RESUMO
Bendigoles A approximately C are the first secondary metabolites to be isolated from a member of the actinomycete genus Gordonia. They were detected in a culture filtrate extract of Gordonia australis Acta 2299 by HPLC-diode array analysis and characterized as new steroids by mass spectrometry and NMR experiments. Bendigole C show binding affinity to the human progesterone and A approximately C to androgen receptor but are inactive at mineralocorticoid and estrogen receptors. In in vitro transactivation studies bendigoles A and C showed moderate and weak androgenic activities.
Assuntos
Androgênios , Androgênios/biossíntese , Bactéria Gordonia/metabolismo , Hidroxiesteroides/metabolismo , Androgênios/química , Androgênios/isolamento & purificação , Androgênios/farmacologia , Cromatografia Líquida de Alta Pressão , Cristalografia por Raios X , Fermentação , Bactéria Gordonia/classificação , Bactéria Gordonia/crescimento & desenvolvimento , Humanos , Hidroxiesteroides/química , Hidroxiesteroides/isolamento & purificação , Hidroxiesteroides/farmacologia , Espectroscopia de Ressonância Magnética , Espectrometria de Massas , Estrutura Molecular , Progesterona/metabolismo , Receptores Androgênicos/metabolismo , Receptores de Estrogênio/efeitos dos fármacos , Receptores de Estrogênio/metabolismo , Receptores de Mineralocorticoides/efeitos dos fármacos , Receptores de Mineralocorticoides/metabolismoRESUMO
Two new aminophenoxazinone compounds with antitumor activity, elloxazinone A and B, were isolated from the culture filtrate of Streptomyces griseus Acta 2871. Their chemical structures were determined by mass spectrometry, NMR spectroscopy and X-ray analysis. Elloxazinones A and B showed a moderate inhibition of the proliferation of human cells from gastric adenocarcinoma in vitro but a strong inhibition of hepatocellular carcinoma cells whereas elloxazinone B strongly inhibited the proliferation of human breast carcinoma cells.