DNA Topoisomerases I and II Inhibitory Activity and Cytotoxicity of Compounds from the Stems of Parthenocissus tricuspidata

Abstract

E-mail: woomh@cu.ac.krReceived May 2, 2013, Accepted June 18, 2013Activity-directed isolation of the methylene chloride fraction from the stems of Parthenocissus tricuspidatahave led to the identification of two new compounds (1−2): 1-(2',3',5'-trihydroxyphenyl)-2-(4-hydroxyphenyl)-ethane-1,2-(E)-epoxide (1, tricuspidatin A) and erythro-1-(3',5'-dihydroxyphenyl)-2-(4-hydroxyphenyl)-ethane-1,2-diol ( 2, tricuspidatin B), together with four known compounds ( 3−6): β-sitosterol ( 3), nonacosan-1-ol (4), 3-(4-hydroxy-3-methoxyphenyl)-2-propenoic acid hexacosyl ester (5) and betulinic acid (6). Theirchemical structures were elucidated based on spectroscopic (IR, UV, MS, 1D and 2D NMR) and physico-chemical analyses. Compounds 1 and 2 showed strong DNA topoisomerase II inhibitory activity at bothconcentrations of 20 and 100 µM. In addition, 3 exhibited strong cytotoxic activity against the HT-29 andHepG2 cancer cell lines, and 6 showed strong cytotoxicity against the HT-29 and MCF-7 ones.Key Words : Parthenocissus tricuspidata , Vitaceae, DNA topoisomerases I and II, CytotoxicityIntroductionDNA topoisomerases are enzymes involved in the relaxa-tion of DNA during a number of critical cellular processes,including replication, recombination, and transcription bytransiently breaking one or two strands of DNA, passing asingle- or double-stranded DNA through the break, andresealing the break.