Amino acid derivatives. Part 5. Synthesis and anti-HIV activity of new sebacoyl precursor derived thioureido-amino acid and phthalimide derivatives

被引：9
作者：
Al-Masoudi, Najim A. [1 ]
Al-Haidery, Nahed [1 ]
Faili, Naeem T. [1 ]
Pannecouque, C. [2 ]
机构：
[1] Univ Basrah, Coll Sci, Dept Chem, Basrah, Iraq
[2] Katholieke Univ Leuven, Rega Inst Med Res, B-3000 Louvain, Belgium
来源：
ARKIVOC | 2010年
关键词：
Amino acids; anti-HIV activity; phthalimide; sebacoyl chloride; REVERSE-TRANSCRIPTASE INHIBITORS; NONNUCLEOSIDE INHIBITORS; CONVENIENT SYNTHESIS; ANTITUMOR-ACTIVITY; NITROIMIDAZOLES; NAPHTHALENE;
D O I：
10.3998/ark.5550190.0011.918
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A series of sebacoyl N,N-bis(substituted-alkyl-2-thioureido)alkyl carboxylic acid or ester derivatives 3-12 bearing an amino acid ester residue were prepared by a one-pot sequential reaction of sebacoyl chloride 1 with NH4SCN and amino acid or their ester hydrochlorides. Analogously, the sebacoyl-phthalimido derivatives 16 and 17 were prepared from treatment of 1 with phthalimide precursors. Treatment of 5 and 7 with Br-2 in acetone furnished the imino-thiazole analogues 18 and 19, respectively. Compounds 5, 6, 8-11 and 16 have been selected for their inhibitory activity screening against HIV-1 and HIV-2 in MT-4 cells.
引用
收藏
页码：185 / 195
页数：11
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