ent-Herqueidiketal and epi-Peniciherqueinone Isolated from a Mushroom Derived Fungus Penicillium herquei YNJ-35

• Published in: Chemistry & biodiversity Vol. 20; no. 9; p. e202300991
• Main Authors: Tan, Hong-Yu, Yang, Yu, Xu, Rui, Zhao, Xue, Zhu, Shuai-Ming, Gong, He-Xiang, Wang, Zi-Lin, Lu, Yue, Liu, Hong-Wei, Li, Chang-Wei
• Format: Journal Article
• Language: English
• Published: Switzerland Wiley Subscription Services, Inc 01.09.2023
• Subjects: Antibacterial activity; Cytotoxicity; Fungi; Metabolites; Minimum inhibitory concentration; Nature reserves; Optical properties; Optical rotation; Penicillium herquei; Toxicity; antibacterial activity; phenalenone; symbiotic fungus; Penicillium herquei; cytotoxicity
• ISSN: 1612-1872; 1612-1880
• DOI: 10.1002/cbdv.202300991

A new polyaromatic metabolite, ent-herqueidiketal (1), and a new phenalenone derivative, epi-peniciherqueinone (2), along with twelve known compounds 3-14, were isolated from the fungus Penicillium herquei YNJ-35, a symbiotic fungus of Pulveroboletus brunneopunctatus collected from Nangunhe Nature Reserve, Yunnan Province, China. The structures of 1-14 and the absolute configurations of 1 and 2 were determined by their spectroscopic data or by their single-crystal X-ray diffraction analysis or optical rotation values. Compound 1 showed strong antibacterial activity against Staphylococcus aureus (ATCC 29213) with minimum inhibitory concentration (MIC) of 8 μg/mL. In the cytotoxicity assays, compound 1 showed weak inhibitory activity against breast cancer MCF-7 and mice microglial BV2 cells with half maximal inhibitory concentration (IC50) of 17.58 and 29.56 μM; compound 14 showed stronger cytotoxicity against BV2 and MCF-7 cells with IC50 values of 6.57 and 10.26 μM.