Diastereoselective Synthesis and Antifungal Activity of Glycosyl Isoxazolines
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
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| Creator |
Mishra, R C
Tewari, Neetu Verma, S S Tripathi, R P Kumar, Manish Shukla, P K |
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| Date |
2009-02-10T19:22:02Z
2009-02-10T19:22:02Z 2004 |
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| Identifier |
J. Carbohydr. Chem. 23, 353( 2004)
http://hdl.handle.net/123456789/309 |
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| Description |
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.
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196012 bytes
application/pdf |
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| Language |
en
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| Relation |
CDRI Communication No.6460
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| Subject |
Cycloaddition
Isoxazoline DBU Antifungal activity |
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| Title |
Diastereoselective Synthesis and Antifungal Activity of Glycosyl Isoxazolines
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| Type |
Article
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