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不对称曼尼希反应助力生物碱的合成。

Asymmetric Mannich reaction enabled synthesis of alkaloids.

作者信息

Fatima Summaya, Mansha Asim, Khan Samreen Gul, Hussain Syed Makhdoom, Parveen Bushra, Zahoor Ameer Fawad, Mushtaq Aqsa, Ashraf Rabia, Chaudhry Aijaz Rasool, Irfan Ahmad

机构信息

Department of Chemistry, Government College University Faisalabad, Faisalabad, 38000, Pakistan.

Department of Zoology, Government College University Faisalabad, Faisalabad, 38000, Pakistan.

出版信息

Mol Divers. 2025 Sep 9. doi: 10.1007/s11030-025-11341-0.

Abstract

The catalytic asymmetric Mannich reaction is a multicomponent reaction which affords β-amino carbonyl compounds by utilizing an aldehyde, a primary or secondary amine/ammonia, and a ketone. β-amino carbonyl scaffolds are crucial intermediates for the synthesis of naturally occurring bioactive compounds and their derivatives. The synthesized natural compounds exhibit a broad spectrum of biological activities including anti-fungal, anti-cancer, anti-bacterial, anti-HIV, anti-oxidant, and anti-inflammatory activities. Considering the significance of asymmetric Mannich reaction to access diverse biologically active natural products, its applications to afford the synthesis of naturally occurring alkaloids have been summarized here. This review article showcases the key role of asymmetric Mannich reaction in the synthesis of pharmaceutically potent naturally occurring alkaloids, i.e., indole alkaloids, monoterpenoid-indole alkaloids, diterpenoid alkaloids, iso-quinoline alkaloids, polyketide alkaloids, and pyrrolizidine alkaloids, etc., reported since 2015.

摘要

催化不对称曼尼希反应是一种多组分反应,通过利用醛、伯胺或仲胺/氨以及酮来生成β-氨基羰基化合物。β-氨基羰基骨架是合成天然存在的生物活性化合物及其衍生物的关键中间体。合成的天然化合物表现出广泛的生物活性,包括抗真菌、抗癌、抗菌、抗HIV、抗氧化和抗炎活性。鉴于不对称曼尼希反应对于获取多种生物活性天然产物的重要性,本文总结了其在天然生物碱合成中的应用。这篇综述文章展示了自2015年以来报道的不对称曼尼希反应在合成具有药学活性的天然生物碱(即吲哚生物碱、单萜吲哚生物碱、二萜生物碱、异喹啉生物碱、聚酮生物碱和吡咯里西啶生物碱等)中的关键作用。

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