Synthesis of N-1-(Indanyloxymethyl) and N-1-(4-Hydroxybut-2-enyloxymethyl) Analogues of the HIV Drugs Emivirine and GCA-186

被引：0
|
作者：
Nasser R. El-Brollosy
Claus Nielsen
Erik B. Pedersen
机构：
[1] University of Southern Denmark,Nucleic Acid Center, Department of Chemistry
[2] State Serum Institute,Retrovirus Laboratory, Department of Virology
来源：
Monatshefte für Chemie / Chemical Monthly | 2005年 / 136卷
关键词：
Keywords. Bioorganic chemistry; Drug research; HIV; Non-nucleoside reverse transcriptase inhibitors; Emivirine analogues.;
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摘要：
A series of Emivirine and GCA-186 analogues substituted at N-1 with indan-1-yloxymethyl (6a–6c) and indan-2-yloxymethyl (6d–6f) were synthesized by reaction of the corresponding bis(indanyloxy)methans with uracils having 5-ethyl or 5-isopropyl and 6-benzyl or 6-(3,5-dimethylbenzyl) substituents. A route to the corresponding N-1 substituted 4-hydroxybut-2-enyloxymethyl analogue was also devised. All newly synthesized compounds showed potent activity against wild-type HIV-1, the most active compound being 5-ethyl-1-(indan-1-yloxymethyl)-6-(3,5-dimethylbenzyl)uracil (6b), which was 50-fold more active than Emivirine.
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页码：1247 / 1254
页数：7
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