Synthesis and Evaluation of Antibacterial and Antifungal Activities of 1,3-Disubstituted-4-thioxoimidazolidin-2-one Derivatives

1,3-Disubstituted-4-thioxoimidazolidin-2-one derivatives with various substituents at N1 and N3 were synthesized with high yields and excellent purity by the reaction of various N-arylcyanothioformamide derivatives with isocyanate derivatives. The activity of these products as antibacterial and antifungal agents was studied to through some light on structural activity relationship. Some of synthesized compounds showed significant antibacterial and antifungal activities. Most of the imidazole derivatives possess significant antifungal activity aginst S. cerevisiae (MIC 1–10 µg mL–1). As comparision with ketoconazole, most of the imidazole derivatives showed activity ranging from 50 % less activity to fourfold activity. This work is licensed under a Creative Commons Attribution 4.0 International License

Synthesis and Antimicrobial Activity of Furochromone, Benzofuran and Furocoumarin Derivatives Bearing Sulfonyl Moiety

New visnagin-9-sulfonamide derivatives <b>3</b> and <b>4a−c</b> were synthesized through the reaction of visnagin-9-sulfonyl chloride <b>2</b> with amino compounds. Acetylation of compounds <b>4b</b> and <b>4c</b> gave the monoacetyl and diacetyl derivatives <b>5</b> and <b>6</b>, respectively. Diazotization reaction of compound <b>4b</b> afforded the corresponding benzotriazole derivative <b>8</b>. Pyrazole and thiopyrimidine derivatives <b>9</b> and <b>10</b> were obtained via the opening of pyrone ring upon reaction of compound <b>3</b> with hydrazine hydrate and thiourea, respectively. In addition, hydrolysis of compound <b>3</b> with potassium hydroxide furnished the visnaginone derivative <b>11</b> which used as starting material for synthesize benzofuran derivatives <b>12−14</b> and bergaptene derivatives <b>15−17</b>. The synthesized compounds were tested for antimicrobial activity. Furochromone derivatives <b>3</b>, <b>4a−c</b>, <b>5</b>, <b>6</b> and <b>8</b> (visnagin-9-sulfonamide derivatives) demonstrate moderate antibacterial and antifungal activities compared with the antibacterial and antifungal activites of the standard drugs. Benzofuran derivatives <b>11−14</b> (visnaginone derivatives) showed the lowest antimicrobial activity among all the compounds investigated in this study. Furocoumarin derivatives <b>15a,b</b>, <b>16</b> and <b>17</b> (furobenzopyransulfonamide [bergaptensulfonamides]) are moderately active against all the tested strains. <br><a rel="license" href="http://creativecommons.org/licenses/by/4.0/"><img alt="Creative Commons License" style="border-width:0" src="https://i.creativecommons.org/l/by/4.0/80x15.png" /></a> This work is licensed under a <a rel="license" href="http://creativecommons.org/licenses/by/4.0/">Creative Commons Attribution 4.0 International License</a>