Sesquiterpenes in leaf pocket resins of Copaifera species

Arrhenius, Susanne P.; Foster, Craig E.; Edmonds, Charles G.; Langenheim, Jean H.

doi:10.1016/0031-9422(83)83026-x

Cited by 21 publications

(3 citation statements)

References 14 publications

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“…Our search for secondary metabolites in plants that affect photosynthesis, identified two sesquiterpenes: β-caryophyllene ( 1 ) and caryophyllene oxide ( 2 ) in S. salignus . It is well known that β-caryophyllene has anti-inflammatory, insecticidal and fungicidal [ 6 ] activities. In this work, compound 1 inhibited the germination and growth of Physalis ixocarpa , as well as the growth (root and stem elongation) of Echinocloa crus-galli .…”

Section: Introductionmentioning

confidence: 99%

The Sesquiterpenes β-Caryophyllene and Caryophyllene Oxide Isolated from Senecio salignus Act as Phytogrowth and Photosynthesis Inhibitors

et al. 2012

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The n-hexane extract of S. salignus plants inhibited ATP synthesis and two sesquiterpenes, the β-caryophyllene (1) and caryophyllene oxide (2) were isolated from this nonpolar fraction. Compound 1 inhibited by 42% the root elongation of Physalis ixocarpa seedlings at 50 µg/mL and by 53% at 150 µg/mL, whereas at 150 µg/mL this compound only inhibited root elongation of Echinochloa crus-galli by 30%. On the other hand, compound 2 had no effect on either germination or root and stem growth of E. cruss galli and P. ixocarpa. However, 1 and 2 inhibited the dry biomass of P. ixocarpa plants grown for 18 days previous to treatment and it was found that 1 was the most active biomass inhibitor. The Chl a fluorescence transient in vivo experiment indicates that 1 (100 µg/mL) has a major effect at 72 h after treatment on leaves of P. ixocarpa plants by inhibiting photosystem II (PS II) transforming active reaction centers to “heat sinks” or the formation of silent reaction centers unable to reduce QA. β-Caryophyllene also induces chlorosis on treated leaves.

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Section: Introductionmentioning

confidence: 99%

The Sesquiterpenes β-Caryophyllene and Caryophyllene Oxide Isolated from Senecio salignus Act as Phytogrowth and Photosynthesis Inhibitors

et al. 2012

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“…being anti-inflammatory, also has insecticidal and fungicidal activities (Arrhenius and Langenheim, 1983). Thus, this allowed us suggest that the presence of -caryophyllene and other sesquiterpenes, as major chemical constituents in the essential oil of galled and non-galled leaves of this species, are alternatives to plant chemical defences against herbivory by galling promotion.…”

Section: Tablementioning

confidence: 97%

Distribution of metabolites in galled and non-galled leaves of Clusia lanceolata and its antioxidant activity

Ferreira

Carvalho

Silva

et al. 2014

Revista Brasileira de Farmacognosia

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Galls Essential oil Phenols Flavones Antioxidants A B S T R A C T Essential oils of galled and non-galled leaves of Clusia lanceolata Cambess., Clusiaceae, were obtained by hydrodistillation and analyzed by GC and GC/MS. The chemical composition of both oils was similar, with a predominance of sesquiterpene caryophyllenes. The extracts from the leaves were evaluated regarding total phenols, flavonoids and proanthocyanidins. Galled leaves showed higher levels of phenolics and proanthocyanidins, since the content of flavonoids was higher in non-galled leaves. The chromatographic profiles of extracts were obtained by using HPLC/DAD and LC-ESI-MS. Electrospray ionisation (ESI) in positive and negative ion mode was used to identify four flavones C-glycosides in both extracts. The study constitutes a first report on the chemical research of C. lanceolata. The extract from galled leaves had a higher antioxidant activity.

