Stereochemical and biochemical aspects of organoboron(III) compounds of hydrazonecarboxamides and hydrazonecarbothioamides

Abstract

Hydrazonecarboxamides and hydrazonecarbothioamides and their derivatives have important pharmacodynamic significance. In the search for better fungicides and bactericides, organoboron-(111) compounds derived from these ligands were screened for their antifungal and antibacterial activities. The heterocyclic aldimines were prepared by the condensation of (Zfuranyl)methanal, (Zthienyl)methanal, (2-pyridinyl)methanaI, (1H-indol-3-y1)methanal or 3-phenyl-2-propenal with hydrazinecarboxamide or hydrazinecarbothioamide. Unimolar and bimolar reactions between phenyldihydroxyborane and these ligands have produced PhB(OH)(NO), PhB(NO), , PhB(OH)(NS) and PhB(NS)* types of biologically active compounds. Structural assignment has been made through UV, IR and NMR ('H, "B and 13C) spectroscopy. TGA and XRD of a representative compound have also been carried out. The compounds were tested in vitro against a number of fungal and bacterial strains and were found to possess moderate to good toxicity.