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Synthesis Study toward Mayamycin

Synthesis Study toward Mayamycin

作     者:Kui Wu Meining Wang Qizheng Yao Ao Zhang 

作者机构:Department of Medicinal Chemistry China Pharmaceutical University Nanjing Jiangsu 210009 China Synthetic Organic & Medicinal Chemistry Laboratory Shanghai Institute ofMateria Medica Chinese Academy of Sciences Shanghai 201203 China 

出 版 物:《Chinese Journal of Chemistry》 (中国化学(英文版))

年 卷 期:2013年第31卷第1期

页      面:93-99页

核心收录:

学科分类:0710[理学-生物学] 081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 09[农学] 071007[理学-遗传学] 070303[理学-有机化学] 0901[农学-作物学] 0703[理学-化学] 0836[工学-生物工程] 090102[农学-作物遗传育种] 

主  题:natural product angucycline mayamycin total synthesis C-glycosilation 

摘      要:Natural product mayamycin is the first example in the angucycline class featuring a C-glycoside linkage at the C5-position of the benz[a]anthracenone core with remarkable biological activities. We successfully synthesized the two retrosynthetic fragments, but found that the final C-glycosylation did not occur. Alternatively, an A-ring satu- rated aglycon was prepared, but the proposed C-glycosylation still did not proceed. Finally, a simplified substrate was used and the subsequent C-glycosylation went through smoothly, giving a two-ring less analogue of mayamy- cin.

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