Journal
JOURNAL OF NATURAL PRODUCTS
Volume 67, Issue 8, Pages 1374-1382Publisher
AMER CHEMICAL SOC
DOI: 10.1021/np049920b
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Funding
- NCI NIH HHS [CA 67775] Funding Source: Medline
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Four new cytotoxic disulfides, rostratins A-D (1-4), were isolated from the whole broth of the marine-derived fungus Exserohilum rostratum (Drechsler), a fungal strain found associated with a marine cyanobacterial mat. The structures of these cyclic dipeptides were established through chemical degradation and a variety of two-dimensional NMR techniques. The absolute configurations of the rostratins were determined by the modified Mosher method. In the case of the polyhydroxylated compound 1 and the mercaptol 4, regioselective acylation was achieved by modulating the reaction temperature while monitoring the progress of the reaction by H-1 NMR. Rostratins A, B, C, and D showed in vitro cytotoxicity against human colon carcinoma (HCT-116) with IC50 values of 8.5, 1.9, 0.76, and 16.5 mug/mL, respectively.
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