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Essential Oil Composition of Brazilian Pourouma Species

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Essential Oil Composition of Brazilian Pourouma Species Journal of Essential Oil Research ISSN: 1041-2905 (Print) 2163-8152 (Online) Journal homepage: https://www.tandfonline.com/loi/tjeo20 Essential Oil Composition of Brazilian Pourouma Species Daíse Lopes , Midori Koketsu , Jorge Pedro P. Carauta , Rodrigo R. Oliveira & Maria A.C. Kaplan To cite this article: Daíse Lopes , Midori Koketsu , Jorge Pedro P. Carauta , Rodrigo R. Oliveira & Maria A.C. Kaplan (2002) Essential Oil Composition of Brazilian Pourouma Species, Journal of Essential Oil Research, 14:6, 402-406, DOI: 10.1080/10412905.2002.9699902 To link to this article: https://doi.org/10.1080/10412905.2002.9699902 Published online: 08 Dec 2011. Submit your article to this journal Article views: 28 View related articles Citing articles: 1 View citing articles Full Terms & Conditions of access and use can be found at https://www.tandfonline.com/action/journalInformation?journalCode=tjeo20 J. Essetrf. Oil Res., 14, 402-406 (No\.einbei-/Deceiiiber2002) Essential Oil Composition of Brazilian Pourouma Species Daise Lopes* and Midori Koketsu EMBRAPA- Ap-oiridtistt-iirde Alirrwntog, A~riiklridris Atui2riciis, 29.501, Grrirriitibri, 23020-470, Rio de Jrinciro, RJ, Brazil Jorge Pedro P. Carauta FEEMA, Semip rkv Ecologirr Aplicarkr, Estriirlii dcr Vistii Chinesir 741, Alto chi Boil 17i.stii, 20.531-41 0, Rio dr Jmeiro, RJ, Briizil Rodrigo R. de Oliveira and Maria A.C. Kaplan Nricbo rkr Pescpisms ckr Protlritos Nutrirtlis, Uriicemiclcukt. Fe(Iwri1 rkt Rict rkeJmriro, Illin (lo Friiirliio, CCS, Bh:o H, 21 941-590, Rio (It. Jiineim, RJ, Brirzil Abstract Tlie chemical coinposition of essential oils isolated hy hydrodistillation from ripe fruits and leaves of Poiirorrinn cecropi!$)/i(/Martius, Ponntrritiir iiiollis Trecul iind Porrrotrtiiii cehtitra Martius ex Migue1 was detennined by CXand GC/MS. From ripe fruits ofP. cwv-opi@liir Martius, 24 compounds were identitled, accounting for 73.8% ofthe oil. Oxygenated inonoterpenes were found to be an important group of constituents with linalool(3.1%)predominating. A new inonotei~ene,~-metlio~y-~,'i,'i-tri~i~ethylbicyclo[~.~.~]l~ept-~-e~ie (2-iiietlioxyhomylene), was tentatively identified l)y inass spectronietiy. In addition, 29, 37 and 26 constituents were identified in the leaf oils of P. ct,cr-oiiiifblicr.P. ttiollis and P. tdrrtitici, respectively. Aliphatic alcohols, aldehydes antl esters ((2,-(2,) were cjuantita- tively tlie most significant coniponents. (Z)-S-Hexenolwas clearly tlie dominant product occurring in contents of' 26.7%, 22.3% and 3.3%. respectively. The major sesquitrrpene Iiydrofiirhons in the analyzed oils were p- caiyophyllene (9.1%)and (E,E)-a-tarnesene(4.0%) from P. cecropiifdici oil; (E,E)-hiiesene(1.7%) from P. rriollis oil; antl (l.Fj%) fi-om P. idrrfinii oil. Linalool (26.1%)was the major compound identified in the volatile fraction of P. ~iiollis.It was also identified in the oils of P. cecmpi$)h (1.2%) and P. relrrtinn (1.7%).Pliytol was the main constituent ofthe leafoil ofP. cclritiiici. Methyl salicylate was also identified in the leafoils of