Didemnins and Tunichlorin: Novel Natural Products from the Marine Tunicate Trididemnum solidum

作者：Kenneth L. Rinehart, Vimal Kishore, Keith C. Bible, Ryuichi Sakai, David W. Sullins, Kaiming Li · 发表于：Journal of Natural Products · 年份：1988 · DOI：10.1021/np50055a001 · 被引用次数：107 · 研究领域：Marine Sponges and Natural Products、Echinoderm biology and ecology、Porphyrin and Phthalocyanine Chemistry

Didemnins A, B, and C, cyclic depsipeptides previously reported by our laboratory from the Caribbean tunicate Trididemnum solidum, have now been synthesized and, in the process, their structures have been revised to include the new amino acid (3S,4R,5S)-isostatine,C2H5CH(CH3)CHNH2CHOHCH2COOH. All other isomers of isostatine have also been prepared. Didemnin B is currently in Phase II clinical trials as an anticancer agent, and the antineoplastic activity, as well as the antiviral and immunosuppressive activities, of the didemnins are reviewed. A highly unusual porphynoid has also been isolated from T. solidum. The compound has been named tunichlorin and is apparently the first nickel-containing chlorin (and only the second nickel-containing porphyrin-related compound) identified from a living organism.