Synthesis and antimicrobial activity of some new N-glycosides of 2-thioxo-4-thiazolidinone derivatives |
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Authors: | Nadia Hanafy Metwally Magda Ahmed Abdalla Mosselhi Abdel Nabi Mosselhi Ebrahim Adel El-Desoky |
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Affiliation: | Department of Chemistry, Faculty of Science, Cairo University, Giza, Egypt |
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Abstract: | 5-Arylidene-2-thioxo-4-thiazolidinones 3a-f react with each of 2,3,4,6-tetra-O-acetyl-α-d-glucopyranosyl and α-d-galactopyranosyl bromides 4a,b in acetone in the presence of aqueous potassium hydroxide at room temperature to afford N-(2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyl) or N-(2,3,4,6-tetra-O-acetyl-β-d-galactopyranosyl) 2-thioxo-4-thiazolidinone derivatives 5a-f. Similarly, the reaction of 5-cycloalkylidene-2-thioxo-4-thiazolidinones 7a,b with 4a gave the corresponding N-glucosides 8a,b. Also, 5-pyrazolidene rhodanines 10a-e react with 4a to afford the new N-glucosides 11a-e. Treatment of compounds 15 and 16 with 4a in the presence of few drops of triethylamine or in KOH solution accomplished the mono- and bis-nucleosides 17 and 18, respectively. Some selected products were tested for their antimicrobial activities. |
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Keywords: | 2-Thioxo-4-thiazolidinone 2,3,4,6-Tetra-O-acetyl-α- smallcaps" >d-glucopyranosyl N-Glycoside-2-thioxo-4-thiazolidinone derivatives Antimicrobial activities |
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