DOCSLIB.ORG

C19) United States C12) Patent Application Publication C10) Pub

Total Page：16

File Type：pdf, Size：1020Kb

Download full-text PDF Read full-text
C19) United States C12) Patent Application Publication C10) Pub 1111111111111111 IIIIII IIIII 1111111111 11111 11111 lllll lllll lllll lllll 111111111111111 11111111 US 20210061743Al c19) United States c12) Patent Application Publication c10) Pub. No.: US 2021/0061743 Al Bolling et al. (43) Pub. Date: Mar. 4, 2021 (54) METHODS OF ISOLATING PHENOLS FROM Publication Classification PHENOL-CONTAINING MEDIA (51) Int. Cl. C07C 37186 (2006.01) (71) Applicant: WISCONSIN ALUMNI RESEARCH C07C 37172 (2006.01) FOUNDATION, Madison, WI (US) BOID 11104 (2006.01) (52) U.S. Cl. (72) Inventors: Bradley Bolling, Madison, WI (US); CPC .............. C07C 37186 (2013.01); C07C 37172 Yuwei Wu, Madison, WI (US); (2013.01); C07C 39/04 (2013.01); BOID Danielle Voss, Wrightstown, WI (US); 1110419 (2013.01); BOID 1110492 (2013.01) Matthew Dorris, Fitchburg, WI (US) (57) ABSTRACT Methods of isolating phenols from phenol-containing media. (73) Assignee: WISCONSIN ALUMNI RESEARCH The methods include combining a phospholipid-containing FOUNDATION, Madison, WI (US) composition with the phenol-containing medium to generate a combined medium, incubating the combined medium to (21) Appl. No.: 17/003,625 precipitate phenols in the combined medium and thereby form a phenol precipitate phase and a phenol-depleted phase, and separating the phenol precipitate phase and the (22) Filed: Aug. 26, 2020 phenol-depleted phase. The methods can further include extracting phenols from the separated phenol precipitate phase. The extracting can include mixing the separated Related U.S. Application Data phenol precipitate phase with an extraction solvent to solu­ (60) Provisional application No. 62/891,644, filed on Aug. bilize in the extraction solvent at least a portion of the 26, 2019. phenols originally present in the phenol precipitate phase. phosphol ipid­ phenol­ containing containing . • composition ( e.g., medium • lecithin) . ·. · .. agitate . centrifuge mtBBBtt@tfililli@$ §%§§§§%} precipitation ' (e.g., fruit juice, vegetable juice, collect J blanch water, precipitate aqueous botanical extracts) ""O ~..... ('D =..... t phosphol i pid­ "e.... (')- ~......... phenol .. contai ni ng 0 = containing !. composition (e.g., =""O O".... medium lecithin) (')- ~......... 0= ~ agitate , centrifuge :-:~ J-­ ~: ~: N -t:precipitation/ 0 ....N rJJ ('D=­ (e.g., fruit juicet .... ('D..... .... vegetable juice, collect 0.... blanch water, precipitate ., ....N aqueous botanical I extracts) c rJJ N 0 ....N FIG.1 ~ 0 0--- O'I.... -....J .i;... ~ >.... Patent Application Publication Mar. 4, 2021 Sheet 2 of 21 US 2021/0061743 Al HO HG \ HO-()~~ HO )=- 'OH HG Phenolic Acids HO HO HO OH 0 OH Flavonoids Proanthocyanidin FIG. 2 Patent Application Publication Mar. 4, 2021 Sheet 3 of 21 US 2021/0061743 Al 0 OH Chktrugenk: .acid FIG. 3 Patent Application Publication Mar. 4, 2021 Sheet 4 of 21 US 2021/0061743 Al '1!!4.t, ls· ,.i ·!+..... .. 