The Synthesis, Antimicrobial Activity, and Molecular Docking of New 1, 2, 4-Triazole, 1, 2, 4-Triazepine, Quinoline, and Pyrimidine Scaffolds Condensed to Naturally Occurring Furochromones.

This study aims to synthesize a new series of furochromone derivatives, evaluate their antimicrobial properties, and improve the permeability of potent compounds to inhibit different types of bacteria and fungi. Hence, Substituted furo[3,2- g ]chromene-6-carbonitrile ( 3a,b ) readily form 7-amino-5-methyl-furo [3,2- g ]chromene-6-carbonitrile ( 4a , b ) via reduction using sodium borohydride in methanol. The same compounds of ( 4a , b ) were used as starting materials for the synthesis of new furochromone derivatives such as furochromeno [2,3- d ]pyrimidines, N - (6-cyano- 5-methyl-furochromene) acetamide, N -(6-cyano-5-methyl-furo chromene)-2-phenyl acetamide, N - (6-cyano-5-methyl-furochromene) formimidate, furochromeno[1,2,4]triazepin-5-amine, furochrom ene-6-carboxamide, furochromeno[1,2,4]triazolopyrimidines, and furochromeno[2,3- b ]quinolin- 6-amine. The structures of the new compounds were determined using spectroscopy: Nuclear Magnetic Resonance ( 1 H, 13 C), Mass spectra, Infrared, and elemental analysis. Molecular docking studies were conducted to investigate the binding patterns of the prepared compounds against DNA-gyrase (PDB 1HNJ). The results displayed that compounds furochromenotriazolopyrimidine ( 20a , b ), furochromenoquinolin-6-amine ( 21a , b ), furochromenotriazepin-amine ( 9a , b ), and furo- chromenopyrimidine-amine ( 19a , b ) were excellent antimicrobials.