Novel heteroleptic complexes of titanium(IV) derived from 2-hydroxyacetophenone: synthesis, characterization, antibacterial and molecular docking studies

• Published in: Medicinal chemistry research 2014-02, Vol.23 (2), p.699-707
• Main Authors: Samuel, Blassan, Tummalapalli, Kiran, Giri, Prasanth Vuppalapati, Pathak, Madhvesh
• Format: Article
• Language: English
• Subjects: Biochemistry; Biomedical and Life Sciences; Biomedicine; Cell Biology; Original Research; Pharmacology/Toxicology
• ISSN: 1054-2523; 1554-8120
• DOI: 10.1007/s00044-013-0660-y

A few new and versatile complexes of titanium(IV) derived from 2-hydroxyacetophenone of the types {[(Ap)Ti(OPr i ) 2− n (L 2 ) n ] ( 2a , 2e and 2f )}, {[(Ap)Ti(L 1 OR)(L 2 )] ( 2b–2d , 2g–2i )} have been synthesized by the reaction of the precursor [(Ap)Ti(OPr i ) 2 ] with different 2-heteroaryl methyl ketone oximes and alkoxyalkanols in various molar ratios in refluxing toluene yielded mono nuclear heteroleptic derivatives, {where, n  = 1–2, HAp = 2-hydroxyacetophenone, Pr i  = isopropyl, L 1  = O–CH 2 –CH 2 −, R = CH 3 , C 2 H 5 , C 4 H 9 and HL 2 =HONC(Me)py-2, HONC(Me)fu-2}. All these newly synthesized complexes were characterized by elemental analysis, mass, UV, FT-IR and NMR ( 1 H, 13 C) spectral studies. The mass spectra of the newly synthesized molecules indicate their monomeric state. Spectral studies suggest the bonding between metal and ligands in a tetra coordinated fashion. Thermogravimetric analyses indicate the multistep decomposition of complexes resulting TiO 2 as the end product at 600 °C. Antibacterial activities of these complexes were also exercised. Complex 2e is equipotent to the standard drug against Pseudomonas aeruginosa and Escherichia coli. A keen molecular docking study revealed lesser docking scores of some of these complexes than that of the standard drug gentamicin.