5 4. Basic structure FIG. 4A Isotlavt1nes Ft; 0 R 1;:::::H : Daidzein :f{ 1:.;;;f]H : Genistein FIG. 48 Patent Application Publication Mar. 4, 2021 Sheet 5 of 21 US 2021/0061743 Al Flavone.s FIG. 4C :Fla.van ones FIG. 40 Patent Application Publication Mar. 4, 2021 Sheet 6 of 21 US 2021/0061743 Al R::r:::.::::(lH; R1mR:f"''U:; K:Jr:,r:~tpfor:rit Ri mRtm()fl~ ff i=,,,,H ~ Q*wr;;\:::!Jn R/'''''it:t'''Rf'''(JH :: Myrfa:,~l!.n FIG. 4E FIG. 4F Patent Application Publication Mar. 4, 2021 Sheet 7 of 21 US 2021/0061743 Al -LL Patent Application Publication Mar. 4, 2021 Sheet 8 of 21 US 2021/0061743 Al :::: -:i: 0 0 . :t: ◊-0 .......... 0 K 6\ }==\ 5 77,J,/2 p-5 \\ /2 ~ . ~)-(""~ .. ~. ... 0 ff It) ()..,, (!) ·"" LL a -i$««««b~J • \:.:..-.:-.--:-.--:-.-..~ p ~)-{ ~ fil Patent Application Publication Mar. 4, 2021 Sheet 9 of 21 US 2021/0061743 Al (.0 (!) u. Patent Application Publication Mar. 4, 2021 Sheet 10 of 21 US 2021/0061743 Al --H .Ho-r. --....£--1-:_L-OHr~OH FIG. 7 Patent Application Publication Mar. 4, 2021 Sheet 11 of 21 US 2021/0061743 Al Ir···«««««««««««««««««««««««««««««« l d I 00 C) LL Patent Application Publication Mar. 4, 2021 Sheet 12 of 21 US 2021/0061743 Al I en (!) LL •'.•. Patent Application Publication Mar. 4, 2021 Sheet 13 of 21 US 2021/0061743 Al ,, 100 ,s _...., Topdthin 100 0 80 - Emu!pur N $ ... °" 60 ,_ -+- EmulfluidE "C: C: 40 ~ Emu!f!uidA u>- 0 20 --- Lecirnulthin 150 =C --- ffl 0 ........ Emu!f!uid HL 66 ,::,.~ -20 LecUhin wfv% FIG. 10 Patent Application Publication Mar. 4, 2021 Sheet 14 of 21 US 2021/0061743 Al -0 100. ~ ; 80 Q. • i eo C ·2·te· 40 > g 20 J:.. ~ i 0-+---------------· '$ 10 «20 HLB values (b) 2 4 6 10 HLBvah.. His FIG. 11 Patent Application Publication Mar. 4, 2021 Sheet 15 of 21 US 2021/0061743 Al Lecithin w/v0/f) FIG. 12 2500 • -~· 2000 •· ns i o ➔.------------------- 0 2 4 FIG. 13 Patent Application Publication Mar. 4, 2021 Sheet 16 of 21 US 2021/0061743 Al 400 ns ns 0-+---------------0 2 Lecithin w/v%, FIG. 14 80 I C 60 0 ·-....4) o.. 40 (1> C • 0 1 2 3 4 Log P FIG. 15 Patent Application Publication Mar. 4, 2021 Sheet 17 of 21 US 2021/0061743 Al HO OH Resveratro1 Gallic acid HO } ~ H{) ~ f f~ C!fi OH Geni~tdn Anthncyanin (lnisi<:) OH rm .):iH - .ck,, ~-.. .,..;--..,._ cv..,,.. .... ,_,,. '- ~- ✓ a~ yo OH 0 0 ,,<r=r,) I i _,)) .• OH <> -OH OH OM t)B -OH ()H OH OH Rutin Qucrretin-J-gafoetoside /" _,_;v,-,"''-" •✓ -.;_;~/ I i "·· {H-< () Quercctin FIG. 16 Patent Application Publication Mar. 4, 2021 Sheet 18 of 21 US 2021/0061743 Al FIG. 17 Patent Application Publication Mar. 4, 2021 Sheet 19 of 21 US 2021/0061743 Al ~-J 2.4 ::=iiJ 1,0 m t.5 ~-?O. • 3.0 ...................... ~ -~ "' "'pH FIG. 18 - 2.4 illllllttlf1 1. 0 B 15 2.0 - 3,0 ns ns ns ns 111111111i111111111 ~­ l\• pH FIG. 19 Patent Application Publication Mar. 4, 2021 Sheet 20 of 21 US 2021/0061743 Al ...- NaCl ...- CaCi2 0.00 0.01 0.10 0.20 Concentration (M} FIG. 20 40 ,.....,ns 0-+--------------- 0 10 20 30 40 50 Brix value FIG. 21 Patent Application Publication Mar. 4, 2021 Sheet 21 of 21 US 2021/0061743 Al 0w 0 C: ):...... ~ - E -Q ,._.....e ... ·::=: C N 0 N ):......... C (!) ~•••w.~ ......... -LL .e,¢) M ex: ~.,.,.,.,•• ❖•❖•❖•••• : ;:: ❖:.-•••.•.-:·:· 0 m N r,.. ........... :· ...., •••••••••••• ••••••••••••••••••••••••••••••••••... ·:.·.·.·.·.·w--··;.,,,··~~ :tP .,,.,., ti) ~ .. ,.,.,.,.,.,.,................................... :: :·:·:·:':':':':':":" ('<'): ... ··· .............:.: .. N-,-,.,.•.• ,.,_··:::: ....... 