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The chemical structures and biological activities of indole diterpenoids

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 consisti...

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Autores principales: Niu, Jingwen, Qi, Jianzhao, Wang, Pengchao, Liu, Chengwei, Gao, Jin-ming
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Nature Singapore 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9810782/
https://www.ncbi.nlm.nih.gov/pubmed/36595079
http://dx.doi.org/10.1007/s13659-022-00368-7
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author Niu, Jingwen
Qi, Jianzhao
Wang, Pengchao
Liu, Chengwei
Gao, Jin-ming
author_facet Niu, Jingwen
Qi, Jianzhao
Wang, Pengchao
Liu, Chengwei
Gao, Jin-ming
author_sort Niu, Jingwen
collection PubMed
description 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. GRAPHICAL ABSTRACT: [Image: see text]
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spelling pubmed-98107822023-01-05 The chemical structures and biological activities of indole diterpenoids Niu, Jingwen Qi, Jianzhao Wang, Pengchao Liu, Chengwei Gao, Jin-ming Nat Prod Bioprospect Review 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. GRAPHICAL ABSTRACT: [Image: see text] Springer Nature Singapore 2023-01-03 /pmc/articles/PMC9810782/ /pubmed/36595079 http://dx.doi.org/10.1007/s13659-022-00368-7 Text en © The Author(s) 2023, corrected publication 2023 https://creativecommons.org/licenses/by/4.0/Open AccessThis article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) .
spellingShingle Review
Niu, Jingwen
Qi, Jianzhao
Wang, Pengchao
Liu, Chengwei
Gao, Jin-ming
The chemical structures and biological activities of indole diterpenoids
title The chemical structures and biological activities of indole diterpenoids
title_full The chemical structures and biological activities of indole diterpenoids
title_fullStr The chemical structures and biological activities of indole diterpenoids
title_full_unstemmed The chemical structures and biological activities of indole diterpenoids
title_short The chemical structures and biological activities of indole diterpenoids
title_sort chemical structures and biological activities of indole diterpenoids
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9810782/
https://www.ncbi.nlm.nih.gov/pubmed/36595079
http://dx.doi.org/10.1007/s13659-022-00368-7
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