Design and synthesis of N1-aryl-benzimidazoles 2-substituted as novel HIV-1 non-nucleoside reverse transcriptase inhibitors

被引：49

作者：

Monforte, Anna-Maria ^{[1
]}

Ferro, Stefania ^{[1
]}

De Luca, Laura ^{[1
]}

Lo Surdo, Giuseppa ^{[1
]}

Morreale, Francesca ^{[1
]}

Pannecouque, Christophe ^{[2
]}

Balzarini, Jan ^{[2
]}

Chimirri, Alba ^{[1
]}

机构：

[1] Univ Messina, Dipartimento Sci Farmaco & Prod Salute, I-98168 Messina, Italy

[2] Katholieke Univ Leuven, Rega Inst Med Res, B-3000 Louvain, Belgium

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2014年 / 22卷 / 04期

关键词：

HIV-1 reverse transcriptase; NNRTIs; N-1-Aryl-benzimidazoles; 2-substituted; Synthesis; IMMUNODEFICIENCY-VIRUS TYPE-1; WILD-TYPE; POTENT; DISCOVERY; ANALOGS; UPDATE;

D O I：

10.1016/j.bmc.2013.12.045

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 series of novel N-1-aryl-2-arylthioacetamido-benzimidazoles were synthesized and evaluated as inhibitors of human immunodeficiency virus type-1 (HIV-1). Some of them proved to be effective in inhibiting HIV-1 replication at submicromolar and nanomolar concentration acting as HIV-1 non-nucleoside RT inhibitors (NNRTIs), with low cytotoxicity. The preliminary structure-activity relationship (SAR) of these new derivatives was discussed and rationalized by docking studies. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：1459 / 1467

页数：9

共 50 条

[21] Focus on Chirality of HIV-1 Non-Nucleoside Reverse Transcriptase Inhibitors
Famiglini, Valeria
Silvestri, Romano
MOLECULES, 2016, 21 (02):
[22] Synthesis and biological evaluation of piperidine-substituted triazine derivatives as HIV-1 non-nucleoside reverse transcriptase inhibitors
Chen, Xuwang
Zhan, Peng
Pannecouque, Christophe
Balzarini, Jan
De Clercq, Erik
Liu, Xinyong
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2012, 51 : 60 - 66
[23] Searching for novel scaffold of triazole non-nucleoside inhibitors of HIV-1 reverse transcriptase
Fraczek, Tomasz
Paneth, Agata
Kaminski, Rafal
Krakowiak, Agnieszka
Paneth, Piotr
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2016, 31 (03) : 481 - 489
[24] Synthesis and biological activity of naphthyl-substituted (B-ring) benzophenone derivatives as novel non-nucleoside HIV-1 reverse transcriptase inhibitors
Ma, Xiao-Dong
Zhang, Xuan
Dai, Hui-Fang
Yang, Shi-Qiong
Yang, Liu-Meng
Gu, Shuang-Xi
Zheng, Yong-Tang
He, Qiu-Qin
Chen, Fen-Er
BIOORGANIC & MEDICINAL CHEMISTRY, 2011, 19 (15) : 4601 - 4607
[25] Design and synthesis of a novel series of non-nucleoside HIV-1 inhibitors bearing pyrimidine and N-substituted aromatic piperazine
Jin, KaiJun
Sang, YaLi
De Clercq, Erik
Pannecouque, Christophe
Meng, Ge
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2018, 28 (22) : 3491 - 3495
[26] Recent Advances of Diaryl Ether Family as HIV-1 Non-nucleoside Reverse Transcriptase Inhibitors
Chen, Xuwang
Ding, Shufang
Zhan, Peng
Liu, Xinyong
CURRENT PHARMACEUTICAL DESIGN, 2013, 19 (15) : 2829 - 2838
[27] Diarylaniline Derivatives as a Distinct Class of HIV-1 Non-nucleoside Reverse Transcriptase Inhibitors
Qin, Bingjie
Jiang, Xingkai
Lu, Hong
Tian, Xingtao
Barbault, Florent
Huang, Li
Qian, Keduo
Chen, Chin-Ho
Huang, Rong
Jiang, Shibo
Lee, Kuo-Hsiung
Xie, Lan
JOURNAL OF MEDICINAL CHEMISTRY, 2010, 53 (13) : 4906 - 4916
[28] Synthesis and biological evaluation of CHX-DAPYs as HIV-1 non-nucleoside reverse transcriptase inhibitors
Yan, Zi-Hong
Wu, Hai-Qiu
Chen, Wen-Xue
Wu, Yan
Piao, Hu-Ri
He, Qiu-Qin
Chen, Fen-Er
De Clercq, Erik
Pannecouque, Christophe
BIOORGANIC & MEDICINAL CHEMISTRY, 2014, 22 (12) : 3220 - 3226
[29] Synthesis and biological evaluation of (±)-benzhydrol derivatives as potent non-nucleoside HIV-1 reverse transcriptase inhibitors
Ma, Xiao-Dong
Zhang, Xuan
Yang, Shi-Qiong
Dai, Hui-Fang
Yang, Liu-Meng
Gu, Shuang-Xi
Zheng, Yong-Tang
He, Qiu-Qin
Chen, Fen-Er
BIOORGANIC & MEDICINAL CHEMISTRY, 2011, 19 (16) : 4704 - 4709
[30] Novel HIV-1 non-nucleoside reverse transcriptase inhibitors: a patent review (2005-2010)
Zhan, Peng
Liu, Xinyong
EXPERT OPINION ON THERAPEUTIC PATENTS, 2011, 21 (05) : 717 - 796

← 1 2 3 4 5 →