0 0------------;)+<- 0 0 0 0 0 ~ 0 ~ N ~ r S8\fWU08Z US 2021/0061743 Al Mar. 4, 2021 1 METHODS OF ISOLATING PHENOLS FROM [0013] FIG. 6. Transformation of anthocyanin flavylium PHENOL-CONTAINING MEDIA cation. [0014] FIG. 7. Primary phospholipids in lecithin. STATEMENT REGARDING FEDERALLY [0015] FIG. 8. Packing of lipid molecules. SPONSORED RESEARCH [0016] FIG. 9. Precipitation of pigments from 100% cran­ berry juice with powdered lecithin (0.05% to 5% w/v) after [0001] This invention was made with government support centrifugation. under 2016-67017-24428 awarded by the USDA/NIFA. The [0017] FIG. 10. Soy lecithins deplete monomeric antho­ government has certain rights in the invention. cyanin in cranberry juice. [0018] FIG. 11. Scatter plot and the corresponding regres­ FIELD OF THE INVENTION sion line for the relationship between the dependent variable [0002] The invention is generally directed to methods of % MA depleted and the independent variable HLB values at isolating phenols and other compounds from phenol-con­ (a) 2% w/v lecithin (b) 5% w/v lecithin. taining compositions. [0019] FIG. 12. Monomeric anthocyanin content of the cranberry juice supernatant after lecithin addition. BACKGROUND [0020] FIG. 13. Total phenol content of the cranberry juice supernatant after lecithin addition. [0003] Many naturally occurring phenols, particularly [0021] FIG. 14. Total proanthocyanidin content of the polyphenols, are useful as dyes, colorants, pigments, pig­ cranberry juice supernatant after lecithin addition. ment stabilizers, and ingredients in foods, dietary supple­ [0022] FIG. 15. Scatter plot and the corresponding regres­ ments, and cosmetics, among other uses. Simple, efficient sion line for the relationship between the dependent variable methods for isolating phenols from phenol-containing media % depletion and the independent variable Log P values. are needed. [0023] FIG. 16. Chemical structures of the individual polyphenols. SUMMARY OF THE INVENTION [0024] FIG. 17. Possible interaction of (+ )-catechin with [0004] The present invention provides methods for isolat­ phospholipids. ing phenols from phenol-containing media. An exemplary [0025] FIG. 18. Effects of pH on percentage monomeric method includes combining a phospholipid-containing com­ anthocyanin depletion by 1% w/v lecithin. position such as lecithin with a phenol-containing medium [0026] FIG. 19. Effects of pH on percentage proanthocya­ such as a fruit or vegetable juice to generate a combined nidin depletion by 1% w/v lecithin. medium, incubating the combined medium to precipitate [0027] FIG. 20. Effects of ionic strength on percentage phenols in the combined medium and thereby form a phenol monomeric anthocyanin depletion by 1% w/v lecithin. precipitate phase and a phenol-depleted phase, and separat­ [0028] FIG. 21. Effects of sugar content on percentage ing the phenol precipitate phase and the phenol-depleted monomeric anthocyanins depletion in diluted cranberry phase. A schema of an exemplary version of the invention is juice. shown in FIG. 1. [0029] FIG. 22. Tentative peak identification of polyphe­ [0005] The methods can further include extracting phenols nol extract and cranberry juice at 280 nm. from the separated phenol precipitate phase.
