Penicichrysol A: an unprecedented polyketide produced by Penicillium chrysogenum .

Autor: Mo S; Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China. hzx616@126.com.; Department of Pharmacy, Renmin Hospital of Wuhan University, Wuhan 430060, China., Huang Z; Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China. hzx616@126.com., Zeng H; Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China. hzx616@126.com., Wang J; Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China. hzx616@126.com., Zhang Y; Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China. hzx616@126.com., Hu Z; Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China. hzx616@126.com.
Jazyk: angličtina
Zdroj: Organic & biomolecular chemistry [Org Biomol Chem] 2024 Dec 04. Date of Electronic Publication: 2024 Dec 04.
DOI: 10.1039/d4ob01742k
Abstrakt: Penicichrysol A (1), a highly oxygenated polyketide with an unprecedented skeleton, uniquely defined by multiple contiguous quaternary carbons, was isolated as a racemate from an endophytic fungus Penicillium chrysogenum that was sourced from the bulbs of the medicinal plant Lycoris radiata . Besides, three known biosynthetically related metabolites 2-4 were also obtained. The structure including the configuration of 1 was established via a combination of NMR spectroscopy and single-crystal X-ray diffraction analysis. A plausible biosynthetic pathway involving intriguing radical coupling and hemiketal reactions as key chemical transformations has been proposed.
Databáze: MEDLINE
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