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Sources, Transformations, Syntheses, and Bioactivities of Monoterpene Pyridine Alkaloids and Cyclopenta[c]pyridine Derivatives

Monoterpene pyridine alkaloids (MTPAs) are alkaloids derived from iridoid glycosides (IGs). The common molecular structure of MTPAs is the pyridine ring, while some of them have a cyclopenta[c]pyridine skeleton. Some compounds containing this structure are potentially bioactive medicinal agents. In...

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Autores principales: Zhang, Xuejian, Tao, Feiyan, Cui, Tao, Luo, Cheng, Zhou, Zhigang, Huang, Yuchuan, Tan, Lanlan, Peng, Wei, Wu, Chunjie
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9656638/
https://www.ncbi.nlm.nih.gov/pubmed/36364013
http://dx.doi.org/10.3390/molecules27217187
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author Zhang, Xuejian
Tao, Feiyan
Cui, Tao
Luo, Cheng
Zhou, Zhigang
Huang, Yuchuan
Tan, Lanlan
Peng, Wei
Wu, Chunjie
author_facet Zhang, Xuejian
Tao, Feiyan
Cui, Tao
Luo, Cheng
Zhou, Zhigang
Huang, Yuchuan
Tan, Lanlan
Peng, Wei
Wu, Chunjie
author_sort Zhang, Xuejian
collection PubMed
description Monoterpene pyridine alkaloids (MTPAs) are alkaloids derived from iridoid glycosides (IGs). The common molecular structure of MTPAs is the pyridine ring, while some of them have a cyclopenta[c]pyridine skeleton. Some compounds containing this structure are potentially bioactive medicinal agents. In this paper, seven drug candidates (A–G), ninety natural source products (1–90), thirty-seven synthesized compounds (91–127), as well as twenty-six key intermediates (S1–S26) were summarized. We categorized five types of MTPAs and one type of cyclopenta[c]pyridine alkaloids in all. Additionally, their possible genetic pathways were proposed. Then, the chemical transformation, biotransformation, chemical synthesis, as well as the bioactivity of MTPAs and cyclopenta[c]pyridine derivatives were analyzed and summarized. Cyclopenta[c]pyridine derivatives can be concisely and chirally synthesized, and they have shown potentials with antibacterial, insecticidal, antiviral, anti-inflammatory, and neuropharmacological activities.
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spelling pubmed-96566382022-11-15 Sources, Transformations, Syntheses, and Bioactivities of Monoterpene Pyridine Alkaloids and Cyclopenta[c]pyridine Derivatives Zhang, Xuejian Tao, Feiyan Cui, Tao Luo, Cheng Zhou, Zhigang Huang, Yuchuan Tan, Lanlan Peng, Wei Wu, Chunjie Molecules Review Monoterpene pyridine alkaloids (MTPAs) are alkaloids derived from iridoid glycosides (IGs). The common molecular structure of MTPAs is the pyridine ring, while some of them have a cyclopenta[c]pyridine skeleton. Some compounds containing this structure are potentially bioactive medicinal agents. In this paper, seven drug candidates (A–G), ninety natural source products (1–90), thirty-seven synthesized compounds (91–127), as well as twenty-six key intermediates (S1–S26) were summarized. We categorized five types of MTPAs and one type of cyclopenta[c]pyridine alkaloids in all. Additionally, their possible genetic pathways were proposed. Then, the chemical transformation, biotransformation, chemical synthesis, as well as the bioactivity of MTPAs and cyclopenta[c]pyridine derivatives were analyzed and summarized. Cyclopenta[c]pyridine derivatives can be concisely and chirally synthesized, and they have shown potentials with antibacterial, insecticidal, antiviral, anti-inflammatory, and neuropharmacological activities. MDPI 2022-10-24 /pmc/articles/PMC9656638/ /pubmed/36364013 http://dx.doi.org/10.3390/molecules27217187 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Review
Zhang, Xuejian
Tao, Feiyan
Cui, Tao
Luo, Cheng
Zhou, Zhigang
Huang, Yuchuan
Tan, Lanlan
Peng, Wei
Wu, Chunjie
Sources, Transformations, Syntheses, and Bioactivities of Monoterpene Pyridine Alkaloids and Cyclopenta[c]pyridine Derivatives
title Sources, Transformations, Syntheses, and Bioactivities of Monoterpene Pyridine Alkaloids and Cyclopenta[c]pyridine Derivatives
title_full Sources, Transformations, Syntheses, and Bioactivities of Monoterpene Pyridine Alkaloids and Cyclopenta[c]pyridine Derivatives
title_fullStr Sources, Transformations, Syntheses, and Bioactivities of Monoterpene Pyridine Alkaloids and Cyclopenta[c]pyridine Derivatives
title_full_unstemmed Sources, Transformations, Syntheses, and Bioactivities of Monoterpene Pyridine Alkaloids and Cyclopenta[c]pyridine Derivatives
title_short Sources, Transformations, Syntheses, and Bioactivities of Monoterpene Pyridine Alkaloids and Cyclopenta[c]pyridine Derivatives
title_sort sources, transformations, syntheses, and bioactivities of monoterpene pyridine alkaloids and cyclopenta[c]pyridine derivatives
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9656638/
https://www.ncbi.nlm.nih.gov/pubmed/36364013
http://dx.doi.org/10.3390/molecules27217187
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