Load more

Recommended publications
  • Food & Function
    Food & Function View Article Online REVIEW View Journal | View Issue Roles of proanthocyanidin rich extracts in obesity Cite this: Food Funct., 2015, 6, 1053 M. Josepa Salvadó,* Ester Casanova, Anabel Fernández-Iglesias, Lluis Arola and Cinta Bladé Obesity is a multifactorial disorder involving an abnormal or excessive amount of body fat. Obese people have a very high probability of developing metabolic syndrome, a condition in which cholesterol, lipid, and glucose levels rise, causing diabetes and heart disease. From the point of view of energy balance, the main contributors to obesity are excessive energy intake, inadequate energy expenditure and metabolic malfunctions. For this reason, health organisations are working to implement policies and plans to promote healthy eating and active living. However, these measures have not yet proven sufficient to combat this worldwide epidemic; therefore, drugs and bioactive compounds are being investigated to complement the existing strategies. In the present review, we discuss the available data regarding the Received 13th November 2014, modulation of obesity by proanthocyanidin rich extracts. Because studies with human subjects are very Accepted 22nd January 2015 scarce, we focus on studies using laboratory animals. The results of in vitro studies are included because, Creative Commons Attribution-NonCommercial 3.0 Unported Licence. DOI: 10.1039/c4fo01035c although they cannot be directly extrapolated to the biological effects of proanthocyanidin, they can www.rsc.org/foodfunction reveal some mechanisms
    [Show full text]
  • Engineering of Microbial Cell Factories for the Production of Plant Polyphenols with Health-Beneficial Properties
    Downloaded from orbit.dtu.dk on: Sep 30, 2021 Engineering of Microbial Cell Factories for the Production of Plant Polyphenols with Health-Beneficial Properties Dudnik, Alexey; Gaspar, Paula; Neves, Ana Rute; Forster, Jochen Published in: Current Pharmaceutical Design Link to article, DOI: 10.2174/1381612824666180515152049 Publication date: 2018 Document Version Peer reviewed version Link back to DTU Orbit Citation (APA): Dudnik, A., Gaspar, P., Neves, A. R., & Forster, J. (2018). Engineering of Microbial Cell Factories for the Production of Plant Polyphenols with Health-Beneficial Properties. Current Pharmaceutical Design, 24(19), 2208-2225. https://doi.org/10.2174/1381612824666180515152049 General rights Copyright and moral rights for the publications made accessible in the public portal are retained by the authors and/or other copyright owners and it is a condition of accessing publications that users recognise and abide by the legal requirements associated with these rights. Users may download and print one copy of any publication from the public portal for the purpose of private study or research. You may not further distribute the material or use it for any profit-making activity or commercial gain You may freely distribute the URL identifying the publication in the public portal If you believe that this document breaches copyright please contact us providing details, and we will remove access to the work immediately and investigate your claim. 1 TITLE 2 Engineering of Microbial Cell Factories for the Production of Plant Polyphenols with Health-Beneficial 3 Properties 4 RUNNING TITLE 5 Microbial production of polyphenols 6 7 AUTHORS 8 Alexey Dudnik1,#,*, Paula Gaspar1,3,#, Ana Rute Neves2 and Jochen Forster1 9 10 1 Applied Metabolic Engineering Group, The Novo Nordisk Foundation Center for Biosustainability, 11 Technical University of Denmark, Kemitorvet, Building 220, DK-2800, Kgs.
    [Show full text]
  • Docking Characterization and in Vitro Inhibitory Activity of Flavan-3-Ols and Dimeric Proanthocyanidins Against the Main Protease Activity of SARS-Cov-2
    ORIGINAL RESEARCH published: 30 November 2020 doi: 10.3389/fpls.2020.601316 Docking Characterization and in vitro Inhibitory Activity of Flavan-3-ols and Dimeric Proanthocyanidins Against the Main Protease Activity of SARS-Cov-2 Yue Zhu and De-Yu Xie* Department of Plant and Microbial Biology, North Carolina State University, Raleigh, NC, United States We report to use the main protease (Mpro) of SARS-Cov-2 to screen plant flavan-3-ols and proanthocyanidins. Twelve compounds, (–)-afzelechin (AF), (–)-epiafzelechin (EAF), (+)-catechin (CA), (–)-epicatechin (EC), (+)-gallocatechin (GC), (–)-epigallocatechin Edited by: (EGC), (+)-catechin-3-O-gallate (CAG), (–)-epicatechin-3-O-gallate (ECG), Guodong Wang, Chinese Academy of Sciences, China (–)-gallocatechin-3-O-gallate (GCG), (–)-epigallocatechin-3-O-gallate (EGCG), Reviewed by: procyanidin A2 (PA2), and procyanidin B2 (PB2), were selected for docking simulation. pro Hiroshi Noguchi, The resulting data predicted that all 12 metabolites could bind to M . The affinity Nihon Pharmaceutical scores of PA2 and PB2 were predicted to be −9.2, followed by ECG, GCG, EGCG, University, Japan Ericsson Coy-Barrera, and CAG, −8.3 to −8.7, and then six flavan-3-ol aglycones, −7.0 to −7.7. Docking Universidad Militar Nueva characterization predicted that these compounds bound to three or four subsites (S1, Granada, Colombia S1′, S2, and S4) in the binding pocket of Mpro via different spatial ways and various *Correspondence: De-Yu Xie formation of one to four hydrogen bonds. In vitro analysis with 10 available compounds pro [email protected] showed that CAG, ECG, GCG, EGCG, and PB2 inhibited the M activity with an IC50 value, 2.98 ± 0.21, 5.21 ± 0.5, 6.38 ± 0.5, 7.51 ± 0.21, and 75.3 ± 1.29 µM, Specialty section: respectively, while CA, EC, EGC, GC, and PA2 did not have inhibitory activities.
