10-去乙酰基-7-表紫杉醇转化为紫杉醇的研究

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.

An efficient conversion method of 10-deacetyl-7-epi-taxol into taxol

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.