Synthesis of a major mitomycin C DNA adduct via a triaminomitosene

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• 作者：Elise Champeil^a ; ^{echampeil@jjay.cuny.edu} ; Manuel M. Paz^b ; Elaan Lukasiewicz^a ; Wan S. Kong^a ; Stephanie Watson^a ; Anne-Marie Sapse^a
• 关键词：Nucleoside ; Anticancer ; Mitomycin C ; Stereoisomer ; Antibiotic
• 刊名：Bioorganic and Medicinal Chemistry Letters
• 出版年：2012
• 出版时间：1 December, 2012
• 年：2012
• 卷：22
• 期：23
• 页码：7198-7200
• 全文大小：534 K

文摘

We report here the synthesis of two amino precursors for the production of mitomycin C and 10-decarbamoylmitomycin C DNA adducts with opposite stereochemistry at C-1. The triamino mitosene precursors were synthesized in 5 steps from mitomycin C. In addition synthesis of the major mitomycin C-DNA adduct has been accomplished via coupling of a triaminomitosene with 2-fluoro-O⁶-(2-p-nitrophenylethyl)deoxyinosine followed by deprotection at the N² and O⁶ positions.