P. wcropiifi)lirr(1.6%), P. tirollis (1.4%) and P. ~elrrtinci(2.8%). Introduction cecr-opi$diei produces fruit as small trees, aborit three years after planting (2).Other Pozrrorirttrr species may have fruits as Pouror!irici species are sinall to niedium-sized trees of the tasty as those of P. cect-opiijh,but the fleshy mesocaiy-like rain forest areas in South and Central America. These plants layer is usually thinner In Brazil, I? riiollis and I? celutirrcr are are well represented in Ainazon Busin aiid in the Guiana native trees in tlie State of Bahia, where they are known as region. I? ttdis Tr6cul and I? z;elutiriir Martius ex Migiiel also itararanga and tararanga, respectively. Soine species of occiir in eastern Brazil. These species have not drawn much Pourou ttin enlit a peculiar odor, described as spearmint, attention, except for the fact that the fruits of I? cwmpiifolrii wintergreen, balsain or bengue-like (1) However, no study on Martius are suitable for hunian consumption. To the best of the oil coinposition of Poicrourttii species lias been previously our knowledge, only I? cecro))i~)lirr--locallycalled the Aina- reported. zon grape, rivilla, inapati aiid inibailba do viiilio-is cultivated In this study the constituents of the oils from ripe fruits as a fruit tree. The taste of its inesocarp strongly resembles and leaves of P cecropiifolirr, I? r,iolli.s aiid I? celutinii were that of grapes; they are used to prepare a sweet wine (1). P investigated. 'Address for correspondence Received: May 2000 Revised: January 2001 1041-2905/02/0006-0402$6.00/0-0 2002 Allured Publishing Corp. Accepted: February 2001 402/Journal of Essential Oil Research Vol. 14, November/December 2002 Pourouma Species Table 1. Percentage comDosition of the fruit oil of Pourouma cecroniifolia Peak no. Compound RI(FFAP) Peak area (%I Methods Ref. 1 limonene 1206 t co 20 2 1,8-cineole 1214 t co 20 3 hexanol 1364 0.1 MS, RI 21 4 (Z)-3-hexenyl acetate 1381 t MS, RI 21 5 (Z)-3-hexenol 1396 0.1 MS, RI 21 6 3-octanol 1404 0.1 MS, RI 22 7 cis-linalool oxide(furan isomer) 1447 0.5 MS, RI 22 8 1-octen-3-01 1463 0.6 MS, RI 22 9 trans-linalool oxide(furan isomer) 1476 0.2 MS 10 2-methoxyborn ylene 1523 0.4 MS 11 linalool 1561 3.1 MS, RI, Co 20 12 octanol 1569 t MS, RI 21 13 p-menth-I-en-9-al (isomer)' 1620 0.2 MS, RI 14 p-menth-I-en-9-al (isomer)* 1625 0.3 MS, RI 15 a-tetpineol 1705 0.9 MS,RI, Co 20 16 methyl salicylate 1786 6.0 MS, Co 17 ethyl salicylate 1822 0.2 MS 18 geraniol 1863 0.2 MS, RI, Co 22 19 P-'ionone 1946 0.1 MS, RI 22 20 (E)-nerolidol 2052 0. I MS, Co 21 tetradecanoic acid 1.5 MS 22 pentadecanoic acid 0.8 MS 23 hexadecanoic acid 34.5 MS 24 (Z,Z)-octadeca-9,12-dienoic acid 23.9 MS Total 73.8 RI=retention index on polar FFAP column; MS=identificationbased on the mass spectrum; Co=identity confirmed by co-injection with authentic sample; t=trace (<0.05%); 'correct isomer not identified Experimental graph equipped with flame ionization detector. Hydrogen was used as carrier gas at 1mumin; split ratio 1OO/1; condition 1: Plant material: Ripe fruits and leaves of P. cecropiijiolia HP-1 fused-silicacolumn(25mx0.32mm,film thicknessO.17 Martius were collected from cultivated trees growing in the pm); oven temperature was programmed from 40°C (5 min) experimental Station