Antioxidant and antiproliferative activities of hydroxyl-substituted Schiff bases

  • Bioorg Med Chem Lett. 2010 Apr 15;20(8):2417-20. doi: 10.1016/j.bmcl.2010.03.039.
Li-Xia Cheng  1 ,  Jiang-Jiang Tang ,  Hui Luo ,  Xiao-Ling Jin ,  Fang Dai ,  Jie Yang ,  Yi-Ping Qian ,  Xiu-Zhuang Li ,  Bo Zhou
Affiliations
  • 1. State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, Gansu 730000, China.
PMID: 20346660 DOI: 10.1016/j.bmcl.2010.03.039
Abstract

Eight hydroxyl-substituted Schiff Bases with the different number and position of hydroxyl group on the two asymmetric aromatic rings (A and B rings) were prepared by the reaction between the corresponding aromatic aldehyde and aniline. Their antioxidant effects against the stable galvinoxyl radical (GO(.)) in ethyl acetate and methanol, and 2,2'-azobis(2-amidinopropane hydrochloride) (AAPH)-induced DNA strand breakage, and their antiproliferative effects on human hepatoma HepG2 cells, were investigated. Structure-activity relationship analysis demonstrates that o-dihydroxyl groups on the aromatic A ring and 4-hydroxyl group attached to the aromatic B ring contribute critically to the antioxidant and antiproliferative activities.