Synthesis of antioxidative and anti-inflammatory drugs glucoconjugates

被引:56
作者
Uhrig, RK
Picard, MA
Beyreuther, K
Wiessler, M
机构
[1] Zentrum Mol Biol, D-69120 Heidelberg, Germany
[2] Deutsch Krebsforschungszentrum, D-69120 Heidelberg, Germany
关键词
glycosylation; antioxidants; anti-inflammatory drugs; glucose transporter; blood-brain barrier; cancer; Alzheimer's disease;
D O I
10.1016/S0008-6215(99)00311-0
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Glucoconjugates of (+/-)-ibuprofen, (+/-)-alpha-tocopherol (vitamin E), gentisic acid, gallic acid, 2,6-bis(tert-butyl)-4-thiophenol, and N-acetyl-L-cysteine were prepared with the objective of increasing the bioavailability of such antioxidant and anti-inflammatory drugs. The O-glucosides were synthesized using benzylated alpha-D-glucopyranosyl trichloracetimidate as glycosyl donor. For the synthesis of the S-glucosides, the glycosyl donor 1,2,3,4,6-penta-O-acetyl-beta-D-glucopyranose provided higher yields than the corresponding O-acetylated imidate. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:72 / 80
页数:9
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