Total Synthesis of Bioactive Marine Macrolides
Total Synthesis of Bioactive Marine Macrolides
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DOI：
10.1002/chin.199605313
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发表时间：
1995-09
期刊：
影响因子：
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通讯作者：
R. Norcross;I. Paterson
中科院分区：
文献类型：
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作者：
R. Norcross;I. Paterson
1.自然界在海洋中储存了看似无限的多样且通常高度复杂的次级代谢产物，这些次级代谢产物表现出一种或多种生物学特性，包括细胞毒性、神经毒性、抗病毒和抗真菌活性。1本综述重点关注针对生物活性海洋天然产物特定子集的全合成的化学努力，即那些具有大环内酯部分的化合物，即海洋大环内酯。2，3文献调查从主题的开始，在20世纪80年代初，直到1994年底。这一化学研究领域的局部性质可以通过参考海绵抑制素来说明，海绵抑制素是一组9种极强效细胞毒性海洋大环内酯，最近从东印度洋海绵属海绵中分离出来（海绵抑制素1-3（图1中1-3）），并从西南非洲海洋海绵Spirastrellaspinispirulifera中分离出来（海绵抑制素4-9（4-9））。[4]此外，从冲绳海绵Hyrtios altum中分离出了一些可能相同的化合物，即altohyrtins AC（1、2和10）和5-desacetylalto-hyrtin A（3）。[5]从Cinachyra属海绵中分离出一种名为cinachyrolide A的化合物（可能与spongistatin 4相同）。在美国国家癌症研究所的60名人类f中，spongistatin代表了目前已知的对抗高度耐药肿瘤类型子集的一些最有效的物质。埃文斯。*现地址：Ciba-Geigy AG，CH-4002巴塞尔，瑞士，公司研究单位。
1. Introduction Nature has stocked the seas with a seemingly limitless range of diverse and often highly complex secondary metabolites, which exhibit one or more of a variety of biological properties including cytotox-icity, neurotoxicity, antiviral, and antifungal activ-ity. 1 This review focuses on chemical efforts directed toward the total synthesis of a specific subset of biologically active marine natural products—namely those compounds which possess a macrocyclic lactone moiety, ie the marine macrolides. 2, 3 The literature is surveyed from the onset of the subject, in the early 1980s, until the close of 1994. The topical nature of this field of chemical research may be illustrated by reference to the spongistatins, a group of nine extremely potentcytotoxic marine macrolides which have recently been isolated from an Eastern Indian Ocean sponge of the genus Spon-gier (spongistatins 1-3 (1-3 in Figure 1)), and from the Southwest African marine sponge Spirastrella spinispirulifera (spongistatins 4-9 (4-9)). 4 In ad-dition, some presumably identical compounds, the altohyrtins AC (1, 2, and 10) and5-desacetylalto-hyrtin A (3), have been isolated from the Okinawan marine sponge Hyrtios altum, 5and a compound named cinachyrolide A (assumed to be identical to spongistatin 4) has been isolated from a marine sponge of the genus Cinachyra. 6 The spongistatins represent some of the most potent substances pres-ently known against a subset of highly chemoresistant tumor typesin the US NCI panel of 60 human f We dedicate this review to Professor David A. Evans.* Present address: Corporate Research Units, Ciba-Geigy AG, CH-4002 Basel, Switzerland.