Studies of nonnueleoside HIV-1 reverse transcriptase inhibitors. Part 1: Design and synthesis of thiazolidenebenzenesulfonamides

被引：20
|
作者：
Masuda, N
Yamamoto, O
Fujii, M
Ohgami, T
Fujiyasua, J
Kontani, T
Moritomo, A
Orita, M
Kurihara, H
Koga, H
Nakahara, H
Kageyama, S
Ohta, M
Inoue, H
Hatta, T
Suzuki, H
Sudo, K
Shimizu, Y
Kodama, E
Matsuoka, M
Fujiwara, M
Yokota, T
Shigeta, S
Baba, M
机构：
[1] Yamanouchi Pharmaceut Co Ltd, Inst Drug Discovery Res, Tsukuba, Ibaraki 3058585, Japan
[2] Kyoto Univ, Lab Virus Immunol, Inst Virus Res, Sakyo Ku, Kyoto 6068507, Japan
[3] Rat Drug Design Labs, Matsukawa, Fukushima 9601242, Japan
[4] Fukushima Med Univ, Sch Med, Dept Microbiol, Fukushima 9601295, Japan
[5] Kagoshima Univ, Div Antiviral Chemotherapy, Ctr Chron Viral Dis, Grad Sch Med & Dent Sci, Kagoshima 8908544, Japan
来源：
BIOORGANIC & MEDICINAL CHEMISTRY | 2004年 / 12卷 / 23期
关键词：
thiazolidene; benzenesulfonamide; nonnucleoside HIV-1 reverse transcriptase inhibitor;
D O I：
10.1016/j.bmc.2004.08.050
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：
A random high-throughput screening (HTS) program to discover novel normucleoside reverse transcriptase inhibitors (NNRTIs) has been carried out with MT-4 cells against a nevirapine-resistant virus, HIV-1(IIIB-R). The primary hit, a thiazolidene-benzenesulfonamide derivative, possessed good activity. A systematic modification program examining various substituents at the 3-, 4-, and 5-positions on the thiazole ring afforded compounds with enhanced anti-HIV-1 and reverse transcriptase (RT) inhibitory activities. These results confirm the important role of the substituents at these positions and the thiazolidenebenzenesulfonamide motif as a valuable lead series for the next generation NNRTIs. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6171 / 6182
页数：12
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