Derivation of Oridonin with Bioreduction-Responsive Disulfide Bond  

作　　者：Ming Du Qisang Guo Hua Feng Guolin Lu Xiaoyu Huang 

机构地区：[1]Obstetrics&Gynecology Hospital,Shanghai Medical College of Fudan University,Shanghai 200011,China [2]Laboratory of Synthetic and Self-Assembly Chemistry for Organic Functional Molecules,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China

出　　处：《Chinese Journal of Chemistry》2014年第5期448-453,共6页中国化学（英文版）

基　　金：The authors thank the financial supports from Na-tional Natural Science Foundation of China(Nos.81372796 and 81000278);Shanghai Scientific and Technological Innovation Project(Nos.10431903000 and 124119a2400);Shanghai Bureau of Health(No.20124097).

摘　　要：A novel oridonin derivative substituted with 3-((2,3-dihydroxypropyl)dithio)-propionyl group at 14-O position was synthesized through a two-step procedure:Esterification of oridonin with 3-(2-pyridyldithio)propanoic acid and the subsequent thiol-disulfide exchange reaction with 3-mercapto-1,2-propanediol.The bioreduction-responsive di-sulfide bond in the compound leads to high leaving ability of the 14-O acyl moiety when treated with glutathione as monitored by reverse phase high-performance liquid chromatography.

关 键 词：ORIDONIN DISULFIDE ESTERIFICATION 3-mercapto-1 2-propanediol GLUTATHIONE 

分 类 号：O62[理学—有机化学]