A new antibacterial 3,5-dimethylorsellinic acid-based meroterpene from the marine fungus Aspergillus sp. CSYZ-1

• DOI: 10.1016/j.fitote.2021.104908
• Publication Date: 2021-04-21T05:41:29Z
• Authors: Suoyu Cen; Jia Jia; Yichao Ge; Yihan Ma; Xinyang Li; Jihua Wei; Yuefan Bai; Xiaodan Wu; Jianfeng Song; Hongkai Bi; Bin Wu
• Keywords: China; Geologic Sediments; Staphylococcus aureus; Helicobacter pylori; Molecular Structure; Terpenes; Microbial Sensitivity Tests; Resorcinols; 01 natural sciences; Anti-Bacterial Agents; 0104 chemical sciences; 3. Good health; Aspergillus; Seawater

Chemical investigation of the extracts of Aspergillus sp. CSYZ-1 resulted in the identification of compound 1, aspergillactone, a new 3,5-dimethylorsellinic acid-based meroterpenoid, together with four known metabolites (2-5). The structure and relative configuration of 1 were unambiguously determined by nuclear magnetic resonance (NMR), mass spectrometry. The absolute configuration of 1 was defined by quantum chemical TDDFT calculated and the experimental ECD spectra. The possible biosynthetic pathway of compound 1 was also proposed. The new compound exhibited potent antimicrobial activity against Helicobacter pylori and Staphylococcus aureus with MIC values of around 1-4 and 2-16 μg/mL, respectively.