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来自盐生植物相关真菌JS0419的罕见β-间苯二酚酸衍生物及其抗真菌活性。

Rare β-Resorcylic Acid Derivatives from a Halophyte-Associated Fungus JS0419 and Their Antifungal Activities.

作者信息

Bang Sunghee, Kim Jaekyeong, Oh Jiwon, Kim Ji-Seok, Yu Seong-Ryong, Deyrup Stephen, Bahn Yong-Sun, Shim Sang Hee

机构信息

College of Pharmacy, Duksung Women's University, Seoul 01369, Korea.

Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, Korea.

出版信息

Mar Drugs. 2022 Mar 7;20(3):195. doi: 10.3390/md20030195.

DOI:10.3390/md20030195
PMID:35323494
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8951769/
Abstract

Six new β-resorcylic acid derivatives (- and ) were isolated from a halophyte-associated fungus, JS0419, together with four previously reported β-resorcylic acid lactones (RALs). The relative and absolute stereochemistry of was completely established by a combination of spectroscopic data and chemical reactions. The structures of the isolated compounds were elucidated by analysis of HRMS and NMR data. Notably, compounds - had a β-resorcylic acid harboring a long unesterified aliphatic side chain, whereas the long aliphatic chains were esterified to form macrolactones in -. Among the isolated compounds, monocillin I and radicicol showed potent antifungal activities against , comparable to clinically available antifungal agents and radicicol showed weak antifungal activity against . These findings provide insight into the chemical diversity of fungal RAL-type compounds and their pharmacological potential.

摘要

从一种与盐生植物相关的真菌JS0419中分离出六种新的β-间苯二酚酸衍生物(-和),以及四种先前报道的β-间苯二酚酸内酯(RALs)。通过光谱数据和化学反应相结合的方法,完全确定了的相对和绝对立体化学结构。通过对高分辨质谱(HRMS)和核磁共振(NMR)数据的分析,阐明了分离出的化合物的结构。值得注意的是,化合物-具有一个带有长的未酯化脂肪族侧链的β-间苯二酚酸,而在-中长脂肪族链被酯化形成大环内酯。在分离出的化合物中,单青霉素I和萝卜宁对显示出较强的抗真菌活性,与临床可用的抗真菌剂相当,且萝卜宁对显示出较弱的抗真菌活性。这些发现为真菌RAL型化合物化学多样性及其药理潜力提供了见解。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/822a/8951769/73ad1cb6de7a/marinedrugs-20-00195-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/822a/8951769/290dbbd6bd74/marinedrugs-20-00195-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/822a/8951769/ad989b8c49e3/marinedrugs-20-00195-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/822a/8951769/ade10c6a42c6/marinedrugs-20-00195-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/822a/8951769/ed0bdc363fc6/marinedrugs-20-00195-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/822a/8951769/73ad1cb6de7a/marinedrugs-20-00195-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/822a/8951769/290dbbd6bd74/marinedrugs-20-00195-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/822a/8951769/ad989b8c49e3/marinedrugs-20-00195-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/822a/8951769/ade10c6a42c6/marinedrugs-20-00195-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/822a/8951769/ed0bdc363fc6/marinedrugs-20-00195-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/822a/8951769/73ad1cb6de7a/marinedrugs-20-00195-g005.jpg

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