    [Show full text]
  • Polymerization Degrees, Molecular Weights and Protein-Binding Affinities of Condensed Tannin Fractions from a Leucaena Leucocephala Hybrid
    Molecules 2014, 19, 7990-8010; doi:10.3390/molecules19067990 OPEN ACCESS molecules ISSN 1420-3049 www.mdpi.com/journal/molecules Article Polymerization Degrees, Molecular Weights and Protein-Binding Affinities of Condensed Tannin Fractions from a Leucaena leucocephala Hybrid Mookiah Saminathan 1, Hui Yin Tan 2, Chin Chin Sieo 1,3, Norhani Abdullah 3,4, Clemente Michael Vui Ling Wong 5, Emilia Abdulmalek 6 and Yin Wan Ho 1,* 1 Institute of Bioscience, Universiti Putra Malaysia, 43400 UPM Serdang, Selangor, Malaysia; E-Mails: [email protected] (M.S.); [email protected] (C.C.S.) 2 Faculty of Applied Sciences and Computing, Tunku Abdul Rahman University College, 53300 Kuala Lumpur, Malaysia; E-Mail: [email protected] 3 Faculty of Biotechnology and Biomolecular Sciences, Universiti Putra Malaysia, 43400 UPM Serdang, Selangor, Malaysia; E-Mail: [email protected] 4 Institute of Tropical Agriculture, Universiti Putra Malaysia, 43400 UPM Serdang, Selangor, Malaysia 5 Biotechnology Research Institute, Universiti Malaysia Sabah, Jalan UMS, 88400 Kota Kinabalu, Sabah, Malaysia; E-Mail: [email protected] 6 Department of Chemistry, Faculty of Science, Universiti Putra Malaysia, 43400 UPM Serdang, Selangor, Malaysia; E-Mail: [email protected] * Author to whom correspondence should be addressed; E-Mail: [email protected]; Tel.: +603-8947-2161; Fax: +603-8947-2101. Received: 18 March 2014; in revised form: 11 May 2014 / Accepted: 21 May 2014 / Published: 12 June 2014 Abstract: Condensed tannins (CTs) form insoluble complexes with proteins and are able to protect them from degradation, which could lead to rumen bypass proteins. Depending on their degrees of polymerization (DP) and molecular weights, CT fractions vary in their capability to bind proteins.
    [Show full text]
  • Catechins As Emerging and Promising Antiparasitic Agents
    Short Communication ISSN: 2574 -1241 DOI: 10.26717/BJSTR.2020.30.004895 Catechins as Emerging and Promising Antiparasitic Agents Raúl Argüello-García*1 and Geovanna Nallely Quiñonez-Bastidas2 11Departamento de Genética y Biología Molecular, México 2Departamento de Farmacia, Facultad de Química, México *Corresponding author: Raul Arguello Garcia, Departamento de Genética y Biología Molecular, CINVESTAV-IPN, 07360 México City, México ARTICLE INFO ABSTRACT Received: August 17, 2020 Catechins are polyphenols present in green tea and other plant species as a defense Published: against pathogen insults that profile their health-promoting and anti-infectious activities September 07, 2020 in humans. Worth noting their anti-parasite effects have emerged in recent years. In this Citation: Giardia, Entamoeba) and intracellular, apicomplexan Nallely Quiñonez-Bastidas. Catechins as review,Plasmodium we focus on the effect of catechinsTrypanosoma over, growthLeishmania and )pathogenic protozoa and mechanisms nematodes of of a Emerging Raúland Argüello-García,Promising Antiparasitic Geovanna variety of extracellular,Teladorsagia anaerobic, Trichostrongylus( , Ascaris and Haemonchus ( ) and kinetoplastid ( 2020. BJSTR. MS.ID.004895. livestock impact as . Moreover, Agents. Biomed J Sci & Tech Res 30(1)- an inhibitory effect of (galloyl)-catechins on allergenic proteases from mites has been secondaryreported. Altogether,effects and drugthese resistance data pinpoint in parasitic (galloyl)-catechins infections. as candidates for novel alternatives in therapeutic
