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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Main Authors: Xuejian Zhang, Feiyan Tao, Tao Cui, Cheng Luo, Zhigang Zhou, Yuchuan Huang, Lanlan Tan, Wei Peng, Chunjie Wu
Format: Article
Language:English
Published: MDPI AG 2022-10-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/27/21/7187
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author Xuejian Zhang
Feiyan Tao
Tao Cui
Cheng Luo
Zhigang Zhou
Yuchuan Huang
Lanlan Tan
Wei Peng
Chunjie Wu
author_facet Xuejian Zhang
Feiyan Tao
Tao Cui
Cheng Luo
Zhigang Zhou
Yuchuan Huang
Lanlan Tan
Wei Peng
Chunjie Wu
author_sort Xuejian Zhang
collection DOAJ
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 (<b>A</b>–<b>G</b>), ninety natural source products (<b>1</b>–<b>90</b>), thirty-seven synthesized compounds (<b>91</b>–<b>127</b>), as well as twenty-six key intermediates (<b>S1</b>–<b>S26</b>) 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 doaj.art-c5c88d2f3e7e4a4cb2fb23fc6dd0fbe32023-11-24T06:00:03ZengMDPI AGMolecules1420-30492022-10-012721718710.3390/molecules27217187Sources, Transformations, Syntheses, and Bioactivities of Monoterpene Pyridine Alkaloids and Cyclopenta[c]pyridine DerivativesXuejian Zhang0Feiyan Tao1Tao Cui2Cheng Luo3Zhigang Zhou4Yuchuan Huang5Lanlan Tan6Wei Peng7Chunjie Wu8Research and Development Centre, China Tobacco Sichuan Industrial Co., Ltd., Chengdu 610066, ChinaResearch and Development Centre, China Tobacco Sichuan Industrial Co., Ltd., Chengdu 610066, ChinaResearch and Development Centre, China Tobacco Sichuan Industrial Co., Ltd., Chengdu 610066, ChinaResearch and Development Centre, China Tobacco Sichuan Industrial Co., Ltd., Chengdu 610066, ChinaResearch and Development Centre, China Tobacco Sichuan Industrial Co., Ltd., Chengdu 610066, ChinaResearch and Development Centre, China Tobacco Sichuan Industrial Co., Ltd., Chengdu 610066, ChinaResearch and Development Centre, China Tobacco Sichuan Industrial Co., Ltd., Chengdu 610066, ChinaSchool of Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu 611137, ChinaSchool of Pharmacy, Chengdu University of Traditional Chinese Medicine, Chengdu 611137, ChinaMonoterpene 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 (<b>A</b>–<b>G</b>), ninety natural source products (<b>1</b>–<b>90</b>), thirty-seven synthesized compounds (<b>91</b>–<b>127</b>), as well as twenty-six key intermediates (<b>S1</b>–<b>S26</b>) 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.https://www.mdpi.com/1420-3049/27/21/7187monoterpene pyridine alkaloidscyclopenta[c]pyridine derivativessourcetransformationsynthesisbioactivity
spellingShingle Xuejian Zhang
Feiyan Tao
Tao Cui
Cheng Luo
Zhigang Zhou
Yuchuan Huang
Lanlan Tan
Wei Peng
Chunjie Wu
Sources, Transformations, Syntheses, and Bioactivities of Monoterpene Pyridine Alkaloids and Cyclopenta[c]pyridine Derivatives
Molecules
monoterpene pyridine alkaloids
cyclopenta[c]pyridine derivatives
source
transformation
synthesis
bioactivity
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 monoterpene pyridine alkaloids
cyclopenta[c]pyridine derivatives
source
transformation
synthesis
bioactivity
url https://www.mdpi.com/1420-3049/27/21/7187
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