Synthesis and Antimicrobial Activity of Furochromone, Benzofuran and Furocoumarin Derivatives Bearing Sulfonyl Moiety
| Autor: | Marwa A.M.Sh. El-Sharief, Sadia A. Hessein, Hamdy Kh. Thabet, Samir Y. Abbas, Yousry A. Ammar |
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| Jazyk: | angličtina |
| Rok vydání: | 2016 |
| Předmět: |
Sulfonyl
chemistry.chemical_classification 010405 organic chemistry Chemistry Furocoumarin General Chemistry Antimicrobial 01 natural sciences 0104 chemical sciences lcsh:Chemistry 010404 medicinal & biomolecular chemistry chemistry.chemical_compound lcsh:QD1-999 Organic chemistry Moiety visnagine (furochromones) visnaginone (benzofurans) bergaptene (furocoumarins) sulfonamides antimicrobial activity Benzofuran |
| Zdroj: | Croatica Chemica Acta Volume 89 Issue 1 Croatica Chemica Acta, Vol 89, Iss 1, Pp 91-100 (2016) |
| ISSN: | 1334-417X 0011-1643 |
| Popis: | New visnagin-9-sulfonamide derivatives 3 and 4a−c were synthesized through the reaction of visnagin-9-sulfonyl chloride 2 with amino compounds. Acetylation of compounds 4b and 4c gave the monoacetyl and diacetyl derivatives 5 and 6, respectively. Diazotization reaction of compound 4b afforded the corresponding benzotriazole derivative 8. Pyrazole and thiopyrimidine derivatives 9 and 10 were obtained via the opening of pyrone ring upon reaction of compound 3 with hydrazine hydrate and thiourea, respectively. In addition, hydrolysis of compound 3 with potassium hydroxide furnished the visnaginone derivative 11 which used as starting material for synthesize benzofuran derivatives 12−14 and bergaptene derivatives 15−17. The synthesized compounds were tested for antimicrobial activity. Furochromone derivatives 3, 4a−c, 5, 6 and 8 (visnagin-9-sulfonamide derivatives) demonstrate moderate antibacterial and antifungal activities compared with the antibacterial and antifungal activites of the standard drugs. Benzofuran derivatives 11−14 (visnaginone derivatives) showed the lowest antimicrobial activity among all the compounds investigated in this study. Furocoumarin derivatives 15a,b, 16 and 17 (furobenzopyransulfonamide [bergaptensulfonamides]) are moderately active against all the tested strains. This work is licensed under a Creative Commons Attribution 4.0 International License. |
| Databáze: | OpenAIRE |
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