    [Show full text]
  • Colonic Metabolism of Phenolic Compounds: from in Vitro to in Vivo Approaches Juana Mosele
    Nom/Logotip de la Universitat on s’ha llegit la tesi Colonic metabolism of phenolic compounds: from in vitro to in vivo approaches Juana Mosele http://hdl.handle.net/10803/378039 ADVERTIMENT. L'accés als continguts d'aquesta tesi doctoral i la seva utilització ha de respectar els drets de la persona autora. Pot ser utilitzada per a consulta o estudi personal, així com en activitats o materials d'investigació i docència en els termes establerts a l'art. 32 del Text Refós de la Llei de Propietat Intel·lectual (RDL 1/1996). Per altres utilitzacions es requereix l'autorització prèvia i expressa de la persona autora. En qualsevol cas, en la utilització dels seus continguts caldrà indicar de forma clara el nom i cognoms de la persona autora i el títol de la tesi doctoral. No s'autoritza la seva reproducció o altres formes d'explotació efectuades amb finalitats de lucre ni la seva comunicació pública des d'un lloc aliè al servei TDX. Tampoc s'autoritza la presentació del seu contingut en una finestra o marc aliè a TDX (framing). Aquesta reserva de drets afecta tant als continguts de la tesi com als seus resums i índexs. ADVERTENCIA. El acceso a los contenidos de esta tesis doctoral y su utilización debe respetar los derechos de la persona autora. Puede ser utilizada para consulta o estudio personal, así como en actividades o materiales de investigación y docencia en los términos establecidos en el art. 32 del Texto Refundido de la Ley de Propiedad Intelectual (RDL 1/1996). Para otros usos se requiere la autorización previa y expresa de la persona autora.
    [Show full text]
  • (12) Patent Application Publication (10) Pub. No.: US 2012/0208890 A1 Gousse Et Al
    US 20120208890A1 (19) United States (12) Patent Application Publication (10) Pub. No.: US 2012/0208890 A1 Gousse et al. (43) Pub. Date: Aug. 16, 2012 (54) STABLE HYDROGEL COMPOSITIONS of application No. 127956,542, filed on Nov.30, 2010, INCLUDING ADDITIVES which is a continuation-in-part of application No. 12/714,377, filed on Feb.26, 2010, which is a continu (75) Inventors: Cecile Gousse, Dingy Saint Clair ation-in-part of application No. 12/687,048, filed on (FR); Pierre F. Lebreton, Annecy Jan. 13, 2010. (FR); Nicolas Prost, Mornant (FR): Sumit Paliwal, Goleta, CA (US); Publication Classification Dennis Van Epps, Goleta, CA (US) (51) Int. C. (73) Assignee: ALLERGAN, INC. Irvine, CA A6IR 8/4I (2006.01) (US) A61O 19/08 (2006.01) A6IR 8/42 (2006.01) (21) Appl. No.: 13/350,518 (52) U.S. Cl. ......................................... 514/626; 514/653 (22) Filed: Jan. 13, 2012 (57) ABSTRACT Related U.S. Application Data The present specification generally relates to hydrogel com (63) Continuation-in-part of application No. 13/005,860, positions and methods of treating a soft tissue condition using filed on Jan. 13, 2011, which is a continuation-in-part Such hydrogel compositions. Patent Application Publication Aug. 16, 2012 Sheet 1 of 7 US 2012/0208890 A1 lication Publication ug. 16, 2012 Sheet 2 of 7 co & S. N SESo 9 CD s Y NI C O O CN ve ve D an an 5 S. 5 3. 9. S. Patent Application Publication Aug. 16, 2012 Sheet 3 of 7 US 2012/0208890 A1 00Z?000).00800900700Z0 O.GZ?eSÅep~ Patent Application Publication Aug.
