Tanachatchairatana Tanud, Bremner John Barnard, Chokchaisiri Ratchanaporn, Suksamrarn Apichart
Department of Chemistry, Faculty of Science, Ramkhamhaeng University, Bangkapi, Bangkok, Thailand.
Chem Pharm Bull (Tokyo). 2008 Feb;56(2):194-8. doi: 10.1248/cpb.56.194.
Betulinic acid, oleanolic acid and ursolic acid have been modified at the C-3 position to cinnamate-based esters and in vitro antimycobacterial activity against Mycobacterium tuberculosis H(37)Ra has been determined. The results indicated that modification of the parent structures of betulinic acid, oleanolic acid and ursolic acid to the p-coumarate and, in the case of the latter two triterpenes, the ferulate ester analogues resulted in high antimycobacterial activity. Structure-activity relationships within the lupane, oleanane and ursane analogues and between these triterpenes are discussed.
桦木酸、齐墩果酸和熊果酸已在C-3位被修饰为肉桂酸酯，并测定了其对结核分枝杆菌H(37)Ra的体外抗分枝杆菌活性。结果表明，将桦木酸、齐墩果酸和熊果酸的母体结构修饰为对香豆酸酯，对于后两种三萜类化合物而言，修饰为阿魏酸酯类似物可产生较高的抗分枝杆菌活性。文中讨论了羽扇豆烷、齐墩果烷和乌苏烷类似物内部以及这些三萜类化合物之间的构效关系。
