Zhang Pu, Hao Jia, Liu Jun, Lu Qian, Sheng Huaming, Zhang Luyong, Sun Hongbin
Center for Drug Discovery, College of Pharmacy, China Pharmaceutical University, 24 Tongjia Xiang, Nanjing 210009, People's Republic of China.
J Nat Prod. 2009 Aug;72(8):1414-8. doi: 10.1021/np9002367.
The 3-deoxy-2-keto derivatives 5 and 7 of oleanolic acid (1) and ursolic acid (2), respectively, served as precursors to the synthesis of 35 3-deoxy derivatives of pentacyclic triterpenes. The synthesized compounds were biologically assayed for their inhibitory activity against rabbit muscle glycogen phosphorylase a (GPa). Among this series of compounds, 2alpha-hydroxyurs-12-en-28-oic acid (18) (IC(50) = 1.2 microM) exhibited the most potent activity. Preliminary structure-activity relationship analysis for the 3-deoxy triterpene derivatives as GP inhibitors is also discussed.
齐墩果酸（1）和熊果酸（2）的3 - 脱氧 - 2 - 酮衍生物5和7分别作为合成五环三萜3 - 脱氧衍生物的前体。对合成的化合物进行了针对兔肌肉糖原磷酸化酶a（GPa）的抑制活性的生物学测定。在这一系列化合物中，2α - 羟基乌苏 - 12 - 烯 - 28 - 酸（18）（IC50 = 1.2微摩尔）表现出最强的活性。还讨论了作为糖原磷酸化酶抑制剂的3 - 脱氧三萜衍生物的初步构效关系分析。
