کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1388913 | 982829 | 2007 | 6 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: Synthesis and anti-inflammatory activity of N-phthalimidomethyl 2,3-dideoxy- and 2,3-unsaturated glycosides Synthesis and anti-inflammatory activity of N-phthalimidomethyl 2,3-dideoxy- and 2,3-unsaturated glycosides](/preview/png/1388913.png)
3,4,6-Tri-O-acetyl-d-galactal, 3,4,6-tri-O-acetyl-d-glucal and 3,6,2′,3′,4′6′-hexa-O-acetyl-d-lactal were reacted with N-hydroxymethylphthalimide and boron trifluoride etherate to produce the corresponding phthalimidomethyl unsaturated glycosides via Ferrier rearrangement. When the galactal derivative was used, a non-Ferrier rearrangement product was also isolated as a minor product under classical Ferrier conditions. Phthalimidomethyl deoxy glycosides were readily prepared by hydrogenation of the unsaturated glycosides. Following deacetylation, the anti-inflammatory activities of these compounds were tested on mice and three were found to possess potent activity compared to hydrocortisone sodium succinate (HSS).
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Journal: Carbohydrate Research - Volume 342, Issue 9, 2 July 2007, Pages 1169–1174