Synthesis of anti-inflammatory 2,3-unsaturated O -glycosides using conventional and microwave heating techniques
Abstract: The preparation of eight 2,3-unsaturated O-glycosides from D-glycals and alcohols, using montmorillonite K-10 as an acid catalyst, is described. The Ferrier rearrangement products were obtained in good yields using conventional heating and microwave irradiation but the reaction time was substantially reduced employing the latter procedure. The yields were slightly lower under microwave exposure. Five of the di-O-acetylated products were deacetylated to the glycosides in excellent yields. The acetylated products possess good anti-inflammatory property suggesting that the acetyl group plays an important role in reducing the inflammation. Among the compounds tested, glycosides containing thiophene as an aglycone present much better inflammation reducing characteristics than the analogues without this function.
- Standort
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Deutsche Nationalbibliothek Frankfurt am Main
- Umfang
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Online-Ressource
- Sprache
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Englisch
- Erschienen in
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Synthesis of anti-inflammatory 2,3-unsaturated O -glycosides using conventional and microwave heating techniques ; volume:23 ; number:3 ; year:2017 ; pages:205-211 ; extent:7
Heterocyclic communications ; 23, Heft 3 (2017), 205-211 (gesamt 7)
- Urheber
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de Melo, Adriana Cristina N.
de Oliveira, Ronaldo N.
de Freitas Filho, João R.
da Silva, Teresinha G.
Srivastava, Rajendra M.
- DOI
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10.1515/hc-2016-0226
- URN
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urn:nbn:de:101:1-2501130619302.177730058369
- Rechteinformation
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Letzte Aktualisierung
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15.08.2025, 07:19 MESZ
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Beteiligte
- de Melo, Adriana Cristina N.
- de Oliveira, Ronaldo N.
- de Freitas Filho, João R.
- da Silva, Teresinha G.
- Srivastava, Rajendra M.
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