Synthesis and evaluation of in vitro biological activity of new series of quinazolinone and benzoxazinone derivatives

Abstract

A convenient synthesis for 1,3,4-thiadiazolyl quinazolinone derivatives is described via facile cyclization of anthranilic acid with succinic anhydride and upon reaction with glycine afforded 3-glycinyl quinazolinone derivative (2), which then treated with thiosemicarbazide and produced 1,3,4-thiadiazolyl quinazolinone derivative (3). Also, the key intermediate isothiocyanatobenzoazinone ( 13) is synthesized and checked for the synthesis of triazolyl-( 14), oxooxazolidinyl-( 15) and triazinanyl-(16a,b) benzoxazinone scaffolds by reaction with phenylhydrazine, glycine and urea and/ or thiourea, respectively.Antimicrobial activity of the synthesized compounds were evaluated against selected bacterial and fungal strains and compared with penicillin and compounds 6, 7b, 10b, 11, 14 and 16b exhibited promising activity as compared to the tested standard. The structures of the products were assigned and confirmed on the basis of their elemental analyses as well as spectral data (IR, MS and 1 H NMR).

Synthesis and evaluation of antibacterial and antifungal activity of new series of thiadiazoloquinazolinone derivatives.

“…In the view of high biological and pharmacological activity of quinazoline derivatives, we reported in our previous work certain substituted 39], and we aimed to continue our ongoing interest on synthesis of these scaffolds, and converge our progress in synthesizing some thiadiazolylquinazolinone derivatives. Herein, ________________________________________________ Egypt.…”

“…In the view of high biological and pharmacological activity of quinazoline derivatives, we reported in our previous work certain substitu quinazoline derivatives [35][36][37][38][39], and we aimed to continue our ongoing interest on synthesis of these scaffolds, and converge our progress in synthesizing some thiadiazolylquinazolinone derivatives. Herein, of antimicrobial activity of some of the synthesized compounds against selected bacteria and fungi strains in comparison with Ampicillin as antibacterial agent and Amphotericin B as antifungal agent exhibited promising activity as es.…”