Isolation of four new monoterpenes from Ailanthus altissima (mill.) Swingle and their enzyme inhibitory effects.

Ailanthus altissima (mill.) Swingle Enzyme inhibitory effects Monoterpene

Journal

Fitoterapia
ISSN: 1873-6971
Titre abrégé: Fitoterapia
Pays: Netherlands
ID NLM: 16930290R

Informations de publication

Date de publication:
01 May 2024
Historique:
received: 09 01 2024
revised: 27 04 2024
accepted: 28 04 2024
medline: 4 5 2024
pubmed: 4 5 2024
entrez: 3 5 2024
Statut: aheadofprint

Résumé

A phytochemical study of the ethanol extract from Ailanthus altissima (Mill.) Swingle leaves resulted in the isolation of four new monoterpenoids (1-3, 5). The structures were elucidated using HRESIMS data, NMR spectroscopic data, quantum chemical calculations for NMR and ECD, and custom DP4+ probability analysis. Additionally, the absolute configuration of sugar was determined by acid hydrolysis. Compounds 1-4 are cyclogeraniane monocyclic monoterpenes, while compound 5 contains an acyclic mycrane monoterpenes skeleton. Anti-tyrosinase, anti-acetylcholinesterase, and anti-butyrylcholinesterase activities were tested. Compound 1 showed notable anti-acetylcholinesterase activity, and compound 3 exhibited significant inhibitory effects on anti-tyrosinase activity. Furthermore, the potential binding sites of compounds 1 and 3 were predicted by molecular docking.

Identifiants

DOI: 10.1016/j.fitote.2024.105984 PMID: 38701870
pubmed: 38701870
pii: S0367-326X(24)00167-9
doi: 10.1016/j.fitote.2024.105984
pii:
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

105984

Informations de copyright

Copyright © 2023. Published by Elsevier B.V.

Auteurs

Qi Song (Q)

Key Laboratory of Computational Chemistry-Based Natural Antitumor Drug Research & Development, Liaoning Province, People's Republic of China; Engineering Research Center of Natural Medicine Active Molecule Research & Development, Liaoning Province, People's Republic of China; Key Laboratory of Natural Bioactive Compounds Discovery & Modification, Shenyang 110016, People's Republic of China; School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.

Zhi-Kang Duan (ZK)

Key Laboratory of Computational Chemistry-Based Natural Antitumor Drug Research & Development, Liaoning Province, People's Republic of China; Engineering Research Center of Natural Medicine Active Molecule Research & Development, Liaoning Province, People's Republic of China; Key Laboratory of Natural Bioactive Compounds Discovery & Modification, Shenyang 110016, People's Republic of China; School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.

Ya-Nuo Tan (YN)

Key Laboratory of Computational Chemistry-Based Natural Antitumor Drug Research & Development, Liaoning Province, People's Republic of China; Engineering Research Center of Natural Medicine Active Molecule Research & Development, Liaoning Province, People's Republic of China; Key Laboratory of Natural Bioactive Compounds Discovery & Modification, Shenyang 110016, People's Republic of China; School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.

Zhi-Heng Gao (ZH)

Key Laboratory of Computational Chemistry-Based Natural Antitumor Drug Research & Development, Liaoning Province, People's Republic of China; Engineering Research Center of Natural Medicine Active Molecule Research & Development, Liaoning Province, People's Republic of China; Key Laboratory of Natural Bioactive Compounds Discovery & Modification, Shenyang 110016, People's Republic of China; School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.

Dai Liu (D)

Key Laboratory of Computational Chemistry-Based Natural Antitumor Drug Research & Development, Liaoning Province, People's Republic of China; Engineering Research Center of Natural Medicine Active Molecule Research & Development, Liaoning Province, People's Republic of China; Key Laboratory of Natural Bioactive Compounds Discovery & Modification, Shenyang 110016, People's Republic of China; School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.

Jin-Le Hao (JL)

School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.

Bin Lin (B)

School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.

Xiao-Xiao Huang (XX)

Key Laboratory of Computational Chemistry-Based Natural Antitumor Drug Research & Development, Liaoning Province, People's Republic of China; Engineering Research Center of Natural Medicine Active Molecule Research & Development, Liaoning Province, People's Republic of China; Key Laboratory of Natural Bioactive Compounds Discovery & Modification, Shenyang 110016, People's Republic of China; School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China. Electronic address: xiaoxiao270@163.com.

Shao-Jiang Song (SJ)

Key Laboratory of Computational Chemistry-Based Natural Antitumor Drug Research & Development, Liaoning Province, People's Republic of China; Engineering Research Center of Natural Medicine Active Molecule Research & Development, Liaoning Province, People's Republic of China; Key Laboratory of Natural Bioactive Compounds Discovery & Modification, Shenyang 110016, People's Republic of China; School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China. Electronic address: songsj99@163.com.

Classifications MeSH