来自夹竹桃科的含马钱子碱或蛇根碱单元的双吲哚生物碱的合成综述

Rahman Md Toufiqur, Tiruveedhula Veera V N Phani Babu, Cook James M

Department of Chemistry and Biochemistry, University of Wisconsin-Milwaukee, 3210 N. Cramer Street, Milwaukee, WI 53201, USA.

Molecules. 2016 Nov 14;21(11):1525. doi: 10.3390/molecules21111525.

Bisindole natural products consist of two monomeric indole alkaloid units as their obligate constituents. Bisindoles are more potent with respect to their biological activity than their corresponding monomeric units. In addition, the synthesis of bisindoles are far more challenging than the synthesis of monomeric indole alkaloids. Herein is reviewed the enantiospecific total and partial synthesis of bisindole alkaloids isolated primarily from the genus of the family. The monomeric units belong to the sarpagine, ajmaline, macroline, vobasine, and pleiocarpamine series. An up-to-date discussion of their isolation, characterization, biological activity as well as approaches to their partial and total synthesis by means of both synthetic and biosynthetic strategies are presented.

双吲哚天然产物由两个单体吲哚生物碱单元作为其必需成分组成。双吲哚在生物活性方面比其相应的单体单元更强。此外，双吲哚的合成比单体吲哚生物碱的合成更具挑战性。本文综述了主要从该科属中分离出的双吲哚生物碱的对映体特异性全合成和部分合成。单体单元属于蛇根碱、阿马林、马钱子碱、沃巴辛和多果夹胺系列。文中还对它们的分离、表征、生物活性以及通过合成和生物合成策略进行部分和全合成的方法进行了最新讨论。