Mixed-Ligand Cu(II) Carboxylates: Synthesis, Crystal Structure, FTIR, DNA Binding, Antidiabetic, and Anti-Alzheimer’s Studies

• Published in: Russian journal of inorganic chemistry 2019-11, Vol.64 (11), p.1365-1378
• Main Authors: Afifa Mushtaq, Ali, Saqib, Tahir, Muhammad Nawaz, Haider, Ali, Ismail, Hammad, Iqbal, Muhammad
• Format: Article
• Language: English
• Subjects: Binding; Carboxylates; Chemical analysis; Chemistry; Chemistry and Materials Science; Coordination Compounds; Copper; Copper compounds; Crystal lattices; Crystal structure; Deoxyribonucleic acid; Diabetes; Dimers; DNA; Geometry; Glucosidase; Grooves; Hydrogen bonding; Infrared analysis; Inorganic Chemistry; Lattice vibration; Ligands; Monoclinic lattice; Nitrogen atoms; Oxygen atoms; Pyridines; Single crystals; Synthesis
• ISSN: 0036-0236; 1531-8613
• DOI: 10.1134/S0036023619110147

— A series of four new copper(II) complexes [Cu 2 (2-BrC 6 H 4 CH 2 COO) 4 (Phen) 2 ] ( 1 ), [Cu(2-BrC 6 H 4 CH 2 COO) 2 (Bipy)] ( 2 ), [Cu 2 (2-BrC 6 H 4 CH 2 COO) 4 (3-BrPy) 2 ] ( 3 ) and [Cu 2 (2-BrC 6 H 4 CH 2 COO) 4 (3-MePy) 2 ] ( 4 ) where Phen = 1,10-phenenthroline, Bipy = 2,2′-bipyridine, BrPy = bromopyridine and MePy = methylpyridine have been successfully synthesized and analyzed by elemental analysis, FT-IR, UV-Visible, and single crystal XRD. Complexes 1 , 3 and 4 are dimeric and crystallize in the monoclinic space groups p 21/ c and C 2/ c , respectively. Distorted square pyramidal geometry around each Cu(II) ion in 1 is formed by the two nitrogen atoms from phenenthroline lying equatorially and three oxygen atoms from three monodentately coordinated carboxylate ligands. Two out of three ligands bridged the two metal ions with Cu···Cu intra dimer distance of 3.62 Å. In 3 and 4 , four bidentate carboxylate ligands coordinate to two metal atoms which bridge them equatorially to give rise paddlewheel conformation with square pyramidal geometry around each metal atom. The axial positions of a square pyramid and trigonal bipyramid are occupied by nitrogen donor substituted pyridines with Cu···Cu intra dimer distances of 2.66 and 2.69 Å, respectively. The complex 2 being monomeric, crystallizes in the monoclinic space group C 2 /c with distorted square planar geometry around metal atom. A wide range of hydrogen bonding and π‒π stacking interactions are present throughout the crystal lattice in all complexes. DNA binding study through spectroscopic technique suggested strong capacity of complexes 1 – 4 to bind with DNA strand preferably through intercalative and groove binding modes with K b values 6.03 × 10 3 , 1.34 × 10 4 , 3.18 × 10 4 and 3.14 × 10 4 M –1 respectively. The α-glucosidase and anticholinesterase enzyme inhibition assays were performed to investigate the potential of 1 – 4 as anti-diabetic and anti-alzheimer agents. The results revealed anti-diabetic nature of synthesized complexes with IC 50 values in following order 1 < 2 < 3 < 4 with acarbose as control in concentration dependent manner. All these complexes exhibited mild activities against anticholinesterases with galantamine hydrobromide as control. The manuscript reports structurally diverse, bio-active complexes.