摘要
目的熊果酸是存在于多种天然植物中的一种三萜类化合物,因具有广泛的生物活性而备受关注。笔者拟通过对其进行结构修饰,以增加熊果酸的结构多样性,为筛选活性更好的化合物奠定基础。方法本研究首次利用链霉菌Streptomyces griseus subsp.griseus CGMCC 4.18,通过微生物转化的方式对熊果酸进行结构修饰与改造。结果得到化学方法难以得到且微生物转化中稀有的2位羟基化产物corosolic acid(2α,3β-dihydroxy-urs-12-en-28-oic acid)以及A环C-C单键打开的产物3,4-seco-ursan-4-hydroxy-12-en-3,28-dioic acid,更为可贵的是2位羟基的立体结构是α构型,这在微生物转化中是非常少见的。转化产物的结构通过波谱数据以及报道文献得知。结论通过链霉菌Streptomyces griseus subsp.griseus CGMCC 4.18对熊果酸进行结构改造,可以有效地增加熊果酸结构的多样性,这也充分体现了微生物转化具有区域选择性强、立体选择性高的特点。
OBJECTIVE To modify the structure of Ursolic acid（UA） , a pentacyclic tritet-pene acid, existing a variety of natural plants with extensive biological activities thus to increase the diversity of structure of UA and lay the foundation for screening more ac- tive compounds. METHODS The structure of UA was modified by Streptomyees griseus subsp, griseus CGMCC d. 18 by microbial transformation. RESULTS A rare hydroxylated at 2 position, product corosolic acid, 2α, 3β-dihydroxy-urs-12-en-28-oic acid which is difficult to obtain by chemical methods and the product 3,4-seco-ursan-4-hydroxy-12-en-3,28-dioic acid with cleavage of ring-A were yielded. Interesting,the hydroxylation at C-2 is ct configuration that is rare. The structures of product were established based on spec- troscopic data and reference compounds. CONCLUSION The structure diversity of ursolic acid was increased by microbial transfor- mation by Streptomyces. Furteremore, microbial transformation illustrated regional selectivity and high stereo-selectivity.
出处
《中国药学杂志》
CAS
CSCD
北大核心
2013年第23期1994-1997,共4页
Chinese Pharmaceutical Journal
基金
国家自然科学基金资助项目(20772158
21172267)
国家新药研究开发(2009ZX09301-003)
