Novakovic Miroslav, Nikodinovic-Runic Jasmina, Veselinovic Jovana, Ilic-Tomic Tatjana, Vidakovic Vera, Tesevic Vele, Milosavljevic Slobodan
Institute of Chemistry, Technology and Metallurgy, ‡Institute of Molecular Genetics and Genetic Engineering, §Institute for Biological Research "Sinisa Stankovic", and ⊥Faculty of Chemistry, University of Belgrade , 11000 Belgrade, Serbia.
J Nat Prod. 2017 May 26;80(5):1255-1263. doi: 10.1021/acs.jnatprod.6b00805. Epub 2017 Apr 3.
Seven derivatives of pentacyclic triterpene acids (1-7) were isolated from the bark of Alnus viridis ssp. viridis using a combination of column chromatography and semipreparative HPLC. Compounds 1-3, 6, and 7 were determined to be new after spectroscopic data interpretation and were assigned as 27-hydroxyalphitolic acid derivatives (1-3), a 27-hydroxybetulinic acid derivative (6), and a 3-epi-maslinic acid derivative (7), respectively. Pentacyclic triterpenoids with a C-27 hydroxymethyl group have been found in species of the genus Alnus for the first time. These compounds were subjected to cytotoxicity testing against a number of cancer cell lines. Also, selected pentacyclic triterpenoids were selected as potential inhibitors of topoisomerases I and IIα for an in silico investigation.
利用柱色谱法和半制备型高效液相色谱法相结合的方法,从绿桤木亚种绿桤木的树皮中分离出了七种五环三萜酸衍生物(1-7)。通过光谱数据解析确定化合物1-3、6和7为新化合物,分别被鉴定为27-羟基白蓬草酸衍生物(1-3)、一种27-羟基桦木酸衍生物(6)和一种3-表马斯里酸衍生物(7)。首次在桤木属植物中发现了具有C-27羟甲基的五环三萜类化合物。对这些化合物针对多种癌细胞系进行了细胞毒性测试。此外,还选择了特定的五环三萜类化合物作为拓扑异构酶I和IIα的潜在抑制剂进行计算机模拟研究。