A seven-coordinated manganese(II) complex with V-shaped ligand bis(N-benzylbenzimidazol-2-ylmethyl)benzylamine: Synthesis, structure, DNA-binding properties and antioxidant activities

• Published in: Journal of photochemistry and photobiology. B, Biology Vol. 116; pp. 13 - 21
• Main Authors: Wu, Huilu, Yuan, Jingkun, Bai, Ying, Wang, Hua, Pan, Guolong, Kong, Jin
• Format: Journal Article
• Language: English
• Published: Switzerland Elsevier B.V 05.11.2012
• Subjects: Animals; antioxidant activity; Antioxidant property; antioxidants; Benzimidazole; Benzylamines - chemistry; Cattle; Chemistry Techniques, Synthetic; Crystal structure; DNA; DNA - metabolism; DNA-binding property; Free Radical Scavengers - chemical synthesis; Free Radical Scavengers - chemistry; Free Radical Scavengers - metabolism; Hydroxyl Radical - chemistry; in vitro studies; Ligands; manganese; Manganese - chemistry; Manganese(II) complex; Models, Molecular; Molecular Conformation; nuclear magnetic resonance spectroscopy; Organometallic Compounds - chemical synthesis; Organometallic Compounds - chemistry; Organometallic Compounds - metabolism; photobiology; photochemistry; Superoxides - chemistry; Viscosity; X-radiation; X-ray diffraction; DNA-binding property; Manganese(II) complex; Benzimidazole; Antioxidant property; Crystal structure
• ISSN: 1011-1344; 1873-2682
• DOI: 10.1016/j.jphotobiol.2012.07.005

A V-shape ligand L and its Mn(II) complex, [MnL(pic)]·H2O were synthesized and characterized. Supramolecular interactions arising from π⋯π stacking interactions results in multidimensional structures. [Display omitted] ► A seven-coordinated manganese(II) complex was constructed. ► The ligand and Mn(II) complex bind to DNA in an intercalation mode. ► The Mn(II) complex has a strong potential to be applied as an antioxidant. A manganese(II) complex of the type, [MnL(pic)2]·H2O, was obtained by the reaction of the V-shaped ligand bis(N-benzylbenzimidazol-2-ylmethyl)benzylamine (L) with Mn(pic)2 (pic=picrate). The ligand L and Mn(II) complex were confirmed on the basis of elemental analysis, molarconductivities, 1H NMR, IR, UV–vis spectra and X-ray crystallography. Single-crystal X-ray revealed that central Mn(II) atom is seven-coordinate with a MnN3O4 environment, in which ligand L acts as a tridentate N-donor. The remaining coordination sites were occupied by four O atoms afforded by two picrate anion. Interaction of the free ligand L and Mn(II) complex with DNA were investigated by spectrophotometric methods and viscosity measurements. The results suggested that both ligand L and Mn(II) complex bind to DNA in an intercalative binding mode, and DNA-binding affinity of the Mn(II) complex is stronger than that of ligand L. Moreover, antioxidant assay in vitro shows the Mn(II) complex possesses significant antioxidant activities.