Sesquiterpenos e hidrocarbonetos dos frutos de Xylopia emarginata (Annonaceae)

Abstract

RESUMO:O extrato hexânico dos frutos de Xylopia emarginata foi particionado entre hexano e MeOH/H 2 O. A fase hidroalcoólica foi submetida à separação cromatográfi ca fornecendo quatro sesquiterpenos: óxido de cariofi leno, espatulenol, 1β,6α-diidroxi-4(15)-eudesmeno e 4-hidroxi-1,15-peróxieudesmano. A fase hexânica foi fracionada através de cromatografi a em coluna fornecendo dois hidrocarbonetos (nonadecano e 1-nonadeceno) e uma cetona alifática (hentriacontan-16-ona). As estruturas dos compostos isolados foram estabelecidas através de análise espectroscópica, principalmente RMN e EM.Unitermos: Xylopia emarginata, sesquiterpenos, hidrocarbonetos.ABSTRACT: "Sesquiterpenes and hydrocarbons from Xylopia emarginata (Annonaceae) fruits". The hexane extract from Xylopia emarginata fruits was partitioned between hexane and MeOH/H 2 O. The hydro-alcoholic phase was submitted to chromatographic separation to afford four sesquiterpenes: caryophyllene oxide, spathulenol, 1β,6α-dihydroxy-4(15)-eudesmene and 4-hydroxy-1,15-peroxy-eudesmane. The hexane phase was fractioned in column chromatography to afford two hydrocarbons (nonadecane and 1-nonadecene) and one aliphatic ketone (hentriacontan-16-one). The structures of the isolated compounds were established by spectral data analysis, mainly NMR and MS.

Alcaloides e outros constituintes de Xylopia langsdorffiana (Annonaceae)

“…X. aromatica é um agente diurético e utilizada para tratamento de edema de pele, 6 X. frutescens apresentou atividade antimicrobiana 7 e X. cayennensis atividade hipotensora. 8 Um grande nú-mero de componentes químicos tem sido isolado do gênero Xylopia, dentre eles, diterpenos, 9 sesquiterpenos, 10 alcaloides 11 e flavonoides. 12 Trabalhos realizados por grupos de pesquisas no Brasil com Annonaceae reportaram vários tipos de metabólitos secundários, dentre eles, sesquiterpenos aromadendranos com atividade antifúngica de X. brasiliensis, 13 diterpenos diméricos de X. emarginata 14 e X. frutescens, 15 sesquiterpenos diméricos de X. aromatica, 16 diterpenos traquilobanos e óleos essenciais com atividade acaricida de X. sericea 17 e alcaloides com atividade antifúngica de Porcelia macrocarpa.…”

Peroxy natural products

“…182 Another two compounds of this type 323 and 324 were discovered from Xylopia emarginata and Ecdysanthera rosea, respectively. 183,184 Two novel eudesmene-type sesquiterpene peroxides, kandenols C 325 and D 326, have been reported from Streptomyces sp. derived from the mangrove plant Kandelia candel.…”

Flavonoids and fatty acids of Camellia japonica leaves extract

“…The 1 H NMR spectrum to the mixture of fatty acids showed one deformed triplet at δ 0.89 (t, J=7.1 Hz), one intense singlet at δ 1.20 and one triplet at δ 2.30 (J=7.5 Hz). The absence of signals between δ 4.5-6.0 indicated the occurrence of saturated chain (Moreira et al, 2007). Aiming the characterization of these derivatives, the fraction was methylated and than analyzed by GC/MS allowing the identification of six esters (methyl tridecanoate, methyl tetradecanoate, methyl pentadecanoate, methyl hexadecanoate, methyl heptadecanoate, and methyl octadecanoate), as showed in Table 1.…”