title: Biotransformation of resibufogenin by Actinomucor elegans.
abstract: Resibufogenin (RB), a major bioactive bufadienolide, has the potential anticancer activity. In the present work, biotransformation of RB by Actinomucor elegans AS 3.2778 yielded five products, namely 3-oxo-resibufogenin (1), 3-epi-resibufogenin (2), 3-epi-12-oxo-hydroxylresibufogenin (3), 3α-acetoxy-15α-hydroxylbufalin (4), and 3-epi-12α-hydroxylresibufogenin (5), respectively. Among them, metabolites 3 and 4 are previously unreported. The chemical structures of metabolites 1-5 were fully elucidated on the basis of 2D NMR and HR-MS. The highly stereo- and regio-specific isomerization, hydroxylation, and esterification reactions were observed in the biotransformation process of RB by A. elegans. Their cytotoxicities against A549 and H1299 cells were evaluated.
authors.affiliation: a School of Traditional Chinese Medicines, Shenyang Pharmaceutical University , Shenyang 110016 , China.
authors.forename: Li-Yan
authors.initials: LY
authors.lastname: Mou
authors.forename: Xiu-Lan
authors.initials: XL
authors.lastname: Xin
authors.forename: Liang
authors.initials: L
authors.lastname: Chen
authors.forename: Pei-Pei
authors.initials: PP
authors.lastname: Dong
authors.forename: Rong
authors.initials: R
authors.lastname: Lan
authors.forename: Dong-Hai
authors.initials: DH
authors.lastname: Su
authors.forename: Jian
authors.initials: J
authors.lastname: Huang
authors.forename: Jin-Hui
authors.initials: JH
authors.lastname: Wang
authors.forename: Li-Bin
authors.initials: LB
authors.lastname: Zhan
mesh_terms: D000970:Antineoplastic Agents / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology; D001711:Biotransformation; D002018:Bufanolides / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D006900:Hydroxylation; D015394:Molecular Structure; D009090:Mucorales / Q000378:metabolism*; D019906:Nuclear Magnetic Resonance, Biomolecular
chemical_list: D000970:Antineoplastic Agents; D002018:Bufanolides; C087925:bufadienolide; C005734:bufogenin
keywords: Actinomucor elegans; biotransformation; bufadienolides; cytotoxicity; resibufogenin