Gaboroquinones A and B and 4'-O-demethylknipholone-4'-O-beta-D-glucopyranoside, phenylanthraquinones from the roots of Bulbine frutescens.
J Nat Prod
; 65(8): 1117-21, 2002 Aug.
Article
em En
| MEDLINE
| ID: mdl-12193014
ABSTRACT
The novel phenylanthraquinones 4'-O-demethylknipholone-4'-O-beta-D-glucopyranoside (2) and gaboroquinones A (3) and B (4) were isolated from the African medicinal plant Bulbine frutescens. Biaryl 2 represents the first phenylanthraquinone glucoside, while 3 and 4 are the first side-chain-hydroxylated phenylanthraquinones. Their constitutions were determined by spectroscopic analysis, in particular by HMBC, HMQC, and ROESY NMR investigations, and by chemical transformations. The axial configurations were elucidated chemically, by deglucosylation of 2 and by side-chain deoxygenation of 3 and 4 to give the known phenylanthraquinones 4'-O-demethylknipholone (5), isoknipholone (6), and knipholone (1), respectively, and chiroptically, by CD investigations. Compounds 2, 3, and 4 showed moderate to good antiplasmodial and antitrypanosomal activities in vitro.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Plantas Medicinais
/
Tripanossomicidas
/
Antraquinonas
/
Glucosídeos
/
Antimaláricos
Limite:
Animals
País/Região como assunto:
Africa
Idioma:
En
Revista:
J Nat Prod
Ano de publicação:
2002
Tipo de documento:
Article
País de afiliação:
Botsuana