天然产物吲哚二酮哌嗪生物碱的结构及生物活性

贾斌; 马养民*; 陈镝; 陈璞; 胡岩

doi:10.7536/PC171231

化学进展 ›› 2018, Vol. 30 ›› Issue (8) :1067-1081 DOI: 10.7536/PC171231

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天然产物吲哚二酮哌嗪生物碱的结构及生物活性

贾斌, 马养民*, 陈镝, 陈璞, 胡岩

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Studies on Structure and Biological Activity of Indole Diketopiperazine Alkaloids

Bin Jia, Yangmin Ma*, Di Chen, Pu Chen, Yan Hu

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摘要

吲哚二酮哌嗪生物碱是一种内生真菌次生代谢产物，多提取自曲霉属Aspergillus和青霉属Penicillium，是由不同氨基酸结合衍生而来的，在自然界分布广泛。该类化合物含有吲哚和二酮哌嗪两个母核，具有良好而广泛的生物活性，可为药物研发提供先导化合物，其新颖的结构和显著的生物活性也受到了化学全合成领域内学者的日益关注。本文主要从该类化合物的发现和化合物的结构以及化合物抗癌与抗肿瘤、抑菌、免疫调节、抗氧化及杀虫等生物活性方面对这类化合物的相关研究予以回顾，并对其结构与生物活性之间的活性构效关系进行了简要分析，为该类化合物的发现、合成及生物活性研究提供参考，并为药物研发提供借鉴。

Abstract

Indole diketopiperazine alkaloids(Indole DKPs) are natural products isolated from secondary metabolites of endophytic fungi, especially in the genera Aspergillus and Penicillium of the phylum Ascomycota or sac fungi, showing diverse chemical structures, which contain two moieties indole and cyclic dipeptides and are derived from several amino acids, such as L -tryptophan、L -proline and L -alanine. They not only have a class of naturally occurring privileged structures but also exhibit a broad spectrum of biological activities that make them attractive scaffolds for drug discovery. Recently, many studies have shown that the sealkaloids having significant biological activities such as anticancer, antibacterial, immunomodulatory, antioxidant, and insecticidal activities. And the discovery of these activities has spawned numerous investigations into their synthesis. Meanwhile, the discovery of increasing numbers of new indole DKPs have led to an expanding range of bioactivities. The review summarizes briefly the considerable progress on bioactivities of these alkaloids isolated from various fungal strains in recent years. In addition, we also investigate structure-activity relationship of some compounds.The aim is to give an overview to provide useful reference for the extraction, synthesis and drug discovery of these compounds.
Contents
1 Introduction
2 Structure and classification of Indole DKPs
3 Biological activities of Indole DKPs
3.1 Anticancer and antitumor activity
3.2 Antibacterial activity
3.3 Antioxidant activity
3.4 Insecticidal activity
3.5 Other activities
4 Conclusion

Graphical abstract

关键词

吲哚二酮哌嗪生物碱 / 内生真菌 / 次生代谢产物 / 生物活性

Key words

indole diketopiperazine alkaloids / endophytic fungi / secondary metabolites / biological activities

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贾斌, 马养民*, 陈镝, 陈璞, 胡岩. 天然产物吲哚二酮哌嗪生物碱的结构及生物活性[J]. 化学进展, 2018, 30(8): 1067-1081 DOI:10.7536/PC171231

Bin Jia, Yangmin Ma*, Di Chen, Pu Chen, Yan Hu. Studies on Structure and Biological Activity of Indole Diketopiperazine Alkaloids[J]. Progress in Chemistry, 2018, 30(8): 1067-1081 DOI:10.7536/PC171231

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