Acyclic Congeners from Actinoalloteichus cyanogriseus Provide Insights into Cyclic Bipyridine Glycoside Formation

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• 作者：Peng Fu ; Yiguang Zhu ; Xiangui Mei ; Yi Wang ; Haijian Jia ; Changsheng Zhang ; Weiming Zhu
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：August 15, 2014
• 年：2014
• 卷：16
• 期：16
• 页码：4264-4267
• 全文大小：265K
• ISSN：1523-7052

文摘

Inactivation of the O-methyltransferase gene crmM of Actinoalloteichus cyanogriseus WH1-2216-6 led to a mutant that produced three new acyclic bipyridine glycosides, cyanogrisides E鈥揋 (1鈥?b>3). Further chemical analysis of the wild strain yielded 1 and another new analogue, cyanogriside H (4). Compounds 1鈥?b>4 possess a skeleton consisting of a 2,2鈥?bipyridine and a d-quinovose or l-rhamnose sugar moiety. Cyanogriside G (3) was considered to be a key biosynthetic intermediate of the cyclic bipyridine glycosides cyanogrisides A鈥揇. Compounds 2 and 3 showed cytotoxicities against HCT116 and HL-60 cells, and compounds 1 and 4 were cytotoxic on K562 cells.