SYNTHESIS, CHARACTERIZATION AND ANTIFUNGAL ACTIVITY OF METAL COMPLEXES OF NOVEL QUINAZOLIN-4-ONE DERIVATIVES HAVING 8-HYDROXYQUINAZOLINE LIGAND

R.T. Vashi* and S.B. Patel

Department of Chemistry, Navyug Science College, Rander Road, Surat-395009, (INDIA)

*E-mail : vashirajendra@yahoo.co.in

Received on July 18, 2009 and accepted on December 01, 2009

ABSTRACT

Novel ligands containing quinazoline-4-one-8-hydroxyquinoline (QQ) merged moieties were prepared and characterized. For this anthranilic acid and 5-Bromoanthranilic acid were converted respectively into 2-chloromethyl–3-phenyl-3(H)-quinazoline-4-one and 2-chloromethyl–3-phenyl-6-Bromo-3(H)-quinazoline-4-one. Both these compounds were condensed with 5-amino-8-hydroxyquinoline. The so called resulted compounds were named respectively as 2-[(8-hydroxy-quinolinyl) –5- amino methyl] -3-phenyl- 3(H)- quinazoline -4- one and 2-[(8-hydroxyquinolinyl)-5-aminomethyl] -3-phenyl-6-Bromo-3(H)-quinazoline-4-one. Both the compounds were designated respectively as HL1 and HL2 ligands. The transition metal (Cu²⁺, Ni²⁺, Zn²⁺, Mn²⁺ and Co²⁺) complexes of both these ligands were prepared. The ligands and their complexes as case may be were characterized by elemental contents, spectral studies and number of hydroxyl groups. The stoichiometry of the complexes has been found to be 1: 2 (Metal: ligand). An octahedral geometry around Co²⁺, Ni²⁺ and Mn²⁺, distorted octahedral geometry around Cu²⁺ and tetra hedral geometry of around Zn²⁺ have been proposed. These complexes also been tested for their antifungal activities.

Keywords : Ligands, 8-hydroxyquinoline, IR spectral studies, Magnetic moment, Antifungal study.