    [Show full text]
  • (12) Patent Application Publication (10) Pub. No.: US 2011/0224164 A1 Lebreton (43) Pub
    US 20110224164A1 (19) United States (12) Patent Application Publication (10) Pub. No.: US 2011/0224164 A1 Lebreton (43) Pub. Date: Sep. 15, 2011 (54) FLUID COMPOSITIONS FOR IMPROVING Publication Classification SKIN CONDITIONS (51) Int. Cl. (75) Inventor: Pierre F. Lebreton, Annecy (FR) 3G 0.O :08: (73) Assignee: Allergan Industrie, SAS, Pringy (FR) (52) U.S. Cl. .......................................................... 514/54 (21)21) Appl. NoNo.: 12/777,1069 (57) ABSTRACT (22) Filed: May 10, 2010 The present specification discloses fluid compositions com O O prising a matrix polymerand stabilizing component, methods Related U.S. Application Data of making Such fluid compositions, and methods of treating (60) Provisional application No. 61/313,664, filed on Mar. skin conditions in an individual using Such fluid composi 12, 2010. tions. Patent Application Publication Sep. 15, 2011 Sheet 1 of 3 US 2011/0224164 A1 girl is" . .... i E.- &;',EE 3 isre. fire;Sigis's Patent Application Publication Sep. 15, 2011 Sheet 2 of 3 US 2011/0224164 A1 Wiscosity"in a a set g : i?vs. iii.tige: ssp. r. E. site is Patent Application Publication Sep. 15, 2011 Sheet 3 of 3 US 2011/0224164 A1 Fi; ; ; ; , ; i 3 -i-...-- m M mommam mm M. M. MS ' ' s 6. ;:S - - - is : s s: s e 3. 83 8 is is a is É . ; i: ; ------es----- .- mm M. Ma Yum YM Mm - m - -W Mmm-m a 'm m - - - S. 'm - i. So m m 3 - - - - - - - - --- f ; : : ---- ' - - - - - - - - - - - - - - - . : 2. ----------- US 2011/0224164 A1 Sep. 15, 2011 FLUID COMPOSITIONS FOR IMPROVING 0004. The fluid compositions disclosed in the present SKIN CONDITIONS specification achieve this goal.
    [Show full text]
  • In Silico, in Vitro and in Vivo Memory Enhancing Activity
    IN SILICO, IN VITRO AND IN VIVO MEMORY ENHANCING ACTIVITY OF CERTAIN COMMERCIALLY AVAILABLE FLAVONOIDS IN SCOPOLAMINE AND ALUMINIUM-INDUCED LEARNING IMPAIRMENT IN MICE Thesis submitted to The Tamil Nadu Dr. M.G.R. Medical University, Chennai for the award of the degree of DOCTOR OF PHILOSOPHY in PHARMACY Submitted by A. MADESWARAN, M. Pharm., Under the guidance of Dr. K. ASOK KUMAR, M. Pharm., Ph.D. College of Pharmacy, Sri Ramakrishna Institute of Paramedical Sciences, Coimbatore – 641 044, Tamil Nadu, India. JUNE 2017 Certificate This is to certify that the Ph.D. dissertation entitled “IN SILICO, IN VITRO AND IN VIVO MEMORY ENHANCING ACTIVITY OF CERTAIN COMMERCIALLY AVAILABLE FLAVONOIDS IN SCOPOLAMINE AND ALUMINIUM- INDUCED LEARNING IMPAIRMENT IN MICE” being submitted to The Tamil Nadu Dr. M.G.R. Medical University, Chennai, for the award of degree of DOCTOR OF PHILOSOPHY in the FACULTY OF PHARMACY was carried out by Mr. A. MADESWARAN, in College of Pharmacy, Sri Ramakrishna Institute of Paramedical Sciences, Coimbatore, under my direct supervision and guidance to my fullest satisfaction. The contents of this thesis, in full or in parts, have not been submitted to any other Institute or University for the award of any degree or diploma. Dr. K. Asok Kumar, M.Pharm., Ph.D. Professor & Head, Department of Pharmacology, College of Pharmacy, Sri Ramakrishna Institute of Paramedical Sciences, Coimbatore, Tamil Nadu - 641 044. Place: Coimbatore – 44. Date: Certificate This is to certify that the Ph.D. dissertation entitled “IN SILICO, IN VITRO AND IN VIVO MEMORY ENHANCING ACTIVITY OF CERTAIN COMMERCIALLY AVAILABLE FLAVONOIDS IN SCOPOLAMINE AND ALUMINIUM- INDUCED LEARNING IMPAIRMENT IN MICE” being submitted to The Tamil Nadu Dr.
