Withanolides from Aureliana fasciculata var. fasciculata


Autoria(s): ALMEIDA-LAFETA, Rita C.; FERREIRA, Marcelo J. P.; EMERENCIANO, Vicente P.; KAPLAN, Maria A. C.
Contribuinte(s)

UNIVERSIDADE DE SÃO PAULO

Data(s)

20/10/2012

20/10/2012

2010

Resumo

In the first phytochemical study of the Aureliana genus (Solanaceae), two new withanolides, 1 and 2, together with two known sterols, were isolated from the MeOH extract of the leaves of Aureliana fasciculata var. fasciculata. The structures were established as (4S,22R)-16 alpha-acetoxy-5 beta,6 beta-epoxy-4 beta,17 alpha-dihydroxy-1-oxowitha-2,24-dienolide (aurelianolide A) and (4S,22R)-16 alpha-acetoxy-4 beta,17 alpha-dihydroxy-1-oxowitha-2,5,24-trienolide (aurelianolide B). The new compounds possessed the unusual 16 alpha,17 alpha-dioxygenated group and were fully characterized by spectroscopic techniques, including (1)H- and (13)C-NMR (DEPT), as well as 2D-NMR (HMBC, HMQC, (1)H, (1)H-COSY, NOESY) experiments, and HR-MS.

Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)

CNPq

FAPERJ

FAPERJ

Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)

FAPESP

Identificador

HELVETICA CHIMICA ACTA, v.93, n.12, p.2478-2487, 2010

0018-019X

http://producao.usp.br/handle/BDPI/31108

10.1002/hlca.201000126

http://dx.doi.org/10.1002/hlca.201000126

Idioma(s)

eng

Publicador

WILEY-BLACKWELL PUBLISHING, INC

Relação

Helvetica Chimica Acta

Direitos

restrictedAccess

Copyright WILEY-BLACKWELL PUBLISHING, INC

Palavras-Chave #ERGOSTANE-TYPE STEROIDS #WITHANIA-SOMNIFERA #TACCA-PLANTAGINEA #AJUGA-PARVIFLORA #PHYSALIS-PHILADELPHICA #ACNISTUS-ARBORESCENS #QUINONE REDUCTASE #DISCOPODIUM-PENNINERVIUM #SALPICHROA-ORIGANIFOLIA #CYTOTOXIC WITHANOLIDES #Chemistry, Multidisciplinary
Tipo

article

original article

publishedVersion