DNA Oxidative Cleavage Induced by the Novel Peptide Derivatives of 3-(quinoxalin-6-yl)alanine in Combination with Cu(II) or Fe(II) Ions. (8th February 2010)

• Record Type: Journal Article
• Authors: Szczepanik, Wojciech; Kucharczyk-Klamińska, Marzena; Stefanowicz, Piotr; Staszewska, Anna; Szewczuk, Zbigniew; Skała, Jacek; Mysiak, Andrzej; Jeżowska-Bojczuk, Małgorzata
• Other Names: Brabec Viktor Academic Editor.
• Is Part Of: Bioinorganic chemistry and applications. Volume 2009(2009)
• Publication Date: 2010-02-08
• Subjects: Bioinorganic chemistry -- Periodicals; Bioinorganic chemistry; Biochemistry; Inorganic Chemistry; Chemistry, Bioinorganic; Periodicals; 572.51
• DOI: 10.1155/2009/906836
• Languages: English
• ISSNs: 1565-3633

Abstract

Abstract : Three model dipeptides containing 3-(2, 3-di(pyridin-2-yl)quinoxalin-6-yl)alanine, 3-(dipyrido[3, 2-a:2, 3-c]phenazin-11-yl)alanine, and 3-(2, 3-diphenylquinoxalin-6-yl)alanine were studied with respect to their ability to bind selected transition metal ions, such as Cu(II), Fe(II), Ni(II), Co(II), Mn(II), and Cr(III). It was found that only Cu(II) and Fe(II) ions could form stable complex species with the studied compounds. The ability to form the complexes correlated well with DNA damage experiments. Only the ferrous and cupric complexes are capable of generating both single- and double-strand scissions. However, double-strand breakages appear to be dominating lesions in the presence of hydrogen peroxide, especially for copper(II) containing systems. The quantity of breakage products in the presence of N -(3-(dipyrido[3, 2- a :2, 3- c ]phenazine-11-yl)alanyl)glycine complexes was the highest as compared to the complexes of the remaining compounds. Moreover, this ligand was the only one that cleaved DNA in the absence of either Cu(II) or Fe(II) ions.