中国药物化学杂志
中國藥物化學雜誌
중국약물화학잡지
Chinese Journal of Medicinal Chemistry
2005年
2期
94-96,99
,共4页
药物化学%化学合成%紫杉醇%10-去乙酰基-7-表紫杉醇%7-表紫杉醇
藥物化學%化學閤成%紫杉醇%10-去乙酰基-7-錶紫杉醇%7-錶紫杉醇
약물화학%화학합성%자삼순%10-거을선기-7-표자삼순%7-표자삼순
medicinal chemistry%chemical synthesis%taxol%10-deacetyl-7-epi-taxol%7-epi-taxol
目的将天然紫杉烷类物质10-去乙酰基-7-表紫杉醇高效地转化为抗癌药物紫杉醇.方法首先将10-去乙酰基-7-表紫杉醇中的2'-OH选择性保护、7-OH乙酰化、去保护3步一锅反应获得7-表紫杉醇,再在DBU的催化下差向异构化为紫杉醇.结果本方法以10-去乙酰基-7-表紫杉醇为起始原料,以40%的总收率制备得到紫杉醇.结论建立了一条将天然紫杉烷类物质以较高的化学选择性以及良好的收率转化为紫杉醇的途径.
目的將天然紫杉烷類物質10-去乙酰基-7-錶紫杉醇高效地轉化為抗癌藥物紫杉醇.方法首先將10-去乙酰基-7-錶紫杉醇中的2'-OH選擇性保護、7-OH乙酰化、去保護3步一鍋反應穫得7-錶紫杉醇,再在DBU的催化下差嚮異構化為紫杉醇.結果本方法以10-去乙酰基-7-錶紫杉醇為起始原料,以40%的總收率製備得到紫杉醇.結論建立瞭一條將天然紫杉烷類物質以較高的化學選擇性以及良好的收率轉化為紫杉醇的途徑.
목적장천연자삼완류물질10-거을선기-7-표자삼순고효지전화위항암약물자삼순.방법수선장10-거을선기-7-표자삼순중적2'-OH선택성보호、7-OH을선화、거보호3보일과반응획득7-표자삼순,재재DBU적최화하차향이구화위자삼순.결과본방법이10-거을선기-7-표자삼순위기시원료,이40%적총수솔제비득도자삼순.결론건립료일조장천연자삼완류물질이교고적화학선택성이급량호적수솔전화위자삼순적도경.
Aim To study the semisynthesis of taxol, a potent anticancer drug, starting from naturally occurring 10-deacetyl-7-epi-taxol. Methods 10-Deacetyl-7-epi-taxol was converted into taxol via the chemoselective protection of 2′-OH, acetylation of 10-OH and deprotection in a one-pot procedure, followed by the epi-merization of 7-epi-taxol,using 1,8-diazabicyclo-[5,4,0] undec-7-ene(DBU)as a catalyst. Results A facile and efficient conversion method of 10-deacetyl-7-epi-taxol into taxol has been accomplished in an overall yield of 40 %. Condusions This semisynthesis is an available alternative approach to afford taxol with high chemoselectivity and yield from naturally occurring taxanes.
