Abstract

Due to their structural diversity, elegant polycyclic molecular architecture, and biological activity, the indole alkaloids have been investigated by organic chemists over the last century. The first akuammiline alkaloid, echitamine, was isolated in 1875 and first described in 1880. Owing to the exceptional structure of akuammiline alkaloids, it was not until 125 years later that the first successful total synthesis was accomplished. This review will give an overview of this class of alkaloids, pinpointing its structural characteristics and showcasing the completed total syntheses. Furthermore, an overview of the structural diversity is given.

1 Introduction

2 Structural Analysis

3 Biosynthesis

4 Completed Total Syntheses

4.1 (±)-Vincorine

4.2 (–)-Vincorine

4.3 (±)-Aspidophylline A

4.4 (+)-Scholarisine A

5 Conclusion

Due to their structural diversity, elegant polycyclic molecular architecture, and biological activity, the indole alkaloids have been investigated by organic chemists over the last century. The first akuammiline alkaloid, echitamine, was isolated in 1875 and first described in 1880. Owing to the exceptional structure of akuammiline alkaloids, it was not until 125 years later that the first successful total synthesis was accomplished. This review will give an overview of this class of alkaloids, pinpointing its structural characteristics and showcasing the completed total syntheses. Furthermore, an overview of the structural diversity is given.

1 Introduction

2 Structural Analysis

3 Biosynthesis

4 Completed Total Syntheses

4.1 (±)-Vincorine

4.2 (–)-Vincorine

4.3 (±)-Aspidophylline A

4.4 (+)-Scholarisine A

5 Conclusion

中文翻译：

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Akuammiline生物碱；起源与综合

摘要

由于吲哚生物碱的结构多样性，优美的多环分子结构和生物活性，在上个世纪已被有机化学家研究。1875年分离出第一个苦瓜碱类生物碱，他汀类，1880年首次描述。由于苦瓜碱类生物碱的特殊结构，直到125年后才完成了首次成功的全合成。这篇综述将概述这类生物碱，指出其结构特征并展示完整的总合成物。此外，给出了结构多样性的概述。

1引言

2结构分析

3生物合成

4完成的总合成

4.1（±）-Vincorine

4.2（–）-Vincorine

4.3（±）-Aspidophylline A

4.4（+）-Scholarisine A

5结论

由于吲哚生物碱的结构多样性，优美的多环分子结构和生物活性，在上个世纪已被有机化学家研究。1875年分离出第一个苦瓜碱类生物碱，他汀类，1880年首次描述。由于苦瓜碱类生物碱的特殊结构，直到125年后才完成了首次成功的全合成。这篇综述将概述这类生物碱，指出其结构特征并展示完整的总合成物。此外，给出了结构多样性的概述。

1引言

2结构分析

3生物合成

4完成的总合成

4.1（±）-Vincorine

4.2（–）-Vincorine

4.3（±）-Aspidophylline A

4.4（+）-Scholarisine A

5结论