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“…Observamos em outro caso que quando analisamos o mesmo óleo de copaíba ao longo do tempo, quando este é deixado exposto à luz solar sobre a bancada do laboratório em vidro transparente, o sesquiterpeno cariofileno 20 se transforma em óxido de cariofileno 21 .…”

Section: Figura 2 Espectros De Massas (Impacto De Elétrons) Do éSterunclassified

Controle de autenticidade de óleos de copaíba comerciais por cromatografia gasosa de alta resolução

Veiga¹,

Patitucci²,

Pinto³

1997

Quím. Nova

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Recebido em 16/8/96; aceito em 18/6/97 AUTHENTICITY CONTROL OF COMMERCIAL COPAIBA OILS BY HIGH RESOLUTION GAS CHROMATOGRAPHY. Copaiba oil is a resin extracted from the trunk of trees of Copaifera species which grow in Brazil where it is widely used in popular medicine as an anti-inflammatory, antiseptic anti-bactericidal, diuretic, dermatological, expectorant, and anti-infective. The comparative study of the composition of commercial copaiba oils was carried out by high resolution gas chromatography (HRGC) and high resolution gas chromatography-mass spectrometry (HRGC-MS) analysis. The commercial oils were compared with authentic oils, collected from the southeast and northern regions of Brazil. Sixteen commercial oils were analysed and two of them revealed adulterations with fatty acids. Using the chromatographic profile of authentic copaiba species oils, it is possible to analyse commercial oils and determine the authenticity of these materials.Keywords: Copaifera; copaiba oil; diterpenes; high resolution gas chromatography. ARTIGO INTRODUÇÃOO óleo de copaíba, também descrito como bálsamo de copaíba 1 , é extraído do tronco de árvores de diversas espécies do gênero Copaifera (Leguminosae). Este gênero ocorre no norte da América do Sul, principalmente nos estados brasileiros do Pará e Amazonas. Os óleos de copaíba são constituídos majoritariamente de hidrocarbonetos sesquiterpênicos 2 e encontram aplicações na indústria de tintas e vernizes 3 . Devido ao seu valor comercial são exportados para as indústrias de cosméticos européias 4,5 . No Brasil, os óleos de copaíba são amplamente utilizados na medicina popular 6,7 , sendo administrados oralmente e por aplicação tópica do óleo in natura 8 ou em pomadas. Nos estados do norte é comum a prática da embrocação do óleo de copaíba para tratar infecções na garganta.As propriedades anti-inflamatórias dos óleos de copaíba são conhecidas desde o início da colonização do Brasil. Existem descrições de sua utilização por tribos indígenas, que aplicavam-no em umbigos de recém-nascidos para evitar infecções. Pero Magalhães Gandavo, um dos primeiros cronistas da histó-ria brasileira, descreve as virtudes do óleo de copaíba como transcritas no texto a seguir 9 : ...É bom untar com êle o peito, contra o estômago frouxo; e no ventre, contra as dores de cólicas; gotasinhas convenientemente ingeridas pela bôca aumentam a fôrça às visceras e restitui-lhes a vitalidade; também estariam os fluxos femininos, os cursos do ventre e as gonorreias..."O interesse pela medicina natural vem crescendo em todo o mundo, principalmente na Europa, e artigos recentes demonstram que um percentual muito grande de recursos está envolvido na comercialização de fitoterápicos, que vem tomando o lugar de medicamentos alopáticos nas prateleiras das farmáci-as, cujo comércio mundial atinge a cifra astronômica de US$ 12,4 bilhões por ano 11 . O Brasil não é exceção a esta onda e hoje observa-se um aumento significativo do número de farmácias de produtos naturais nas suas grandes cidades.O uso crescente de f...

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Sesquiterpenes in leaf pocket resins of Copaifera species

Cited by 21 publications

References 14 publications

The Sesquiterpenes β-Caryophyllene and Caryophyllene Oxide Isolated from Senecio salignus Act as Phytogrowth and Photosynthesis Inhibitors

The Sesquiterpenes β-Caryophyllene and Caryophyllene Oxide Isolated from Senecio salignus Act as Phytogrowth and Photosynthesis Inhibitors

Distribution of metabolites in galled and non-galled leaves of Clusia lanceolata and its antioxidant activity

Controle de autenticidade de óleos de copaíba comerciais por cromatografia gasosa de alta resolução

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