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Bioactive meroterpenoids and alkaloids from the fungus Eurotium chevalieri
Authors:Kwanjai KanokmedhakulSomdej Kanokmedhakul  Ruchiruttikorn SuwannatraiKasem Soytong  Samran Prabpai  Palangpon Kongsaeree
Institution:a Natural Products Research Unit, Department of Chemistry, and Center for Innovation in Chemistry, Faculty of Science, Khon Kaen University, Khon Kaen 40002, Thailand
b Department of Plant Pest Management, Faculty of Agricultural Technology, King Mongkut’s Institute of Technology Ladkrabang, Ladkrabang, Bangkok 10520, Thailand
c Department of Chemistry, Faculty of Science, Mahidol University, Bangkok 10400, Thailand
d Center for Excellence in Protein Structure and Function, Faculty of Science, Mahidol University, Bangkok 10400, Thailand
Abstract:Five new meroterpenoids, chevalones A-D (1-4), aszonapyrone B (8), and a new sequiterpene alkaloid, eurochevalierine (5), together with four known compounds, sequiterpene (6), terpenoid pyrrolobenzoxazine named CJ-12662 (7), meroterpenoid, aszonapyrone A (9), and ergosterol were isolated from the fungus Eurotium chevalieri. The structures were established on the basis of spectroscopic evidence. The configurations of 1 and 5 were determined by X-ray analysis. The biosynthetic pathway of 1-3, 8, and 9 were proposed. Chemical transformation of aszonapyrone A (9) was also studied. Compounds 4, 5, and 7 exhibited antimalarial activity against Plasmodium falciparum, while 3, 5, and 7 showed antimycobacterial activity against Mycobacterium tuberculosis. In addition, compounds 2-7 showed cytotoxicity against cancer cell lines.
Keywords:Chevalones  Aszonapyrone  Eurochevalierine  Meroterpenoids  Antimalarial  Antimycobacterial  Anticancer  Eurotium chevalieri
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