AUTHOR=Wang Qing-Yuan , Chen He-Ping , Wu Kai-Yue , Li Xinyang , Liu Ji-Kai 

TITLE=Antibacterial and β-amyloid precursor protein-cleaving enzyme 1 inhibitory polyketides from the fungus Aspergillus chevalieri

JOURNAL=Frontiers in Microbiology

VOLUME=13

YEAR=2022

URL=https://www.frontiersin.org/journals/microbiology/articles/10.3389/fmicb.2022.1051281

DOI=10.3389/fmicb.2022.1051281

ISSN=1664-302X

ABSTRACT=<p>One new prenylated benzenoid, (±)-chevalieric acid (<bold>1</bold>), and four new anthraquinone derivatives, (10<italic>S</italic>,12<italic>S</italic>)-, (10<italic>S</italic>,12<italic>R</italic>)-, (10<italic>R</italic>,12<italic>S</italic>)-, and (10<italic>R</italic>,12<italic>R</italic>)-chevalierone (<bold>2</bold>–<bold>5</bold>), together with ten previously described compounds (<bold>6</bold>–<bold>15</bold>), were isolated from the fungus <italic>Aspergillus chevalieri</italic> (L. Mangin) Thom and Church. The structures of new compounds were elucidated by extensive 1D and 2D nuclear magnetic resonance (NMR), and HRESIMS spectroscopic analysis. The absolute configurations of <bold>2</bold>–<bold>5</bold> were determined by experimental and calculated electronic circular dichroism (ECD) and DP4+ analysis. Compound <bold>10</bold> showed weak cytotoxicity against human lung cancer cell line A549 with IC<sub>50</sub> 39.68 μM. Compounds <bold>2</bold>–<bold>5</bold> exhibited antibacterial activities against the methicillin-resistant <italic>Staphylococcus aureus</italic> (MRSA) and opportunistic pathogenic bacterium <italic>Pseudomonas aeruginosa</italic>. The MIC value for compound <bold>6</bold> against MRSA is 44.02 μM. Additionally, Compounds <bold>8</bold>, <bold>10</bold>, <bold>11</bold> showed weak to moderate inhibitory activities against the β-secretase (BACE1), with IC<sub>50</sub> values of 36.1, 40.9, 34.9 μM, respectively.</p>