title: Stereo- and region-specific biotransformation of physapubescin by four fungal strains.
abstract: Biotransformations of physapubescin (1) were performed by four fungal strains-Mucor subtilissimus AS 3.2454, Mucor polymorphosporus AS 3.3443, Aspergillus niger AS 3.795, and Syncephalastrum racemosum AS 3.264. Four metabolites were prepared in the biotransformation process of 1, and their structures were elucidated as 15α-acetoxy-5,6β:22,26:24,25-triepoxy-26α-hydroxy-3β-methoxy 4β-hydroxyergost-1-one (2), 15α-acetoxy-5,6β:22,26-diepoxy-4β,24β,25α,26(α, β)-tetrahydroxyergost-3β-methoxy-1-one (3a/3b), 15α-acetoxy-5,6β:22,26-diepoxy-4β,24β,25α,26(α, β)-tetrahydroxyergost-2-en-1-one (4a/4b), and physapubescin D (5), by spectroscopic data analysis. Among them, metabolites 2 and 3 are new. All of these fungal strains showed the ability to be highly stereo- and region-specific for the bioconversion of substrate (1). Our research provides a reference for the structural derivatization of withanolides or possibly even other natural products.
authors.affiliation: Key Laboratory of Structure-Based Drug Design & Discovery, Department of Natural Products Chemistry, School of Traditional Chinese Materia Medica, Wuya College of Innovation, Ministry of Education, Shenyang Pharmaceutical University, Shenyang, 110016, China.
authors.forename: Chongyue
authors.initials: C
authors.lastname: Qiu
authors.affiliation: Key Laboratory of Structure-Based Drug Design & Discovery, Department of Natural Products Chemistry, School of Traditional Chinese Materia Medica, Wuya College of Innovation, Ministry of Education, Shenyang Pharmaceutical University, Shenyang, 110016, China.
authors.forename: Ting
authors.initials: T
authors.lastname: Yuan
authors.affiliation: Key Laboratory of Structure-Based Drug Design & Discovery, Department of Natural Products Chemistry, School of Traditional Chinese Materia Medica, Wuya College of Innovation, Ministry of Education, Shenyang Pharmaceutical University, Shenyang, 110016, China.
authors.forename: Dejuan
authors.initials: D
authors.lastname: Sun
authors.affiliation: Key Laboratory of Structure-Based Drug Design & Discovery, Department of Natural Products Chemistry, School of Traditional Chinese Materia Medica, Wuya College of Innovation, Ministry of Education, Shenyang Pharmaceutical University, Shenyang, 110016, China.
authors.forename: Suyu
authors.initials: S
authors.lastname: Gao
authors.affiliation: Key Laboratory of Structure-Based Drug Design & Discovery, Department of Natural Products Chemistry, School of Traditional Chinese Materia Medica, Wuya College of Innovation, Ministry of Education, Shenyang Pharmaceutical University, Shenyang, 110016, China. syzyclx@163.com.
authors.forename: Lixia
authors.initials: L
authors.lastname: Chen
mesh_terms: D001711:Biotransformation; D005658:Fungi; D015394:Molecular Structure; D054358:Withanolides / Q000378:metabolism*
chemical_list: D054358:Withanolides; C586239:physapubescin
keywords: Biotransformation; Fungal strains; Physapubescin