Cytotoxic dihydrothiophene-condensed chromones from the marine-derived fungus Penicillium oxalicum.
Planta Med
; 79(15): 1474-9, 2013 Oct.
Article
em En
| MEDLINE
| ID: mdl-24037588
ABSTRACT
Two new dihydrothiophene-condensed chromones and a new natural chromone, namely oxalicumones A-C (1-3), respectively, were isolated from a culture broth of a marine-derived fungus, Penicillium oxalicum. The structures of 1-3 and acetylated derivatives of 1 (4-7) were elucidated on the basis of spectroscopic methods and chemical reactions. The absolute configuration of 1 and 2 were established by using the modified Mosher ester method and circular dichroism data of an in situ formed [Rh2(OCOCF3)4] and [Mo2(OAc)4] complex. (R)-MTPA ester of 1 showed cytotoxicity against A375, SW-620, and HeLa carcinoma cell lines with IC50 values of 8.9, 7.8, and 18.4 µM, respectively. Compound 1 displayed cytotoxicity against A375 and SW-620 cell lines with IC50 values of 11.7 and 22.6 µM, respectively. The structure-biological activity relationship of 1 was discussed.
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Penicillium
/
Produtos Biológicos
/
Cromonas
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Antineoplásicos
Limite:
Female
/
Humans
Idioma:
En
Revista:
Planta Med
Ano de publicação:
2013
Tipo de documento:
Article