Record number :
1717780
Title of article :
Microbial transformation of cinobufotalin by Alternaria alternate AS 3.4578 and Aspergillus niger AS 3.739
Author/Authors :
Lu، نويسنده , , Jinghua and Deng، نويسنده , , S.A and Chen، نويسنده , , Huirong and Hou، نويسنده , , Jie and Zhang، نويسنده , , Baojing and Tian، نويسنده , , Yan and Wang، نويسنده , , Changyuan and Ma، نويسنده , , Xiaochi، نويسنده ,
Issue Information :
روزنامه با شماره پیاپی سال 2013
Pages :
6
From page :
102
To page :
107
Abstract :
Cinobufotalin (1), a major bioactive bufadienolide, has the potential anti-cancer activity. In the present paper, a scaled-up biotransformation of 1 by Aspergillus niger AS 3.739 and Alternaria alternate AS 3.4578 was performed for improving its biological activities and water-solubility. Seven metabolites were prepared in the biotransformation process of 1, and their structures were elucidated as 9α-hydroxycinobufotalin (2), 3-oxo-cinobufotalin (3), 5β-hydroxy-3-epi-deacetyl-cinobufagin (4), 5β-hydroxy-deacetylcinobufagin (5), 3-acetoxy-cinobufotalin (6), 5β,15β,16α-trihydroxyl-17βH-bufalin (7) and norbufadienolide A (8), on the basis of extensive spectral data including 2D NMR and MS spectroscopy. Among them, metabolites 2, 7 and 8 are novel, and metabolite 8 possessed a novel chemical skeleton of bufadienolide in nature. The highly stereo- and region-specific dehydrogenation of 1 by A. niger AS 3.739 were observed. While, A. alternate AS 3.4578 could catalyze a novel rearrangement reaction, hydroxylation and acetylation in biotransformation process of 1. In addition, the transformed products (2–8) exhibited the significant antiproliferative activities against human cervical carcinoma (Hela) and human breast cancer (MCF-7) cell lines.
Keywords :
Alternaria alternate , Cinobufotalin , ASPERGILLUS NIGER , biotransformation
Journal title :
Journal of Molecular Catalysis B Enzymatic
Link To Document :