Stephacidin B, the dimer of avrainillamide, is a green pigment isolated from Aspergillus ochraceus and other Aspergillus sp.. Stephacidin B was reported as a potent antitumor by Bristol Myers Squibb in 2002 against testosterone-independent PC3 and testosterone-sensitive LNCaP prostate cell lines with IC50 of 0.47 and 0.06 µM, respectively. Stephacidin is active against sensitive and resistant ovarian, colon and breast cell lines. Stephacidin B is more potent and selective than its monomeric analog, stephacidin A. Stephacidin B is rapidly converted to avrainillamide in cell culture.
| Molecular Formula | C52H54N6O8 |
| References |
Qian-Cutrone J et al (2002) Stephacidin A and B: Two structurally novel, selective inhibitors of the testosterone-dependent prostate LNCaP cells. J. Am. Chem. Soc. 124:14556 Wulff JE et al (2007) The natural product avrainvillamide binds to the oncoprotein nucleophosmin. J. Am. Chem. Soc. 129:14444 Wulff JE et al (2007) Evidence for the rapid conversion of stephacidin B into the electrophilic monomer avrainvillamide in cell culture. J. Am. Chem. Soc. 129:4898 |
