title: Antitumor activity and DNA-binding investigations of isoeuxanthone and its piperidinyl derivative.
abstract: The binding mode and affinity of isoeuxanthone (1,6-dihydroxyxanthone) (1) and its piperidinyl derivative (1-hydroxy-6-(2-(1-piperidinyl)ethoxy)xanthone) (2) with calf thymus DNA were studied using absorption spectroscopy, fluorescence spectroscopy, circular dichroism (CD) spectroscopy and viscosity measurements. Results indicate that the two xanthones can intercalate into the DNA base pairs by the plane of xanthone ring and the binding affinity of the piperidinylethoxy substituted xanthone 2 is stronger than 1. In addition, the cytotoxic effects of both compounds were evaluated with the human cervical cancer cell line (HeLa) and human hepatocellular liver carcinoma cell line (HepG2) using acid phosphatase assay. Analyses show that the piperidinylethoxy substituted xanthone exhibits more effective cytotoxic activity than isoeuxanthone against the two cancer cells. The effects on the inhibition of tumor cells in vitro agree with the studies of DNA-binding.
authors.affiliation: Research Center of Advanced Materials Science and Technology, Taiyuan University of Technology. tywanghf@126.com
authors.forename: Huifang
authors.initials: H
authors.lastname: Wang
authors.forename: Liqiao
authors.initials: L
authors.lastname: Wei
authors.forename: Hong
authors.initials: H
authors.lastname: Yan
authors.forename: Xianghua
authors.initials: X
authors.lastname: Gao
authors.forename: Bingshe
authors.initials: B
authors.lastname: Xu
authors.forename: Ning
authors.initials: N
authors.lastname: Tang
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000378:metabolism / Q000633:toxicity; D002417:Cattle; D002470:Cell Survival / Q000187:drug effects; D002942:Circular Dichroism; D004247:DNA / Q000378:metabolism; D006367:HeLa Cells; D056945:Hep G2 Cells; D006801:Humans; D010880:Piperidines / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet; D044004:Xanthones / Q000737:chemistry* / Q000378:metabolism / Q000633:toxicity
chemical_list: C585166:1,6-dihydroxyxanthone; D000970:Antineoplastic Agents; D010880:Piperidines; D044004:Xanthones; C032727:piperidine; D004247:DNA; C427203:calf thymus DNA