 3.266 22 19210 4.256 1277.294 6.910 23 19240 4.237 1271.781 3.033 24 20294 3.591 1077.920 2.900 25 20320 3.576 1073.166 3.168 26 20352 3.556 1067.300 3.658 27 20382 3.538 1061.774 3.624 28 20888 3.228 968.804 1.514 29 20914 3.212 963.891 3.200 30 20934 3.199 960.206 5.344 31 20954 3.188 956.681 4.687 32 20970 3.178 953.711 3.822 33 20994 3.163 949.200 3.991 34 21128 3.080 924.523 9.123

page 29 PHYTOPLAN ®

Certificate of analysis of a reference substance: Kaempferol-3-glucoside

Batch No.: 0107202 Batch No.: 0107202

13 1H-NMR-Spectrum 7. C-NMR-Spectrum

300 MHz, 297 K, solvent: DMSO-d6 75 MHz, 297 K, solvent: DMSO-d6 5' OH 6' 4' 8 1 HO 2 O 3' 1' 7 9 2' 4" 2" OH 10 3" OH 6 HO 3 O O 5 4 CH2OH OH O 1" 5" 6"

Assignment of the signals [500 MHz, solvent: CDCl3, temperature: 303 K]

Assignment of the signals

Proton at Chemical shift Comparison data[1] Solvent-signals, C-Atom OH-signals

6 6.21, d (2.0 Hz) 6.21, d (2.0 Hz) 2.50 (DMSO) 8 6.43, d (2.0 Hz) 6.44, d (2.0 Hz) 3.33 (water signal of the 2'' 8.04, d (8.8 Hz) 8.04, d (8.8 Hz) solvent) 3'' 6.88, d (9.4 Hz) 6.88, d (8.8 Hz) 5.33, 5.04, 4.93, 4.25 5' 6.88, d (9.4 Hz) 6.88, d (8.8 Hz) (OH-signals), 6'' 8.04, d (8.8 Hz) 8.04, d (8.8 Hz) 12.62 (OH-O hydrogen bridge) 1" 5.46, d (7.3 Hz) 5.45, d (7.4 Hz) 2" 3.08-3.19 m no data cited 3" 3.08-3.19 m 4" 3.08-3.19 m 5" 3.08-3.19 m 6"A 3.08-3.19 m 6"B 3.55, dd (5.0 Hz, 11.5 Hz)

The assignment was performed with the help of the data given in Ref.[1].

Batch No.: 0107202 Batch No.: 0107202

13 C-NMR-Spectrum 8. FT-IR-Spectrum KBr-Pellet 75 MHz, 297 K, solvent: DMSO-d6

5' OH 6' 4' 8 1 HO 2 O 3' 1' 7 9 2' 4" 2" OH 10 3" OH 6 HO 3 O O 5 4 CH2OH OH O 1" 5" 6"

Assignment of the signals

C-Atom Chemical shift Comparison data[3] Solvent-signals

2 156.4 156.3 38.7 – 40.4 (DMSO) 3 133.3 133.0 4 177.5 177.5 5 161.2 161.1 6 98.7 98.7 7 164.1 164.1 8 93.7 93.6 9 156.3 156.3 10 104.1 104.1 1' 121.0 121.0 No cm-1 %T Intensity No cm-1 %T Intensity 2'' 130.9 130.7 1 554.00 74.025 W 15 1246.00 67.923 M 3'' 115.1 115.0 2 584.00 72.624 W 16 1286.00 56.564 M 4'' 160.0 159.8 3 636.00 71.563 M 17 1353.00 52.707 S 5' 115.1 115.0 4 657.00 72.603 W 18 1442.00 60.393 M 6' 130.9 130.7 5 797.00 73.287 W 19 1466.00 69.857 M 6 837.00 76.953 W 20 1506.00 53.644 M 1'' 101.0 101.4 7 965.00 78.205 W 21 1558.00 59.498 M 2'' 74.3 74.2 8 993.00 68.545 M 22 1579.00 64.324 M 3'' 76.5 76.5 9 1017.00 54.019 M 23 1607.00 46.474 S 4'' 70.0 70.1 10 1066.00 49.720 S 24 1649.00 48.716 S 5'' 77.5 77.2 11 1091.00 66.601 M 25 2897.00 60.715 M 6'' 60.9 61.0 12 1112.00 67.983 M 26 2920.00 60.451 M 13 1181.00 43.075 S 27 3435.00 27.065 VS 14 1220.00 64.828 M 28 3524.00 34.486 S

page 30 PHYTOPLAN ®

Certificate of analysis of a reference substance: Kaempferol-3-glucoside

Batch No.: 0107202 Batch No.: 0107202

9. UV-VIS-Spectrum 10. FAB+-MASS Spectrum Solvent: Methanol (UVASOL, Merck) Conc.: 6.7x10-5 mol/l

Result

Maxima: λmax [nm] log εmax Minima: λmin [nm] log εmin

349.38 4.21 282.17 3.99 Result 265.52 4.31 240.55 4.10 The measurement technic of the FAB+-MS mode leads to the molecule ions [M+H]+ and [M+Na]+. The

[1] peaks at m/z 449 (448+1) and m/z 471 (448+23) show the expected molecular mass (448) of Kaempferol- Data given in Ref. : λmax [nm] log ε: 348.7 (4.20), 265.5 (4.35). 3-glucoside. Most other detected peaks derived from the NBA-matrix.

Batch No.: 0107202 Batch No.: 0107202

11. Instrumentation 12. References

Determination Apparatus [Fehler! Keine gültige Verknüpfung.] T. Sekine et al., Chem. Pharm. Bull., 1993, 41(6), 1185-87. Melting Point MEL-TEMP II apparatus, Laboratory Devices, USA [2] K. R. Markham, T. J. Marbry, Carbon-13 NMR Studies of Flavonoids-III, HPLC-Analysis Pump: Shimadzu LC-10ADvp Tetrahedron, 1978, 34, 1389-97. Detector (DAD): Shimadzu SPD-M10Avp Injector: Rheodyne 7725i, 10 µL loop

1H-NMR-Spectrum Bruker AM 300

13C-NMR-Spectrum Bruker AM 300

UV-VIS-Spectrum Varian CARY 2300 Spectralphotometer

FT-IR-Spektrum FT-IR-Spectrometer 1760X Perkin-Elmer

FAB+-MASS Spectrum JEOL JMS-700

page 31