阿拉奥胺 A-D：来自海洋海绵 Clathria（Thalysias）araiosa 的三溴吲哚环胍生物碱。
Araiosamines A-D: tris-bromoindole cyclic guanidine alkaloids from the marine sponge Clathria (Thalysias) araiosa.
机构信息
Department of Medicinal Chemistry, University of Utah, Salt Lake City, Utah 84112, United States.
出版信息
J Org Chem. 2011 Jul 15;76(14):5515-23. doi: 10.1021/jo200327d. Epub 2011 Apr 11.
Abstract
Four new tris-bromoindole cyclic guanidine alkaloids, araiosamines A-D, were isolated from the methanol extract of a marine sponge, Clathria (Thalysias) araiosa, collected from Vanuatu. Their carbon skeletons delineate a new class of indole alkaloids apparently derived from a linear polymerization process involving a carbon-carbon bond formation. Comparison of the structures including the relative configurations suggests a common intermediate containing a dihydroaminopyrimidine moiety capable of undergoing various modalities of conjugate addition to yield unprecedented ring systems.
摘要
从瓦努阿图采集的海绵 Clathria (Thalysias) araiosa 的甲醇提取物中分离得到四个新的三溴吲哚环胍生物碱：araiosamines A-D。它们的碳骨架描绘了一类新的吲哚生物碱，显然源自涉及碳-碳键形成的线性聚合过程。结构比较包括相对构型表明存在一个共同的中间体，其中含有二氢氨基嘧啶部分，能够经历各种共轭加成方式，从而产生前所未有的环系统。
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