Triterpenes from Cedrela odorata

Campos, Angela Machado de; Oliveira, Fernanda Santos de; Machado, Maria Iracema L.; Matos, F. J. A.; Braz-Filho, Raimundo

doi:10.1016/s0031-9422(00)95206-3

Cited by 31 publications

(29 citation statements)

References 9 publications

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“…Table 1 The oils from C. odorata and T. ciliata were found to have markedly different chemical compositions to that identified by other workers. Representatives of cadinanes (cedrelanol; torreyol; α-muurolene; γ-muurolene; calamenene), one copaane (α-copaene), one cubebane (α-cubebene), one guaiane (guaiazulene) and two elemanes (β-elemene; δ-elemene) have been reported from the former [15][16][17][18][19] . Of these sequiterpenes only α-copaene and β-elemene were found in the present study.…”

Section: Trans-farnesyl Derivativesmentioning

confidence: 99%

Essential oils of Toona and Cedrela Species (Meliaceae): taxonomic and ecological implications

Maia¹,

Paula²,

Santana³

et al. 2000

J. Braz. Chem. Soc.

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Os óleos essenciais de Toona ciliata, Cedrela odorata e C. fissilis foram analisados por CG-EM. Cedrela apresentou em maior percentagem sesquiterpenos formados a partir do precursor pirofosfato de cis-e trans-farnesila. Já Toona mostra uma tendência em produzir principalmente sesquiterpenos derivados do pirofosfato de trans-farnesila. Estes resultados confirmam que a classificação destes dois gêneros em uma mesma tribo, Cedreleae, continua problemática. As respostas em eletroantenogramas médios (EAGs) dos óleos essenciais de T. ciliata e C. odorata, em fêmeas de Hypsipyla grandella, foram significativamente maiores que aquelas obtidas em machos, sugerindo que as fêmeas utilizariam os odores destes óleos para a seleção da planta hospedeira (gêneros de Swietenioidea) e na escolha de locais para oviposição.The essential oils of Toona ciliata, Cedrela odorata and C. fissilis have been analysed by GC-MS. Cedrela contains the main sesquiterpenes formed from the cis-and trans-farnesyl pyrophosphate. In contrast, Toona tend to produce mainly sesquiterpenes formed from the trans-precursor. These results show that the affiliation of Toona in the tribe Cedreleae together with Cedrela is still rather problematic. Mean electroantennogram responses (EAGs) to the essential oils from T. ciliata and C. odorata, in Hypsipyla grandella females were significantly greater than those obtained for males, suggesting that females would use attractant odours messages from the host-plant (genera of Swietenioideae) as search strategy behaviour for habitat location and oviposition.

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Section: Trans-farnesyl Derivativesmentioning

confidence: 99%

Essential oils of Toona and Cedrela Species (Meliaceae): taxonomic and ecological implications

Maia¹,

Paula²,

Santana³

et al. 2000

J. Braz. Chem. Soc.

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“…15) Other constituents of this plant are some cadinane-type sesquiterpenes and a coumarin derivative. 13,16) Moderate leishmanicidal activity of coumarin isolated from a Peruvian folk medicine was noted in our previous study, 17) although the activity of its derivatives has not been investigated. Therefore the identity of the active principle in this timber extract is not obvious.…”

Section: Methodsmentioning

confidence: 87%

“…(local name, thitkado): From the heartwood of Cedrela spp., some triterpenoids and essential oils have been extracted from C. odorata. 13) Two limonoids were isolated from C. toona seeds. 14) However, whether these limonoids have antiprotozoal properties was not mentioned in the paper, although several limonoids (2,6-dihydroxyfissinolide, fissinolide, and methyl 3-acetoxy-6-hydroxy-1-oxomeliac-14-enoate isolated from plants of another genus) are reported to have leishmanicidal activities.…”

Section: Methodsmentioning

confidence: 99%

In Vitro Screening of Leishmanicidal Activity in Myanmar Timber Extracts

Takahashi

Fuchino

Satake

et al. 2004

Biological & Pharmaceutical Bulletin

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“…The identification of the compounds 1-7 involved comparison of the spectral data, obtained through GC/MS, 1D and 2D NMR analysis, with values described in the literature for 5-hydroxy-3-methoxystilbene 1, (Ngo & Brown, 1998), 5,7-dihydroxyflavanone 2, (Markham & Chari, 1976), 3-hydroxy-8,9-methylenedioxypterocarpan 3, (Bedir et al, 1999), lupeol 4, (Campos et al, 1991;Zanon et al, 2008) and a mixture of steroids campesterol 5, sitosterol 6 and stigmasterol 7 (Seo et al, 1988). Two of these compounds (1 and 2) are being reported by first time in the Swartzia genus (Figure 1).…”

Section: Resultsmentioning

confidence: 99%

Chemical constituents from Swartzia apetala Raddi var. glabra and evaluation of their antifungal activity against Candida spp.

Araújo¹,

Vieira²,

Braz‐Filho³

et al. 2009

Rev. bras. farmacogn.

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RESUMO: "Constituintes químicos de Swartzia apetala Raddi var. glabra e avaliação da atividade antifúngica contra espécies de Candida". Do extrato hexânico da madeira de Swartzia apetala Raddi var. glabra foram isolados um estilbeno (1), uma flavanona (2), um pterocarpano (3), um triterpeno (4) e uma mistura de esteróides (5 a 7). O extrato bruto e as substâncias isoladas foram submetidas à avaliação do potencial antifúngico usando nove cepas padrão ATCC do gênero Candida. Entre as substâncias testadas apenas o triterpeno (4) e a mistura de esteróides (5 a 7) não apresentaram atividade. As estruturas das substâncias foram determinadas através da análise dos espectros de CG/EM, e RMN (1D e 2D) e comparação com dados da literatura.Unitermos: Swartzia apetala, atividade antifúngica, estilbeno, flavonoides, terpenóides. ABSTRACT:From the hexanic extract of the stem from Swartzia apetala Raddi var. glabra were isolated one stilbene (1), one flavanone (2), one pterocarpan (3), one triterpene (4) and a mixture of three steroids (5 to 7). The crude extract and the compounds isolated were submitted to evaluation of the antifungal activity against nine yeast standard ATCC of the Candida genus. Among the compounds only the triterpene (4) and the mixture of steroids (5 to 7) showed no activity. The structures of the compounds were determined by spectral data analysis of GC/MS and 1 H and 13 C NMR (1D and 2D experiments), as well as comparison with literature values.

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Triterpenes from Cedrela odorata

Cited by 31 publications

References 9 publications

Essential oils of Toona and Cedrela Species (Meliaceae): taxonomic and ecological implications

Essential oils of Toona and Cedrela Species (Meliaceae): taxonomic and ecological implications

In Vitro Screening of Leishmanicidal Activity in Myanmar Timber Extracts

Chemical constituents from Swartzia apetala Raddi var. glabra and evaluation of their antifungal activity against Candida spp.

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