of EMBRAPA- AmazGnia Ocidental, to 260°C at 3"C/min; injector port temperature 280°C; detec- Manaus District, Amazon, in October 1996 and in January tor temperature 300°C; condition 2: FFAP fused-silica col- 1997, respectively. Voucher sample is deposited at CEPEC umn (25 m x0.2 mm, film thickness 0.3pm); oven temperature Herbarium, under the number 60767. was programmed from 60°C (5 min) to 210°C at 4"C/min; Leaves of P. mollis and P. uelutina were collected from injector port temperature 250°C; detector temperature 280°C. trees growing in the Biological Reserve of Mico LeHo, Una Peak areas were computed by a Hewlett Packard integrator. District, State of Bahia, in March 1997. Voucher samples are GUMS analyses were carried out on a Hewlett Packard deposited at CEPEC Herbarium, under the register number capillary GC-quadrupole MS system (Model 5995C), using 60768 and 60766, respectively. the same gas chromatographic parameters as above with Isolation of volatile compounds: Ripe fruits (6.0 kg) of helium as carrier gas at 1 mumin; ionization voltage, 70 eV; P. cecropiqolia were first washed with distilled water and the ion source temperature, 180°C. seeds removed. Pulp and peel of the fruits were blended with Identification of the oil components was achieved by distilledwater. Leaves ofP. cecropii,fi,lia (2.0kg), P. nwllis (1.0 comparison of retention indices (4-22) and, whenever pos- kg) and P. uelutina (1.1kg) were comminuted and placed in a sible, by co-injection with an authentic sample. Comparison glass vessel with water. These plant materials were submitted and interpretation of fragmentation patterns in mass spectra to hydrodistillation using a Clevenger-type apparatus for ap- with those stored in the NIST computer database and pub- proximately 6 h (3).The oil from ripe fruits of P. cecropiijiolia lished in reference books (5, 14) were also applied for the yielded 0.003% on dry basis. The leaf oils of all of the Pourounul identification of the compounds. species studied were obtained in smaller quantities. The oils were recovered from aqueous layer by extraction with Results and Discussion dichloromethane (spectroscopic grade), dried over anhydrous sodium sulphate and stored at 5"C, for further analysis. Twenty four components were identified in the oil iso- Identification of oil components: Capillary GC was lated by hydrodistillation from ripe fruits of P. cecropi$uZia, carried out using a Hewlett Packard 5890 Series I1 Chromato- accounting for 73.8% of the mixture. The total content of fatty Vol. 14, NovembedDecember 2002 Journal of Essential Oil Research/403 Lopes et al. Table It. Percentage composition of the leaf oils of Pourouma cecropiifolia, P. mollis and P. welufina Peak no. Compound RI(HP-1) P. cecropiifolia I? mollis P. welufina Methods Ref. Peak area (“7’0) 1 1-penten-3-ol 3.2 MS 2 2-pentanol 0.9 MS 3 3-methylbutanol 719 0.9 MS, RI 6 4 hexanal 776 3.8 MS, RI 5 5 (E)-2-hexenal 829 1.4 MS, RI 6 6 (Z)-3-hexenol 842 26.7 22.3 3.2 MS, RI 5 7 (E)-2-hexenol 849 1.4 0.8 MS, RI 5 8 hexanol 855 6.2 3.1 1.1 MS, RI 5 9 heptanal 879 1.4 0.1 0.2 MS, RI 5 10 1-octen-3-01 965 1.3 1.3 t MS, R’I 16 11 1&cineole 1008 t MS, RI, Co 5 12 limonene 1012 t MS, RI, Co 9 13 cis-linalool
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