Quadristerols A-G: Seven undescribed ergosterols from Aspergillus quadrilineata.

Crystallography, X-Ray Magnetic Resonance Spectroscopy Ergosterol / pharmacology Aspergillus / chemistry Molecular Structure
Aspergillus quadrilineata Ergosterols Immunosuppressive activity Trichocomaceae

Journal

Phytochemistry
ISSN: 1873-3700
Titre abrégé: Phytochemistry
Pays: England
ID NLM: 0151434

Informations de publication

Date de publication:
Sep 2023
Historique:
received: 29 11 2022
revised: 25 06 2023
accepted: 27 06 2023
medline: 4 8 2023
pubmed: 3 7 2023
entrez: 2 7 2023
Statut: ppublish

Résumé

Quadristerols A-G, seven undescribed ergosterols, were obtained from Aspergillus quadrilineata. Their structures and absolute configurations were determined based on HRESIMS, NMR, quantum-chemical calculations, and single-crystal X-ray diffraction analyses. Quadristerols A-G featured ergosterol skeletons with different attachments; quadristerols A-C were three diastereoisomers possessing a 2-hydroxy-propionyloxy group at C-6, and quadristerols D-G were two pairs of epimers with a 2,3-butanediol group at C-6. All of these compounds were evaluated for their immunosuppressive activities in vitro. Quadristerols B and C showed excellent inhibitory effects against concanavalin A-induced T lymphocyte proliferation with IC

Identifiants

DOI: 10.1016/j.phytochem.2023.113785 PMID: 37393972
pubmed: 37393972
pii: S0031-9422(23)00201-7
doi: 10.1016/j.phytochem.2023.113785
pii:
doi:

Substances chimiques

Ergosterol Z30RAY509F

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

113785

Informations de copyright

Copyright © 2023 Elsevier Ltd. All rights reserved.

Déclaration de conflit d'intérêts

Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

Auteurs

Mengsha Wei (M)

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China.

Xiaoxin Li (X)

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China.

Hong Liao (H)

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China.

Linlin Liu (L)

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China.

Qin Li (Q)

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China.

Weiguang Sun (W)

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China.

Chunmei Chen (C)

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China. Electronic address: chenchunmei@hust.edu.cn.

Hucheng Zhu (H)

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China. Electronic address: zhuhucheng@hust.edu.cn.

Yonghui Zhang (Y)

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China. Electronic address: zhangyh@mails.tjmu.edu.cn.

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Classifications MeSH

questionsmedicales.fr › Techniques d'investigation › Techniques de chimie analytique › Cristallographie aux rayons X › Quadristerols A-G: Seven undescribed...
questionsmedicales.fr › Techniques d'investigation › Techniques de chimie analytique › Analyse spectrale › Spectroscopie par résonance magnétique › Quadristerols A-G: Seven undescribed...
questionsmedicales.fr › Composés polycycliques › Composés à cycles fusionnés › Stéroïdes › Cholestanes › Cholestènes › Ergostérol › Quadristerols A-G: Seven undescribed...
questionsmedicales.fr › Eucaryotes › Champignons › Deuteromycota › Aspergillus › Quadristerols A-G: Seven undescribed...
questionsmedicales.fr › Phénomènes chimiques › Structure moléculaire › Quadristerols A-G: Seven undescribed...