Three types of cytotoxic natural caged-scaffolds: pure enantiomers or partial racemates.
J Nat Prod
; 77(7): 1562-71, 2014 Jul 25.
Article
em En
| MEDLINE
| ID: mdl-24940955
ABSTRACT
Two rare new natural products, the neocaged-xanthone pruniflorone T (1) and the rearranged caged-xanthone pruniflorone U (3), and the known caged-xanthone cochinchinone C (2) were isolated from the roots of Cratoxylum formosum ssp. pruniflorum. The unique structures of 1-3 were determined by analysis of NMR and X-ray diffraction data. The X-ray data of 1-3 revealed that they all exist with both enantiomers in their crystal packing. Separation of 1-3 by chiral HPLC led to the isolation of three pairs of enantiomers, (-)-1/(+)-1, (-)-2/(+)-2, and (-)-3/(+)-3, and their absolute configurations were determined by analysis of single-crystal X-ray diffraction and ECD spectroscopic data. A 11 mixture of 1 and 3 showed potent in vitro cytotoxicity against an MCF-7 human breast cancer cell line with an IC50 value of 0.11 µg/mL.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Clusiaceae
/
Xantonas
/
Antineoplásicos Fitogênicos
Limite:
Female
/
Humans
País como assunto:
Asia
Idioma:
En
Ano de publicação:
2014
Tipo de documento:
Article