16,17-Seco- and 2,3:16,17-di-Seco-pregnanes from Guarea guidonia

Two new seco- and di-seco-pregnanes, 2α,3β-dihydroxy-16,17-seco-pregn-17-ene-16-oic acid methyl ester 2β,19-hemiketal (1) and 2,3:16,17-di-seco-pregn-17-ene-3-oic acid-16-oic acid methyl ester-19-hydroxy-2-carboxylic acid-2,19-lactone (2), have been obtained from the trunk bark of Guarea guidonia. T...

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Detalhes bibliográficos
Autores: Garcez, Walmir Silva, Garcez, Fernanda Rodrigues, Soares, Luzinátia Ramos
Formato: artículo
Estado:Versión publicada
Fecha de publicación:2008
País:Brasil
Recursos:Universidade Federal de Mato Grosso do Sul (UFMS)
Repositorio:Repositório Institucional da UFMS
Idioma:inglés
OAI Identifier:oai:repositorio.ufms.br:123456789/158
Acesso em linha:https://repositorio.ufms.br/handle/123456789/158
http://dx.doi.org/10.1590/S0103-50532008000600004
Access Level:acceso abierto
Palavra-chave:Guarea trichiloides
Meliaceae
Seco-pregnane
Di-seco-pregnane
Descrição
Resumo:Two new seco- and di-seco-pregnanes, 2α,3β-dihydroxy-16,17-seco-pregn-17-ene-16-oic acid methyl ester 2β,19-hemiketal (1) and 2,3:16,17-di-seco-pregn-17-ene-3-oic acid-16-oic acid methyl ester-19-hydroxy-2-carboxylic acid-2,19-lactone (2), have been obtained from the trunk bark of Guarea guidonia. Their structures have been established by a combination of 1D- and 2D-NMR spectroscopic techniques and MS data. The unique seco- and di-seco-pregnane carbocyclic skeletal types as found in compounds 1 and 2 are being reported in the Meliaceae for the first time as well as the occurrence of pregnanes in the genus Guarea.