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从桑黄拟层孔菌(伞菌纲)发酵液提取物中分离5-羟甲基糠醛代谢产物

The Isolation of 5-Hydroxymethylfuran Metabolites from the Broth Extract of Fomitopsis meliae (Agaricomycetes).

作者信息

Srisit Siriwan, Bunloed Chanyaporn, Soma Wichayaporn, Panchompoo Jiraporn, Takpho Chiraphat, Rattarom Ruchilak, Sangdee Aphidech, Seephonkai Prapairat

机构信息

Department of Chemistry and Center of Excellence for Innovation in Chemistry (PERCH-CIC), Faculty of Science, Mahasarakham University, Khamriang, Kantarawichai, Maha Sarakham 44150, Thailand.

Faculty of Pharmacy, Mahasarakham University, Kantarawichai, Maha Sarakham 44150, Thailand.

出版信息

Int J Med Mushrooms. 2024;26(12):21-31. doi: 10.1615/IntJMedMushrooms.2024055584.

Abstract

This study aimed to identify antibacterial compounds from the broth extract of Fomitopsis meliae (MSUCC009). From small-scale fermentation, the broth extract of F. meliae showed antibacterial activity. Therefore, the fermentation of this fungal strain was scaled up and the broth extract was chemically investigated. Purification of the broth extract led to the isolation of two 5-hydroxymethylfuran metabolites, 5-hydroxymethyl-2- furoic acid methyl ester and 5-hydroxymethyl-2-furancarboxylic acid (HMFCA) together with a pyrimidine base, uracil. This is the first isolation report of 5-hydroxymethylfuran derivatives from the genus Fomitopsis. The structures of isolated compounds were elucidated based on nuclear magnetic resonance (NMR) and mass spectrometry (MS) spectroscopic methods, and comparison with previous reports. 5-Hydroxymethyl-2-furancarboxylic acid exhibited antibacterial activity against methicillin-susceptible Staphylococcus aureus with MIC and MBC values of > 0.25 mg/mL. 5-Hydroxymethyl-2-furoic acid methyl ester and 5-hydroxymethyl-2-furancarboxylic acid were also tested against A549 cancer cell lines. These two compounds were inactive in this cytotoxicity assay.

摘要

本研究旨在从黄白拟层孔菌(MSUCC009)的发酵液提取物中鉴定抗菌化合物。小规模发酵时,黄白拟层孔菌的发酵液提取物显示出抗菌活性。因此,扩大了该真菌菌株的发酵规模,并对发酵液提取物进行了化学研究。对发酵液提取物进行纯化,分离出两种5-羟甲基呋喃代谢物,5-羟甲基-2-呋喃甲酸甲酯和5-羟甲基-2-呋喃羧酸(HMFCA),以及一种嘧啶碱尿嘧啶。这是首次从黄白拟层孔菌属中分离出5-羟甲基呋喃衍生物的报道。通过核磁共振(NMR)和质谱(MS)光谱方法,并与先前的报道进行比较,阐明了分离化合物的结构。5-羟甲基-2-呋喃羧酸对甲氧西林敏感金黄色葡萄球菌具有抗菌活性,其最低抑菌浓度(MIC)和最低杀菌浓度(MBC)值>0.25 mg/mL。还对5-羟甲基-2-呋喃甲酸甲酯和5-羟甲基-2-呋喃羧酸进行了A549癌细胞系测试。这两种化合物在该细胞毒性试验中无活性。

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