A facile chemoenzymatic approach: one-step syntheses of monoterpenoid indole alkaloids.
A facile chemoenzymatic approach: one-step syntheses of monoterpenoid indole alkaloids.
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DOI：
10.1002/asia.201000520
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发表时间：
2010-11
期刊：
影响因子：
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通讯作者：
H. Zou;Huajian Zhu;Liang Zhang;Liuqing Yang;Yong-ping Yu;J. Stöckigt
中科院分区：
文献类型：
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作者：
H. Zou;Huajian Zhu;Liang Zhang;Liuqing Yang;Yong-ping Yu;J. Stöckigt
介绍了具有新颖骨架和多手性中心的细胞毒性吲哚单萜生物碱的化学酶法合成。这些生物碱的合成是通过一个简单的一步反应实现的，使用strictosidine和12-氮杂strictosidine作为关键中间体。利用固定化重组萝芙木单胞苷合成酶，将裂叶皂苷分别与色胺和7-氮杂色胺偶联，制备了萝芙木单胞苷。本文提供了详细的立体化学分析。结果提供了一个机会，导致复杂生物碱的结构和活动的改善，以增加多样化的化学酶的方法。
Facile chemoenzymatic syntheses of cytotoxic monoterpenoid indole alkaloids with novel skeletons and multiple chiral centers are described. Synthesis of these alkaloids was achieved by a simple one-step reaction using strictosidine and 12-aza-strictosidine as the key intermediates. Strictosidines were prepared by coupling of secologanin with tryptamine and 7-aza-tryptamine, respectively, using the immobilized recombinant Rauvolfia strictosidine synthase. A detailed stereochemical analysis is presented herein. The results provide an opportunity for a chemoenzymatic approach that leads to an increased diversification of complex alkaloids with improved structures and activities.