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Ochrazepines A-D ( 1 - 4 ), four new conjugates dimerized from 2-hydroxycircumdatin C ( 5 ) and aspyrone ( 6 ) by a nucleophilic addition to epoxide, were isolated from the fermentation broth of the coral-associated Aspergillus ochraceus strain LCJ11-102. Their structures including absolute configurations were determined based on spectroscopic analysis and chemical methods. Compounds 1 - 4 were also obtained by the semisynthesis from a nucleophilic addition of 2-hydroxycircumdatin C ( 5 ) to aspyrone ( 6 ). New compound 1 exhibited cytotoxic activity against 10 human cancer cell lines while new compounds 2 and 4 selectively inhibited U251 (human glioblastoma cell line) and compound 3 was active against A673 (human rhabdomyoma cell line), U87 (human glioblastoma cell line), and Hep3B (human liver cancer cell line) with IC 50 (half maximal inhibitory concentration) values of 2.5-11.3 μM among 26 tested human cancer cell lines.

Circumdatin-Aspyrone Conjugates from the Coral-Associated Aspergillus ochraceus LCJ11-102