The anti-HIV potential of imidazole, oxazole and thiazole hybrids: A mini-review

被引:28
作者
Deng, Cui [1 ,2 ]
Yan, Heng [3 ]
Wang, Jun [1 ,2 ]
Liu, Bao-shan [1 ,2 ]
Liu, Kai [1 ,2 ]
Shi, Yu-min [1 ,2 ]
机构
[1] Hubei Univ Sci & Technol, Hubei Engn Res Ctr Fragrant Plants, Xianning 437100, Hubei, Peoples R China
[2] Xianning Res Acad Ind Technol Osmanthus fragrans, Xianning 437100, Hubei, Peoples R China
[3] Hubei Prov Inst Food Supervis & Test, Wuhan 430070, Hubei, Peoples R China
关键词
Acquired immune deficiency syndrome; Human immunodeficiency virus; Imidazole; Oxazole; Thiazole; Hybrid molecules; REVERSE-TRANSCRIPTASE INHIBITORS; ANTIPROLIFERATIVE ACTIVITY; BIOLOGICAL EVALUATION; MOLECULAR DOCKING; CRYSTAL-STRUCTURE; WILD-TYPE; IN-VITRO; DERIVATIVES; DESIGN; OPTIMIZATION;
D O I
10.1016/j.arabjc.2022.104242
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Human immunodeficiency virus (HIV) especially HIV-1 infection and its progression to acquired immune deficiency syndrome (AIDS) remains a significant global health challenge. The advent of the highly active antiretroviral therapy (HAART) has greatly extended the life expectancy of patients living with HIV, but it has become evident that long-term HAART will not eliminate the HIV reservoir and cure the infection. Moreover, the drug resistance and undesirable side effects hamper efficacious therapy, creating an urgent need to develop novel, more effective and less toxic anti-HIV therapeutics. Imidazole, oxazole and thiazole with two heteroatoms at meta-position of five-membered rings are fascinating structures and constitute an important class of heterocycles in drug discovery. Their derivatives could exert the anti-HIV activity through diverse mechanisms and possess promising antiviral activity against both drug-sensitive and drug-resistant HIV strains. This review summarizes the research progress made regarding the anti-HIV potential of imidazole, oxazole and thiazole hybrids, and the structure-activity relationships (SARs) are also discussed to facilitate further rational design of more effective candidates, covering articles published from 2012 to 2022.(c) 2022 The Author(s). Published by Elsevier B.V. on behalf of King Saud University. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).
引用
收藏
页数:16
相关论文
共 98 条
[11]   Preclinical Optimization of gp120 Entry Antagonists as anti-HIV-1 Agents with Improved Cytotoxicity and ADME Properties through Rational Design, Synthesis, and Antiviral Evaluation [J].
Curreli, Francesca ;
Ahmed, Shahad ;
Victor, Sofia M. Benedict ;
Iusupov, Ildar R. ;
Belov, Dmitry S. ;
Markov, Pavel O. ;
Kurkin, Alexander, V ;
Altieri, Andrea ;
Debnath, Asim K. .
JOURNAL OF MEDICINAL CHEMISTRY, 2020, 63 (04) :1724-1749
[12]   Structure-based lead optimization to improve antiviral potency and ADMET properties of phenyl-1H-pyrrole-carboxamide entry inhibitors targeted to HIV-1 gp120 [J].
Curreli, Francesca ;
Belov, Dmitry S. ;
Do Kwon, Young ;
Ramesh, Ranjith ;
Furimsky, Anna M. ;
O'Loughlin, Kathleen ;
Byrge, Patricia C. ;
Iyer, Lalitha V. ;
Mirsalis, Jon C. ;
Kurkin, Alexander V. ;
Altieri, Andrea ;
Debnath, Asim K. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2018, 154 :367-391
[13]   Synthesis, Antiviral Potency, in Vitro ADMET, and X-ray Structure of Potent CD4 Mimics as Entry Inhibitors That Target the Phe43 Cavity of HIV-1 gp120 [J].
Curreli, Francesca ;
Kwon, Young Do ;
Belov, Dmitry S. ;
Ramesh, Ranjith R. ;
Kurkin, Alexander V. ;
Altieri, Andrea ;
Kwong, Peter D. ;
Debnath, Asim K. .
JOURNAL OF MEDICINAL CHEMISTRY, 2017, 60 (07) :3124-3153
[14]   Design, synthesis and evaluation of small molecule CD4-mimics as entry inhibitors possessing broad spectrum anti-HIV-1 activity [J].
Curreli, Francesca ;
Belov, Dmitry S. ;
Ramesh, Ranjith R. ;
Patel, Naisargi ;
Altieri, Andrea ;
Kurkin, Alexander V. ;
Debnath, Asim K. .
BIOORGANIC & MEDICINAL CHEMISTRY, 2016, 24 (22) :5988-6003
[15]   Structure-Based Design of a Small Molecule CD4-Antagonist with Broad Spectrum Anti-HIV-1 Activity [J].
Curreli, Francesca ;
Do Kwon, Young ;
Zhang, Hongtao ;
Scacalossi, Daniel ;
Belov, Dmitry S. ;
Tikhonov, Artur A. ;
Andreev, Ivan A. ;
Altieri, Andrea ;
Kurkin, Alexander V. ;
Kwong, Peter D. ;
Debnath, Asim K. .
JOURNAL OF MEDICINAL CHEMISTRY, 2015, 58 (17) :6909-6927
[16]   Sulfonamides: Antiviral Strategy for Neglected Tropical Disease Virus [J].
Dash, Rudra Narayan ;
Moharana, Alok Kumar ;
Subudhi, Bharat Bhusan .
CURRENT ORGANIC CHEMISTRY, 2020, 24 (09) :1018-1041
[17]   Antiretroviral Therapy for HIV-2 Infection in Non-Endemic Regions [J].
de Mendoza, Carmen ;
Lozano, Ana B. ;
Caballero, Estrella ;
Cabezas, Teresa ;
Ramos, Jose M. ;
Soriano, Vicente .
AIDS REVIEWS, 2020, 22 (01) :44-56
[18]  
Desantis J., 2019, OPEN MED CHEM J, V13, P16, DOI 10.2174/1874104501913010016
[19]   Druggability modification strategies of the diarylpyrimidine-type non-nucleoside reverse transcriptase inhibitors [J].
Ding, Li ;
Zhuang, Chunlin ;
Chen, Fener .
MEDICINAL RESEARCH REVIEWS, 2021, 41 (03) :1255-1290
[20]   Design, synthesis and biological studies of some new imidazole-1,2,3-triazole hybrid derivatives [J].
Dong, Hong-Ru ;
Wu, Jian-Guo ;
Huo, Guo-Yong .
JOURNAL OF MOLECULAR STRUCTURE, 2022, 1256