Fu Liangfeng, Lin Qi-Xian, Liby Karen T, Sporn Michael B, Gribble Gordon W
Department of Chemistry, Dartmouth College, Hanover, NH 03755, USA.
Org Biomol Chem. 2014 Jul 28;12(28):5192-200. doi: 10.1039/c4ob00679h.
An efficient synthesis of methyl 2-cyano-3,12-dioxoursol-1,9-dien-28-oate (CDDU-methyl ester) from commercially available ursolic acid, which features an oxidative ozonolysis-mediated C-ring enone formation, and provides the first access to ursolic acid-derived cyano enone analogues with C-ring activation. These new ursolic acid analogues show potent biological activities, with potency of approximately five-fold less than the corresponding oleanolic acid derivatives.
以市售熊果酸高效合成2-氰基-3,12-二氧乌索-1,9-二烯-28-酸甲酯（CDDU-甲酯），其特点是通过氧化臭氧分解介导形成C环烯酮，并首次获得具有C环活化的熊果酸衍生氰基烯酮类似物。这些新型熊果酸类似物显示出强大的生物活性，其效力比相应的齐墩果酸衍生物低约五倍。
