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Antibacterial Secondary Metabolites from Marine-Derived Fungus Aspergillus sp. IMCASMF180035

Fuhang Song, Rui Lin, Na Yang, Jia Jia, Shangzhu Wei, Jiahui Han, Jiangpeng Li, Hongkai Bi, Xiuli Xu

2021Antibiotics26 citationsDOIOpen Access PDF

Abstract

Four new secondary metabolites, including one spiro[anthracenone-xanthene] derivative aspergiloxathene A (1), one penicillide analogue, Δ2′-1′-dehydropenicillide (2), and two new phthalide derivatives, 5-methyl-3-methoxyepicoccone (3) and 7-carboxy-4-hydroxy-6-methoxy-5-methylphthalide (4), together with four known compounds, yicathin C (5), dehydropenicillide (6), 3-methoxyepicoccone (7), 4-hydroxy-6-methoxy-5-methylphthalide (8), were identified from the marine-derived fungus Aspergillus sp. IMCASMF180035. Their structures were determined by spectroscopic data, including high-resolution electrospray ionization mass spectrometry (HRESIMS), 1D and 2D nuclear magnetic resonance (NMR) techniques. Compound 1 was identified as the first jointed molecule by xanthene and anthracenone moieties possessing an unprecedented carbon skeleton with spiro-ring system. All compounds were evaluated activities against Staphylococcus aureus, methicillin resistant S. aureus (MRSA), Escherichia coli, Escherichia faecium, Pseudomonas aeruginosa, and Helicobacter pylori. Compound 1 showed significant inhibitory effects against S. aureus and MRSA, with minimum inhibitory concentration (MIC) values of 5.60 and 22.40 µM. Compounds 2 and 6 exhibited potent antibacterial activities against H. pylori, with MIC values of 21.73 and 21.61 µM, respectively.

Topics & Concepts

ChemistryEscherichia coliStaphylococcus aureusStereochemistryPhthalideMinimum inhibitory concentrationXantheneMicrobiologyAntibacterial activityElectrospray ionizationAspergillus nigerBacteriaMass spectrometryAntimicrobialBiologyOrganic chemistryBiochemistryChromatographyGeneGeneticsMicrobial Natural Products and BiosynthesisMicrobial Metabolism and ApplicationsFungal Biology and Applications