双体海鞘素和海绵氯素：来自海洋被囊动物坚固特里同海鞘的新型天然产物。

Didemnins and tunichlorin: novel natural products from the marine tunicate Trididemnum solidum.

作者信息

Rinehart K L, Kishore V, Bible K C, Sakai R, Sullins D W, Li K M

机构信息

Roger Adams Laboratory, University of Illinois, Urbana-Champaign 61801.

出版信息

J Nat Prod. 1988 Jan-Feb;51(1):1-21. doi: 10.1021/np50055a001.

DOI:10.1021/np50055a001

PMID:3373220

Abstract

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.

摘要

双迪菌素A、B和C是我们实验室先前从加勒比被囊动物坚固特里同海鞘中报道的环缩肽，现已合成，在此过程中，它们的结构已被修订，纳入了新氨基酸(3S,4R,5S)-异他汀，即C2H5CH(CH3)CHNH2CHOHCH2COOH。异他汀的所有其他异构体也已制备出来。双迪菌素B目前正处于作为抗癌剂的二期临床试验阶段，本文对双迪菌素的抗肿瘤活性以及抗病毒和免疫抑制活性进行了综述。还从坚固特里同海鞘中分离出一种非常罕见的卟啉类化合物。该化合物被命名为海鞘氯素，显然是从生物体中鉴定出的首个含镍二氢卟酚（且仅是第二个含镍卟啉相关化合物）。