IR@PKUHSC  > 北京大学药学院
学科主题药学
Specific 12 beta-hydroxylation of cinobufagin by filamentous fungi
Ye, M; Qu, GQ; Guo, HZ; Guo, D
刊名APPLIED AND ENVIRONMENTAL MICROBIOLOGY
2004-06-01
DOI10.1128/AEM.70.6.3521-3527.2004
70期:6页:3521-3527
收录类别SCI
文章类型Article
WOS标题词Science & Technology
类目[WOS]Biotechnology & Applied Microbiology ; Microbiology
研究领域[WOS]Biotechnology & Applied Microbiology ; Microbiology
关键词[WOS]HUMAN LEUKEMIA-CELLS ; LIQUID-CHROMATOGRAPHY ; MAMMALIAN METABOLISM ; CATHARANTHUS-ROSEUS ; MICROBIAL MODELS ; TOAD VENOMS ; CHAN-SU ; BUFADIENOLIDES ; BUFALIN ; BIOTRANSFORMATIONS
英文摘要

Biotransformation of natural products has great potential for producing new drugs and could provide in vitro models of mammalian metabolism. Microbial transformation of the cytotoxic steroid cinobufagin was investigated. Cinobufagin could be specifically hydroxylated at the 12beta-position by the fungus Alternaria afternata. Six products from a scaled-up fermentation were obtained by silica gel column chromatography and reversed-phase liquid chromatography and were identified as 12beta-hydroxyl cinobufagin, 12beta-hydroxyl desacetylcinobufagin, 3-oxo-12beta-hydroxyl cinobufagin, 3-oxo-12beta-hydroxyl desacetylcinobufagin, 12-oxo-cinobufagin, and 3-oxo-12alpha-hydroxyl cinobufagin. The last five products are new compounds. 12beta-Hydroxylation of cinobufagin by A. alternata is a fast catalytic reaction and was complete within 8 h of growth with the substrate. This reaction was followed by dehydrogenation of the 3-hydroxyl group and then deacetylation at C-16. Hydroxylation at C-12beta also was the first step in the metabolism of cinobufagin by a variety of fungal strains. In vitro cytotoxicity assays suggest that 12beta-hydroxyl cinobufagin and 3-oxo-12alpha-hydroxyl cinobufagin exhibit somewhat decreased but still significant cytotoxic activities. The 12beta-hydroxylated bufadienolides produced by microbial transformation are difficult to obtain by chemical synthesis.

语种英语
WOS记录号WOS:000221981100042
引用统计
被引频次:52[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.bjmu.edu.cn/handle/400002259/51547
专题北京大学药学院
北京大学药学院_天然药物学系
作者单位Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100083, Peoples R China
推荐引用方式
GB/T 7714
Ye, M,Qu, GQ,Guo, HZ,et al. Specific 12 beta-hydroxylation of cinobufagin by filamentous fungi[J]. APPLIED AND ENVIRONMENTAL MICROBIOLOGY,2004,70(6):3521-3527.
APA Ye, M,Qu, GQ,Guo, HZ,&Guo, D.(2004).Specific 12 beta-hydroxylation of cinobufagin by filamentous fungi.APPLIED AND ENVIRONMENTAL MICROBIOLOGY,70(6),3521-3527.
MLA Ye, M,et al."Specific 12 beta-hydroxylation of cinobufagin by filamentous fungi".APPLIED AND ENVIRONMENTAL MICROBIOLOGY 70.6(2004):3521-3527.
条目包含的文件
条目无相关文件。
个性服务
推荐该条目
保存到收藏夹
查看访问统计
导出为Endnote文件
谷歌学术
谷歌学术中相似的文章
[Ye, M]的文章
[Qu, GQ]的文章
[Guo, HZ]的文章
百度学术
百度学术中相似的文章
[Ye, M]的文章
[Qu, GQ]的文章
[Guo, HZ]的文章
必应学术
必应学术中相似的文章
[Ye, M]的文章
[Qu, GQ]的文章
[Guo, HZ]的文章
相关权益政策
暂无数据
收藏/分享
所有评论 (0)
暂无评论
 

除非特别说明,本系统中所有内容都受版权保护,并保留所有权利。