    [Show full text]
  • USDA Database for the Proanthocyanidin Content of Selected Foods
    USDA Database for the Proanthocyanidin Content of Selected Foods Prepared by Nutrient Data Laboratory Beltsville Human Nutrition Research Center Agricultural Research Service U.S. Department of Agriculture in collaboration with Arkansas Children’s Nutrition Center, ARS, USDA, Little Rock, AR Mars, Inc., Hackettstown NJ Ocean Spray Cranberries, Inc. Lakeville, MA August 2004 U.S. Department of Agriculture Agricultural Research Service Beltsville Human Nutrition Research Center Nutrient Data Laboratory 10300 Baltimore Avenue Building 005, Room 107, BARC-West Beltsville, Maryland 20705 Tel. 301-504-0630, FAX: 301-504-0632 E-Mail: [email protected] Web site: http://www.nal.usda.gov/fnic/foodcomp i Table of Contents Documentation...........................................................................................................................1 Data Sources ..............................................................................................................................1 Data Management ......................................................................................................................2 Data Quality Evaluation.............................................................................................................3 Data Aggregation and Format....................................................................................................4 Format of Table 1 – USDA Database for the Proanthocyanidin Content of Selected Foods....4 References Cited in the Documentation ....................................................................................5
    [Show full text]
  • LC-HRMS Profiling and Antidiabetic, Antioxidant, and Antibacterial Activities of Acacia Catechu (L.F.) Willd
    Hindawi BioMed Research International Volume 2021, Article ID 7588711, 16 pages https://doi.org/10.1155/2021/7588711 Research Article LC-HRMS Profiling and Antidiabetic, Antioxidant, and Antibacterial Activities of Acacia catechu (L.f.) Willd Babita Aryal ,1 Bikash Adhikari ,1 Niraj Aryal ,2 Bibek Raj Bhattarai ,1 Karan Khadayat ,1 and Niranjan Parajuli 1 1Biological Chemistry Lab, Central Department of Chemistry, Tribhuvan University, Kirtipur, Kathmandu, Nepal 2Pharmaceutical Institute, Department of Pharmaceutical Biology, University of Tübingen, Germany Correspondence should be addressed to Niranjan Parajuli; [email protected] Received 11 June 2021; Accepted 19 July 2021; Published 15 August 2021 Academic Editor: Dorota Formanowicz Copyright © 2021 Babita Aryal et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. Acacia catechu (L.f.) Willd is a profoundly used traditional medicinal plant in Asia. Previous studies conducted in this plant are more confined to extract level. Even though bioassay-based studies indicated the true therapeutic potential of this plant, compound annotation was not performed extensively. This research is aimed at assessing the bioactivity of different solvent extracts of the plant followed by annotation of its phytoconstituents. Liquid chromatography equipped with high resolution mass spectrometry (LC-HRMS) is deployed for the identification of secondary metabolites in various crude extracts. On activity α α : μ level, its ethanolic extract showed the highest inhibition towards -amylase and -glucosidase with an IC50 of 67 8±1 g/mL and 10:3±0:1 μg/mL respectively, inspected through the substrate-based method.
    [Show full text]
  • Composition of Flavonoid Phenolic Polymers Isolated from Red Wine During Maceration and Significance of Flavan-3-Ols in Foods Pertaining to Biological Activity
    AN ABSTRACT OF THE THESIS OF Patricia M. Aron for the degree of Masters of Science in Food Science and Technology, presented on March 12, 2007. Title: Composition of Flavonoid Phenolic Polymers Isolated From Red Wine During Maceration and Significance of Flavan-3-ols in Foods Pertaining to Biological Activity. Abstract approved: _________________________________________________ James A. Kennedy Representing the most common flavonoid consumed in the American diet, the flavanols and their polymeric condensation products, the proanthocyanidins, are regarded as functional ingredients in various beverages, whole and processed foods, herbal remedies and supplements. Their presence in food affects food quality parameters including astringency, bitterness, sourness, sweetness, salivary viscosity, aroma, and color formation. The ability of flavonoids to aid food functionality has also been established in terms of microbial stability, foamability, oxidative stability, and heat stability. Phenolic polymer material of the flavonoid family is of considerable interest in the study of red wine, as phenolic quantity and structure can significantly affect wine quality. Although a considerable amount of the phenolic polymer material extracted into red wine during fermentation can be accounted for and characterized as known compounds, a substantial portion of the material remains uncharacterized. During this investigation phenolic polymer material extracted during commercial red wine fermentations (Vitis vinifera L.cv Pinot noir) was isolated and analyzed in order to characterize its chemical composition. Phenolic polymer isolates were prepared from samples taken throughout fermentation and isolated by adsorption chromatography. Isolates were subjected to phloroglucinolysis to analyze proanthocyanidin amount as well as subunit composition. Investigation results revealed that known proanthocyanidin content of individual phenolic polymer isolates varied from 27 to 54%.
    [Show full text]