📜4,6-Di-O-Acetyl-3-Azido-2,3-Dideoxy-D-Erythro-Hexopyranose置于咪唑,Sodium Methylate体系中,用 甲醇,二氯甲烷 用作溶剂,化学反应 20.0H,反应生成3-叠氮-2,3-二脱氧基-1-O-(叔丁基二甲基甲硅烷基)-β-D-阿拉伯-六吡喃糖
参考文献:Synthesis And Antitumor Activity Of New Glycosides Of Epipodophyllotoxin,Analogues Of Etoposide,And Nk 611
标题:Synthesis And Antitumor Activity Of New Glycosides Of Epipodophyllotoxin,Analogues Of Etoposide,And Nk 611
摘要:A Series Of 3-Amino-And 3-Alkylamino-2-Deoxy-Beta-D-Ribo-And Beta-D-Arabino-Glycosides Of 4'-Demethylepipodophyllotaxin Have Been Synthesized By Means Of An Improved Trimethylsilyl-Iodide Procedure For The Podophyllotoxin-4'-Demethylepipodophyllotoxin Conversion,An Efficient And High Yielding Synthesis Of Silyl Glycoside Donors Of 3-Azido-2,3-Dideoxy-Beta-D-Ribo-And Beta-D-Arabino-Hexopyranoside'S And Stereoselective Glycosylations. In Vitro Evaluation Of Cytotoxic Effects Against Murine L1210 Leukemia Critically Demonstrates The Essential Role Played By A 4,6-Acetal For Biological Activity. Among The Most Cytotoxic Compounds,3-Amino-2,3-Dideoxy-And 3-N,N-(Dimethylamino)-2,3-Dideoxy Etoposide Analogues,17 And 27-29 Are At Least As Potent As Etoposide On The In Vivo P388 (Iv/ip) Murine Leukemia Models. However,Surprisingly Enough,None Of These Compounds Inhibits The Human Dna Topoisomerases I Or Ii Or Binds To Tubulin To Prevent Its Polymerization And Microtubule Assembly. Therefore,Their Mechanism Of Action Remains To Be Cleared Up.
Doi:10.1021/jm9800752