Design, synthesis and crystal structure of six macrocyclic complexes as efficient and effective nitric oxide scavengers. (1st December 2018)

• Record Type: Journal Article
• Authors: Cheng, Qingrong; Wan, Yuqi; Wang, Liwen; Liao, Guiying; Pan, Zhiquan
• Is Part Of: Polyhedron. Volume 156(2018)
• Page Start: 249
• Page End: 256
• Publication Date: 2018-12-01
• Subjects: Macrocyclic complex -- Crystal structure -- Nitric oxide scavenger -- DNA binding -- synthesis; Chemistry, Inorganic -- Periodicals; Chimie inorganique -- Périodiques; Organometaalverbindingen; Anorganische chemie; 546.05
• DOI: 10.1016/j.poly.2018.08.061
• Languages: English
• ISSNs: 0277-5387

Abstract

Graphical abstract: Six macrocyclic M(II) complexes with 2-thiofuranmethyl(or 2-furanmethyl, 2-pydinemethyl) functional pendant arms formed five-coordinated mode, which benefits the supply of opened coordinated site to NO molecules. Abstract: Four new complexes of Robson-type macrocycles, [CuH(L 1 )]2 (ClO4 )2 (H2 O)2 (1 ), [CuH(L 2 )] ClO4 (2 ), [Cu H(L 3 )]2 (ClO4 )2 (3 ), [Cu H(L 4 )]2 (ClO4 )2 (CH3 CH2 OH)2 (CH3 CN)2 (4 ) and two reported Robson-type macrocycles polymers {[CuL 5 ](H2 O)2 } n (5 ), {[MnL 5 ](H2 O)2 } n (6 ) were obtained. The ligands (H2 L 1, H2 L 2, H2 L 3 ) are the products from the condensation between bata and N, N′-bis(3-formyl-5-X-salicylimine)-1, 2-ethylenediimine (X = CH3, Cl, F), respectively. Ligands H2 L 4 and H2 L 5 are the products of N, N′-bis(3-formyl-5-methylsalicylimine)-1, 2-propylenediimineand condensation with bafa and bapa, respectively. All the metal ions have unsaturated coordinated sites, which are available for NO binding. The binding of the complexes with NO molecules have been confirmed by UV–Vis spectrophotometry. The binding constants were calculated to be 1.28 × 10 3 M −1, 8.9 × 10 2 M −1, 7.7 × 10 3 M −1, 1.2 × 10 3 M −1, 1.2 × 10 3 M −1, 1.3 × 10 3 M −1 for1, 2, 3, 4, 5 and6, respectively. The control experiments revealed there was non-reversible binding of NO, which can be ascribed to specially coordination environment of the central ions. Moreover, the interactions of the complexes with calf thymus DNA (CT-DNA) have been measured by agarose gel electrophoresis, and unobvious DNA cleavage ability of complexes1, 3 and4 indicating no damage to DNA. The results reveal that complexes1, 3 and4 can be served as potential NO scavengers.