Literature DB >> 18665580

Investigations on the 4-quinolone-3-carboxylic acid motif. 1. Synthesis and structure-activity relationship of a class of human immunodeficiency virus type 1 integrase inhibitors.

Serena Pasquini1, Claudia Mugnaini, Cristina Tintori, Maurizio Botta, Alejandro Trejos, Riina K Arvela, Mats Larhed, Myriam Witvrouw, Martine Michiels, Frauke Christ, Zeger Debyser, Federico Corelli.   

Abstract

A set of 4-quinolone-3-carboxylic acids bearing different substituents on the condensed benzene ring was designed and synthesized as potential HIV-1 integrase inhibitors structurally related to elvitegravir. Some of the new compounds proved to be able to inhibit the strand transfer step of the virus integration process in the micromolar range. Docking studies and quantum mechanics calculations were used to rationalize these data.

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Year:  2008        PMID: 18665580     DOI: 10.1021/jm8003784

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  10 in total

1.  One-pot synthesis of unsymmetrical diaryl thioethers by palladium-catalyzed coupling of two aryl bromides and a thiol surrogate.

Authors:  Manuel A Fernández-Rodríguez; John F Hartwig
Journal:  Chemistry       Date:  2010-02-22       Impact factor: 5.236

2.  Synthesis, biological evaluation and 3D-QSAR studies of 3-keto salicylic acid chalcones and related amides as novel HIV-1 integrase inhibitors.

Authors:  Horrick Sharma; Shivaputra Patil; Tino W Sanchez; Nouri Neamati; Raymond F Schinazi; John K Buolamwini
Journal:  Bioorg Med Chem       Date:  2011-03-01       Impact factor: 3.641

3.  Silver-catalyzed direct thiolation of quinones by activation of aryl disulfides to synthesize quinonyl aryl thioethers.

Authors:  Cheng Zhang; Jesse McClure; C James Chou
Journal:  J Org Chem       Date:  2015-04-27       Impact factor: 4.354

4.  Diaryl and heteroaryl sulfides: synthesis via sulfenyl chlorides and evaluation as selective anti-breast-cancer agents.

Authors:  Ivelina M Yonova; Charlotte A Osborne; Naomi S Morrissette; Elizabeth R Jarvo
Journal:  J Org Chem       Date:  2014-02-25       Impact factor: 4.354

Review 5.  Transition metal catalyzed synthesis of aryl sulfides.

Authors:  Chad C Eichman; James P Stambuli
Journal:  Molecules       Date:  2011-01-17       Impact factor: 4.411

6.  Mild and Expeditious Synthesis of Sulfenyl Enaminones of l-α-Amino Esters and Aryl/Alkyl Amines through NCS-Mediated Sulfenylation.

Authors:  Sayan Mukherjee; Animesh Pramanik
Journal:  ACS Omega       Date:  2021-11-30

7.  Iodine-mediated oxythiolation of o-vinylanilides with disulfides for the synthesis of benzoxazines.

Authors:  Yu Yang; Liyan Liu; Kuiliang Li; Zhenggen Zha; Qi Sun; Zhiyong Wang
Journal:  RSC Adv       Date:  2022-03-04       Impact factor: 3.361

8.  Palladium nanoparticles immobilized on a nano-silica triazine dendritic polymer: a recyclable and sustainable nanoreactor for C-S cross-coupling.

Authors:  Amir Landarani-Isfahani; Iraj Mohammadpoor-Baltork; Valiollah Mirkhani; Majid Moghadam; Shahram Tangestaninejad; Hadi Amiri Rudbari
Journal:  RSC Adv       Date:  2020-06-03       Impact factor: 4.036

9.  Homocouplings of Sodium Arenesulfinates: Selective Access to Symmetric Diaryl Sulfides and Diaryl Disulfides.

Authors:  Xin-Zhang Yu; Wen-Long Wei; Yu-Lan Niu; Xing Li; Ming Wang; Wen-Chao Gao
Journal:  Molecules       Date:  2022-09-22       Impact factor: 4.927

10.  Design, practical synthesis, and biological evaluation of novel 6-(pyrazolylmethyl)-4-quinoline-3-carboxylic acid derivatives as HIV-1 integrase inhibitors.

Authors:  Liming Hu; Song Yan; Zaigang Luo; Xiao Han; Yujie Wang; Zhanyang Wang; Chengchu Zeng
Journal:  Molecules       Date:  2012-09-06       Impact factor: 4.411

  10 in total

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