STUDIES ON ANTIHEPATITIC DRUGS——TOTAL SYNTHESIS OF (±)SCHIZANDRIN C AND ITS ANALOGS

• 作 者: 谢晶曦 周瑾 张纯贞 杨靖华 陈葭曦
• 机 构: Institute of Materia Medica, Chinese Academy of Medical Sciences, Beijing,Institute of Materia Medic
• 出 处: Science in China,Ser.B
• 发表日期: 1983年12期
• 关键词: isomers dimethoxy tetrahydro chloroform lowering methanol anhydride starting SGP

This paper reports the total synthesis of (±) schizandrin, C, namely S, 6, 7, 8-tetrahydro-1,12-dimethoxy-2, 3, 10, 11-bismethylenedioxy-6, 7-cis-dimethyldibenzo (a, c) cyclooctene (12B), a new active SGPT lowering principle isolated from the Chinese medical plant Schizandra chinensis, and its 6, 7-trans-dimethyl isomer (16B). We also synthesized two more isomers, namely 5, 6, 7, 8-tetrahydro-3, 10-dimethoxy-1, 2, 11, 12-bismethylenedioxy-6, and 7-cis-(and trans-) dimethyldibenzo (a, c) eyelooctene (12A and 16A). The NMR, UV and mass spectra of these four isomers are discussed. IR (in chloroform), UV, NMR and MS of synthetic schizandrin C (12B) are identical with those of the natural compound.

This paper reports the total synthesis of (±) schizandrin, C, namely S, 6, 7, 8-tetrahydro- 1, 12- dimethoxy- 2, 3,10,10-bismethylenedioxy-6, , c) cyclooctene (12B), a new active SGPT lowering principle isolated from the Chinese medical plant Schizandra chinensis, and its 6,7-trans-dimethyl isomer (16B). We also synthesized two more isomers, namely 5, 6, 7 , 8-tetrahydro-3, 10-dimethoxy-1, 2,11, 12- bismethylenedioxy-6, and 7-cis- (and trans-) dimethyldibenzo (a, c) eyelooctene (12A and 16A) and mass spectra of these four isomers are discussed. IR (in chloroform), UV, NMR and MS of synthetic schizandrin C (12B) are identical with those of the natural compound.