Integrative Biology Journals

Natural Products and Bioprospecting ›› 2023, Vol. 13 ›› Issue (1): 3-3.DOI: 10.1007/s13659-022-00368-7

• REVIEW • Previous Articles     Next Articles

The chemical structures and biological activities of indole diterpenoids

Jingwen Niu1, Jianzhao Qi1,2, Pengchao Wang1, Chengwei Liu1, and Jin2   

  1. 1 Key Laboratory for Enzyme and Enzyme-Like Material Engineering of Heilongjiang, College of Life Science, Northeast Forestry University, Harbin 150040, Heilongjiang, China;
    2 Shaanxi Key Laboratory of Natural Products and Chemical Biology, College of Chemistry and Pharmacy, Northwest A&F University, Yangling 712100, Shaanxi, China
  • Received:2022-10-14 Online:2023-03-08 Published:2023-02-24
  • Contact: Chengwei Liu,E-mail:liuchw@nefu.edu.cn;Jin-ming Gao,E-mail:jinminggao@nwsuaf.edu.cn
  • Supported by:
    This work was funded by the National Natural Science Foundation of China (Project No. 22077102 and 21877089), and the Shaanxi Key Laboratory of Natural Product & Chemical Biology Open Foundation (Project No. SXNPCB 2021001).

The chemical structures and biological activities of indole diterpenoids

Jingwen Niu1, Jianzhao Qi1,2, Pengchao Wang1, Chengwei Liu1, and Jin2   

  1. 1 Key Laboratory for Enzyme and Enzyme-Like Material Engineering of Heilongjiang, College of Life Science, Northeast Forestry University, Harbin 150040, Heilongjiang, China;
    2 Shaanxi Key Laboratory of Natural Products and Chemical Biology, College of Chemistry and Pharmacy, Northwest A&F University, Yangling 712100, Shaanxi, China
  • 通讯作者: Chengwei Liu,E-mail:liuchw@nefu.edu.cn;Jin-ming Gao,E-mail:jinminggao@nwsuaf.edu.cn
  • 基金资助:
    This work was funded by the National Natural Science Foundation of China (Project No. 22077102 and 21877089), and the Shaanxi Key Laboratory of Natural Product & Chemical Biology Open Foundation (Project No. SXNPCB 2021001).

Abstract: Indole diterpenoids (IDTs) are an essential class of structurally diverse fungal secondary metabolites, that generally appear to be restricted to a limited number of fungi, such as Penicillium, Aspergillus, Claviceps, and Epichloe species, etc. These compounds share a typical core structure consisting of a cyclic diterpene skeleton of geranylgeranyl diphosphate (GGPP) and an indole ring moiety derived from indole-3-glycerol phosphate (IGP). 3-geranylgeranylindole (3-GGI) is the common precursor of all IDTs. On this basis, it is modified by cyclization, oxidation, and prenylation to generate a large class of compounds with complex structures. These compounds exhibit antibacterial, anti-insect, and ion channel inhibitory activities. We summarized 204 compounds of IDTs discovered from various fungi over the past 50 years, these compounds were reclassified, and their biological activities were summarized. This review will help to understand the structural diversity of IDTs and provide help for their physiological activities.

Key words: Indole diterpenoids, Structural classification, Physiological activity, Fungus

摘要: Indole diterpenoids (IDTs) are an essential class of structurally diverse fungal secondary metabolites, that generally appear to be restricted to a limited number of fungi, such as Penicillium, Aspergillus, Claviceps, and Epichloe species, etc. These compounds share a typical core structure consisting of a cyclic diterpene skeleton of geranylgeranyl diphosphate (GGPP) and an indole ring moiety derived from indole-3-glycerol phosphate (IGP). 3-geranylgeranylindole (3-GGI) is the common precursor of all IDTs. On this basis, it is modified by cyclization, oxidation, and prenylation to generate a large class of compounds with complex structures. These compounds exhibit antibacterial, anti-insect, and ion channel inhibitory activities. We summarized 204 compounds of IDTs discovered from various fungi over the past 50 years, these compounds were reclassified, and their biological activities were summarized. This review will help to understand the structural diversity of IDTs and provide help for their physiological activities.

关键词: Indole diterpenoids, Structural classification, Physiological activity, Fungus