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| Title: | Diastereoselective Synthesis and Antifungal Activity of Glycosyl Isoxazolines |
| Authors: | Mishra, R C
Tewari, Neetu
Verma, S S
Tripathi, R P
Kumar, Manish
Shukla, P K |
| Keywords: | Cycloaddition
Isoxazoline
DBU
Antifungal activity |
| Issue Date: | 2004 |
| Citation: | J. Carbohydr. Chem. 23, 353( 2004) |
| Series/Report no.: | CDRI Communication No.6460 |
| Abstract: | Glycosyl nitrile oxides, generated in situ by reaction of glycosyl oximes (3a, 3b, 4) with N-chlorosuccinimide and DBU, on 1,3-dipolar cycloaddition with substituted alkenes resulted in glycosyl isoxazolines (5, 7-28) in diastereoselective manner. The extent of diastereoselection varies with the nature of substituent both in sugar and alkenes. The compounds synthesized were screened in vitro against many fungi wherein two of the compounds (12, 23) showed significant inhibition against Sporothrix schenckii, Trychophyton mentegrophytes and Cryptococcus neoformans with MIC of 12.5 and 6.25 g/mL respectively. |
| URI: | http://hdl.handle.net/123456789/309 |
| Appears in Collections: | Medicinal and Process Chemistry
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| rptripathi-jcarbochem-2004-23-353.pdf | | 191Kb | Adobe PDF | View/Open |
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