Characterization of woody odorant contributors in copaiba oil (Copaifera multijuga Hayne)

Abstract

Copaifera multijuga Hayne é uma das espécies do gênero Copaifera da qual se extrai o óleo de copaíba. Além do uso como antiinflamatório e anti-séptico, o óleo de copaíba é utilizado na indústria de fragrâncias como fixador para perfumes, cosméticos e sabões. A fim de identificar as substâncias ativas no aroma do óleo de C. multijuga, CG-O-EM utilizando AEDA foi aplicada após a quantificação dos compostos por CG-DIC. Os resultados obtidos apontaram para δ-cadineno (1,9%, FD 64), δ-cadinol (0,9%, FD 128), óxido de cariofileno (0,2%, FD 64), (Z)-α-santalol (0,2%, FD 128), α-cadinol (0,1%, FD 128) e τ-muurolol (0,1%, FD 128) como as substâncias de odor mais ativo no aroma deste óleo de copaíba. Quanto à contribuição aromática dos enanciômeros do δ-cadineno analisada por CG-EM-O-quiral, somente o enanciômero (+)-δ-cadineno foi encontrado no óleo e apresentou aroma adocicado, verde e refrescante.Copaifera multijuga Hayne is one of the Copaifera species from which copaiba oil is extracted. Employed in the composition of anti-inflammatory and antiseptic products used in phytotherapy, it is also used by the fragrance industry as a fixative in perfumes, cosmetics and in products such as soaps. To identify the active aroma compounds in C. multijuga oil bouquet, GC-O-MS using AEDA (Aroma Extract Dilution Analysis) was used after the quantification of the components by GC-FID. The results obtained pointed to minor compounds such as δ-cadinene (1.9%, FD 64), δ-cadinol (0.9%, FD 128), (Z)-α-santalol (0.2%, FD 128) caryophyllene oxide (0.2%, FD 64), α-cadinol (0.1%, FD 128) and τ-muurolol (0.1%, FD 128) as the most intense compounds in the odor of the copaiba oil studied. Chiral GC-O-MS showed (+)-δ-cadinene as the only enantiomer present in the oil, with a sweet, green and refreshing aroma.

Characterization of the antinociceptive and anti-inflammatory activities of fractions obtained from Copaifera multijuga Hayne

“…A total of 26 compounds were identified. Ten of them were confirmed by co-injection of standards, five by the co-injection with well-known essential oils as marigold (Calendula officinalis) and basil (Ocimum basilicum) while the others were tentatively identified by mass spectrometry associated with linear retention indices calculations, in agreement with previous reports on Copaifera multijuga (Sant'Anna et al, 2007;Ferrari et al, 2003;Gomes et al, 2008). In the hexane fraction, Trans-␤-caryophyllene was the major compound, followed by ␣-humulene, ␤-bergamotene, ␦-cadinene, ␥-muurolene, germacrene D, bicyclogermacrene, ␣-elemene and ␣-copaene.…”

Antineoplasic activity of Copaifera multijuga oil and fractions against ascitic and solid Ehrlich tumor

“…Other major components are ␣-humulene, ␣-bergamotene and ␣-copaene in 8.6, 6.4 and 4.2%, respectively, besides minor compounds as ␤-bisabolene, ␦-cadinene, ␣-elemene and ␦-cadinol. Detailed composition of C. multijuga oil has already been described by Sant'Anna et al (2007).…”

Chemical Variability of Copaifera reticulataDucke Oleoresin

“…The results obtained support these authors in that b-caryophyllene and abergamotene could constitute markers for the genus Copaifera, but not copalic acid, as had been suggested. b-Caryophyllene and a-bergamotene were among the main components in the samples of C. reticulata, but also in samples of C. guianensis, C. duckei, and C. multijuga analyzed in other studies [2] [13] [1] [20].…”