title: Chiral copper(II) complex based on natural product rosin derivative as promising antitumour agent.
abstract: To evaluate the biological preference of chiral drug candidates for molecular target DNA, the synthesis and characterization of a chiral copper(II) complex (2) of a chiral ligand N,N'-(pyridin-2-ylmethylene) dehydroabietylamine (1) was carried out. The interactions of 1 and 2 with salmon sperm DNA were investigated by viscosity measurements, UV, fluorescence and circular dichroism (CD) spectroscopic techniques. Absorption spectral, emission spectral and viscosity analysis reveal that 1 and 2 interacted with DNA through intercalation and 2 exhibited a higher DNA binding ability. In the absence/presence of ascorbic acid, 1 and 2 cleaved supercoiled pBR322 DNA by single-strand and 2 displayed stronger DNA cleavage ability. In addition, in vitro cytotoxicity of 1 and 2 against HeLa, SiHa, HepG-2 and A431 cancer cell lines study show that they exhibited effective cytotoxicity against the tested cell lines, notably, 2 showed a superior cytotoxicity than the widely used drug cisplatin under identical conditions, indicating it has the potential to act as effective anticancer drug. Flow cytometry analysis indicates 2 produced death of HeLa cancer cells through an apoptotic pathway. Cell cycle analysis demonstrates that 2 mainly arrested HeLa cells at the S phase. The study represents the first step towards understanding the mode of the promising chiral rosin-derivative based copper complexes as chemotherapeutics.
authors.affiliation: College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, PR China; Coordination Chemistry Institute, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, PR China. Electronic address: hgfbl@njfu.edu.cn.
authors.forename: Bao-Li
authors.initials: BL
authors.lastname: Fei
authors.affiliation: College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, PR China.
authors.forename: Zhi-Xiang
authors.initials: ZX
authors.lastname: Huang
authors.affiliation: College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, PR China.
authors.forename: Wu-Shuang
authors.initials: WS
authors.lastname: Xu
authors.affiliation: College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, PR China.
authors.forename: Dong-Dong
authors.initials: DD
authors.lastname: Li
authors.affiliation: College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, PR China.
authors.forename: Yang
authors.initials: Y
authors.lastname: Lu
authors.affiliation: College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, PR China.
authors.forename: Wei-Lin
authors.initials: WL
authors.lastname: Gao
authors.affiliation: Coordination Chemistry Institute, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, PR China.
authors.forename: Yue
authors.initials: Y
authors.lastname: Zhao
authors.affiliation: College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, PR China.
authors.forename: Yu
authors.initials: Y
authors.lastname: Zhang
authors.affiliation: College of Science, Nanjing Forestry University, Nanjing 210037, PR China.
authors.forename: Qing-Bo
authors.initials: QB
authors.lastname: Liu
mesh_terms: D000970:Antineoplastic Agents / Q000737:chemistry / Q000494:pharmacology*; D017209:Apoptosis / Q000187:drug effects; D045744:Cell Line, Tumor; D003300:Copper / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006801:Humans; D012116:Resins, Plant / Q000737:chemistry / Q000494:pharmacology*; D013057:Spectrum Analysis / Q000379:methods; D013237:Stereoisomerism; D014783:Viscosity
chemical_list: D000970:Antineoplastic Agents; D012116:Resins, Plant; D003300:Copper; C013893:rosin
keywords: Chirality; Copper(II) complex; Cytotoxicity; DNA