Recent advances in hapalindole-type cyanobacterial alkaloids: biosynthesis, synthesis, and biological activity.
Recent advances in hapalindole-type cyanobacterial alkaloids: biosynthesis, synthesis, and biological activity.
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DOI：
10.1039/d1np00007a
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发表时间：
2021-09-23
影响因子：
11.9
通讯作者：
Sherman DH
中科院分区：
文献类型：
--
作者：
Hohlman RM;Sherman DH
Hapalindoles、fischerindoles、ambiguines 和 welwitindolinones 都是从蓝藻 Stigonematales 目中分离出来的一类吲哚生物碱天然产物的成员。这些化合物具有多环系统、独特的官能团以及各种立体和区域化学异构体。自 1984 年首次分离以来，由于其广泛的生物活性，人们一直在探索它们作为潜在的治疗方法。尽管许多研究小组一直在追求这些密集功能化结构的全合成，但 hapalindole 生物合成直到最近才被揭晓。几个研究小组已经发现了一系列催化哈帕吲哚型代谢物形成和调整的新型酶。在本文中，我们概述了这些天然产物及其生物活性，重点介绍了一般合成路线，并对产生这些结构多样的代谢物的令人惊讶的生物合成过程进行了广泛的回顾。本综述涵盖了与 hapalindole 型吲哚生物碱相关的分离、生物活性、全合成工作概述以及最新的生物合成发现。
Hapalindoles, fischerindoles, ambiguines and welwitindolinones are all members of a class of indole alkaloid natural products that have been isolated from the Stigonematales order of cyanobacteria. These compounds possess a polycyclic ring system, unique functional groups and various stereo- and regiochemical isomers. Since their initial isolation in 1984, they have been explored as potential therapeutics due to their wide variety of biological activities. Although numerous groups have pursued total syntheses of these densely functionalized structures, hapalindole biosynthesis has only recently been unveiled. Several groups have uncovered a wide range of novel enzymes that catalyze formation and tailoring of the hapalindole-type metabolites. In this article, we provide an overview of these natural products, their biological activities, highlight general synthetic routes, and provide an extensive review on the surprising biosynthetic processes leading to these structurally diverse metabolites. This review covers isolation, biological activity, an overview of total synthesis efforts and recent biosynthetic discoveries related to hapalindole-type indole alkaloids.
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影响因子：
64.8
作者：
Baran, Phil S.;Maimone, Thomas J.;Richter, Jeremy M.
通讯作者：
Richter, Jeremy M.
影响因子：
2.7
作者：
Chilczuk, Tomasz;Steinborn, Carmen;Gruendemann, Carsten
通讯作者：
Gruendemann, Carsten
影响因子：
16.6
作者：
Brady, SF;Clardy, J
通讯作者：
Clardy, J
影响因子：
2.1
作者：
Bhat V;Mackay JA;Rawal VH
通讯作者：
Rawal VH
含氯的Hapalindoles K，A和G的总合成。
影响因子：
16.6
作者：
Chandra, Aroop;Johnston, Jeffrey N.
通讯作者：
Johnston, Jeffrey N.