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阿美西利德,一种源自海洋真菌MUT6601的新型双环聚酮化合物。

Amesilide, a New Bicyclic Polyketide from the Marine Fungus MUT6601.

作者信息

Pham Giang Nam, Florio Furno Matteo, Garcia-Sanchez Juan A, Munro Patrick, Abdoul-Latif Fatouma Mohamed, Boyer Laurent, Varese Giovanna Cristina, Mehiri Mohamed

机构信息

Marine Natural Products Team, Institut de Chimie de Nice, Université Côte d'Azur, CNRS UMR 7272, 06108 Nice, France.

Department of Life Sciences and Systems Biology, University of Torino, Mycotheca Universitatis Taurinensis (MUT), Viale Mattioli 25, 10125 Torino, Italy.

出版信息

Molecules. 2025 Jul 29;30(15):3169. doi: 10.3390/molecules30153169.

DOI:10.3390/molecules30153169
PMID:40807346
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12348691/
Abstract

A new bicyclic polyketide, amesilide (), along with the previously reported metabolites, chamisides A (), B (), and E (), chaetoconvosins B () and C (), and chaetochromins A () and B (), were isolated from the marine fungus MUT6601. The structures of the compounds were determined by extensive spectrometric (HRMS) and spectroscopic (1D and 2D NMR) analyses, as well as specific rotation. Absolute configurations of the stereogenic centers of amesilide () were determined by a comparison of its experimental circular dichroism (CD) spectrum with its time-dependent density functional theory (TD-DFT) electronic circular dichroism (ECD) spectra. Among them, chaetochromins A () and B () showed strong antibacterial activity against S25 (MBC values of 12.50 µM and MIC values of 6.25 µM) and a moderate cytotoxicity against monocytes (THP-1) and peripheral blood cells (PBMC) (IC values of 33.65-40.01 µM).

摘要

从海洋真菌MUT6601中分离出一种新的双环聚酮化合物amesilide(),以及先前报道的代谢产物chamisides A()、B()和E()、chaetoconvosins B()和C(),以及chaetochromins A()和B()。通过广泛的光谱分析(高分辨质谱)和波谱分析(一维和二维核磁共振)以及比旋光度确定了这些化合物的结构。通过将amesilide()的实验圆二色光谱与其含时密度泛函理论(TD-DFT)电子圆二色光谱(ECD)进行比较,确定了其手性中心的绝对构型。其中,chaetochromins A()和B()对S25显示出较强的抗菌活性(MBC值为12.50 µM,MIC值为6.25 µM),对单核细胞(THP-1)和外周血细胞(PBMC)具有中等细胞毒性(IC值为33.65 - 40.01 µM)。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2b38/12348691/852a2743e035/molecules-30-03169-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2b38/12348691/1ddb186faa61/molecules-30-03169-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2b38/12348691/a2d79edec050/molecules-30-03169-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2b38/12348691/852a2743e035/molecules-30-03169-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2b38/12348691/1ddb186faa61/molecules-30-03169-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2b38/12348691/a2d79edec050/molecules-30-03169-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2b38/12348691/852a2743e035/molecules-30-03169-g003.jpg

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