Simirgiotis Mario J, Jiménez Carlos, Rodríguez Jaime, Giordano Oscar S, Tonn Carlos E
INTEQUI-CONICET-Facultad de Química, Bioquímica y Farmacia, Universidad Nacional de San Luis, Chacabuco y Pedernera, 5700 San Luis, Argentina.
J Nat Prod. 2003 Dec;66(12):1586-92. doi: 10.1021/np030273i.
Two new dammarane triterpenes have been isolated from the aerial parts of Ibicella lutea, 3-acetyl-24-epi-polacandrin (1) and 1,3-diacetyl-24-epi-polacandrin (2), and were obtained along with the known compounds 20S,24S-epoxy-3beta,12beta,25-trihydroxydammarane (3) and apigenin. The structures of compounds 1 and 2 were deduced by spectroscopic studies and by chemical transformations leading to the preparation of derivatives 4-11. The structure and relative stereochemistry of 1 were verified by single-crystal X-ray analysis. The natural compounds and selected semisynthetic derivatives were evaluated against several tumor cells.
从黄花刺茄的地上部分分离出了两种新的达玛烷三萜,3-乙酰基-24-表-波拉坎德林(1)和1,3-二乙酰基-24-表-波拉坎德林(2),它们与已知化合物20S,24S-环氧-3β,12β,25-三羟基达玛烷(3)和芹菜素一同被获得。通过光谱研究和导致衍生物4-11制备的化学转化推导了化合物1和2的结构。通过单晶X射线分析验证了1的结构和相对立体化学。对天然化合物和选定的半合成衍生物进行了几种肿瘤细胞的评估。