Carbazole alkaloids from the fruits of Clausena anisum-olens with potential PTP1B and α-glucosidase inhibitory activities.


Journal

Bioorganic chemistry
ISSN: 1090-2120
Titre abrégé: Bioorg Chem
Pays: United States
ID NLM: 1303703

Informations de publication

Date de publication:
05 2021
Historique:
received: 06 09 2020
revised: 06 11 2020
accepted: 21 02 2021
pubmed: 17 3 2021
medline: 13 10 2021
entrez: 16 3 2021
Statut: ppublish

Résumé

The phytochemical investigation on the fruits of Clausena anisum-olens led to the isolation of 18 carbazole alkaloids (1-18), containing three new ones, clausenanisines A-C (1-3), and three new naturally occurring carbazole alkaloids, clausenanisines D-F (4-6), as well as 12 known analogues (7-18). The chemical structures of clausenanisines A-F (1-6) were elucidated by extensive spectroscopic methods. Notably, clausenanisine A (1) was a novel carbazole alkaloid with a unique five-membered cyclic ether, while clausenanisine E (5) is an unusual carbazole alkaloid owning an unprecedented naturally occurring carbon skeleton possessing 14 carbon atoms. The known carbazole alkaloids (7-18) were identified by the comparison of their spectral data with those data reported in the literature. All known carbazole alkaloids 7-18 were isolated from C. anisum-olens for the first time. Moreover, all isolated compounds 1-18 were assessed for their protein tyrosine phosphatase 1B (PTP1B) and α-glucosidase inhibitory activities in vitro. Compounds 1-18 exhibited remarkable PTP1B inhibitory activities with IC

Identifiants

pubmed: 33725509
pii: S0045-2068(21)00152-8
doi: 10.1016/j.bioorg.2021.104775
pii:
doi:

Substances chimiques

Alkaloids 0
Carbazoles 0
Enzyme Inhibitors 0
carbazole 0P2197HHHN
PTPN1 protein, human EC 3.1.3.48
Protein Tyrosine Phosphatase, Non-Receptor Type 1 EC 3.1.3.48
alpha-Glucosidases EC 3.2.1.20

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

104775

Informations de copyright

Copyright © 2021 Elsevier Inc. All rights reserved.

Auteurs

Yan-Ping Liu (YP)

Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, Hainan Normal University, Haikou 571158, PR China; Key Laboratory of Research and Development of Tropical Fruit and Vegetable of Haikou City, Hainan Normal University, Haikou 571158, PR China; State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009, PR China; Engineering Research Center for Industrialization of Southern Medicinal Plants Resources of Hainan province, Hainan Normal University, Haikou 571158, PR China; Key Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, Hainan Normal University, Haikou 571158, PR China.

Yu-Jie Li (YJ)

Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, Hainan Normal University, Haikou 571158, PR China; State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009, PR China; Engineering Research Center for Industrialization of Southern Medicinal Plants Resources of Hainan province, Hainan Normal University, Haikou 571158, PR China; Key Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, Hainan Normal University, Haikou 571158, PR China.

Ying-Ying Zhao (YY)

Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, Hainan Normal University, Haikou 571158, PR China; State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009, PR China; Engineering Research Center for Industrialization of Southern Medicinal Plants Resources of Hainan province, Hainan Normal University, Haikou 571158, PR China; Key Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, Hainan Normal University, Haikou 571158, PR China.

Jia-Ming Guo (JM)

Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, Hainan Normal University, Haikou 571158, PR China; State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009, PR China; Engineering Research Center for Industrialization of Southern Medicinal Plants Resources of Hainan province, Hainan Normal University, Haikou 571158, PR China; Key Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, Hainan Normal University, Haikou 571158, PR China.

Yun-Yao Liu (YY)

State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009, PR China.

Xiao-Ping Wang (XP)

State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009, PR China.

Zhang-Yang Shen (ZY)

Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, Hainan Normal University, Haikou 571158, PR China; State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009, PR China; Engineering Research Center for Industrialization of Southern Medicinal Plants Resources of Hainan province, Hainan Normal University, Haikou 571158, PR China; Key Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, Hainan Normal University, Haikou 571158, PR China.

Lei Qiang (L)

State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009, PR China.

Yan-Hui Fu (YH)

Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, Hainan Normal University, Haikou 571158, PR China; Key Laboratory of Research and Development of Tropical Fruit and Vegetable of Haikou City, Hainan Normal University, Haikou 571158, PR China; State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009, PR China; Engineering Research Center for Industrialization of Southern Medicinal Plants Resources of Hainan province, Hainan Normal University, Haikou 571158, PR China; Key Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, Hainan Normal University, Haikou 571158, PR China. Electronic address: fuyanhui80@163.com.

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