Potentially biodynamic tetraaza macrocycles and their manganese complexes: Antiandrogen, antimicrobial and PDI studies

Abstract

Fourteen to eighteen membered tetraazamacrocyclic ligands N 4TTD1-N4TTD4 have been synthesized bythe condensation of aliphatic diamines. H2N-(CH2) y-NH2 (y = 2 or 3) and dicarboxylic acids, HOOC-(CH 2)x-COOH (x = 1 or 2) in the presence of condensing reagents dicyclohexylcarbodiimide (DCHC) and 4-dimethylaminopyridine (DMAP). On reduction these macrocyclic ligands give N4TTD5-N 4TTD8, which formcomplexes with manganese(II) acetate. The new products with octahedral geometry have been characterizedby elemental analyses, molecular weight determinations, magnetic moment and spectral studies viz., infrared,electronic, mass and X-ray. On the basis of the spectral studies the binding sites are proposed as the nitrogenatom of the macrocycles. The formulation of the complexes as [Mn(CH3COO)2(N 4TTDn)] (where n = 1 - 8)has been established on the basis of chemical composition. To assess the growth inhibiting potential of theligands and their manganese (II) complexes biological screening have been undertaken. The testicularmorphology, testicular sperm density, sperm motility, density of cauda epididymal spermatozoa and fertilityin mating trials and biochemical parameters of reproductive organs with ligands and their correspondingcomplexes, in vivo have also been described in the this communication.