Abstract

A library of azomethines SB1-SB10 has been synthesized by the condensation of 3,3’-((4-formyl-3-methoxyphenyl)azanediyl)dipropanenitrile (C) with aniline, fluoro-, chloro- and bromo- anilines. Azomethines at the imine linkage on reaction with chloroacetylchloride and triethylamines in 1,4-dioxan afforded a series of novel β-lactams BL1-BL10. 3,3’-((4-formyl-3-methoxyphenyl)azanediyl) dipropanenitrile (C) was synthesized by cyanoethylation of the m-anisidine followed by formylation in presence of POCl3 and DMF. All compounds were characterized by elemental analysis, FTIR and 1HNMR data and screened in-vitro for their activity against S. aureus, B. subtilis, P. vulgaris, E. coli, A. niger and A. fumigatus. Most of the compounds showed significant activity against microorganisms tested.

Keywords: β-lactams; Azomethines; Tertiary-amino-benzaldehyde; Cyanoethylation; Antimicrobial activity

Abbreviations: RAND: Research and Development; Anti-MHV: Anti-Mouse Hepatitis Virus; HSV-1: Herpes Simplex Virus Type-1; AD-5: Adenovirus Type-5; DMSO: Dimethyl Sulfoxide; MIC: Minimum Inhibitory Concentration; DMF: Dimethyl Formamide; TMS: Tetramethyl Silane