雅致小克银汉霉AS3.2028对香紫苏醇的初次及二次羟基化修饰

The primary and second hydroxylation of sclareol by Cunninghamella elegans AS3.2028

目的应用生物转化的方式对香紫苏醇的反式十氢萘环进行羟基化修饰。方法选择经典的药物代谢模型真菌雅致小克银汉霉AS3.2028对香紫苏醇进行一次和二次转化,转化产物经过硅胶柱层析及葡聚糖凝胶Sephadex LH20分离纯化,进而采用MS、1D/2D NMR技术鉴定转化产物结构。结果与结论雅致小克银汉霉AS3.2028对香紫苏醇初级转化,得到4个转化产物,分别为2α-OH香紫苏醇、3β-OH香紫苏醇、18-OH香紫苏醇和19-OH香紫苏醇。继而首次以3β-OH香紫苏醇为底物再次进行羟基化,得到3β,6α-OH香紫苏醇及3-羰基香紫苏醇,其中3β,6α-OH香紫苏醇为未见报道的新化合物。

Objective To study the hydroxylation of the trans-decalin of sclareol via biotransformation. Methods The fungal Cunninghamella elegans AS3. 2028,w hich w as the classic drug metabolism model,w as selected to be the biocatalysts in biotransformation of sclareol. The products w ere prepared in a scale and separated via silica gel column chromatography and Sephadex gel LH20,and subjected to ESI-M S and 1 D/2 D NM R analysis to identify the structure. Results and Conclusion A complete conversion is carried out w hen the concentration of sclareol is 0. 1 g/L by Cunninghamella elegans AS3. 2028,and four transformation products are 2α-OH sclareol,3β-OH sclareol,18-OH sclareol and 19-OH sclareol. For the first time,the 3β,6α-OH sclareol and 3-keto sclareol are obtained by the second hydroxylation w hen 3β-OH sclareol used as the substrate,and 3β,6α-OH sclareol is first reported compound.