Literature DB >> 19565598

Pharmacophore-based discovery of small-molecule inhibitors of protein-protein interactions between HIV-1 integrase and cellular cofactor LEDGF/p75.

Laura De Luca1, Maria Letizia Barreca, Stefania Ferro, Frauke Christ, Nunzio Iraci, Rosaria Gitto, Anna Maria Monforte, Zeger Debyser, Alba Chimirri.   

Abstract

The cellular protein lens epithelium-derived growth factor, or transcriptional coactivator p75 (LEDGF/p75), plays a crucial role in HIV integration. The protein-protein interactions (PPIs) between HIV-1 integrase (IN) and its cellular cofactor LEDGF/p75 may therefore serve as targets for the development of new anti-HIV drugs. In this work, a structure-based pharmacophore model for potential small-molecule inhibitors of HIV-1 IN-LEDGF/p75 interaction was developed using the LigandScout software. The 3D model obtained was used for virtual screening of our in-house chemical database, CHIME, leading to the identification of compound CHIBA-3002 as an interesting hit for further optimization. The rational design, synthesis and biological evaluation of four derivatives were then carried out. Our studies resulted in the discovery of a new and more potent small molecule (7, CHIBA-3003) that is able to interfere with the HIV-1 IN-LEDGF/p75 interaction at micromolar concentration, representing one of the first compounds to show activity against these specific PPIs. Docking simulations were subsequently performed in order to investigate the possible binding mode of our new lead compound to HIV-1 IN. This study is a valid starting point for the identification of anti-HIV agents with a different mechanism of action from currently available antiviral drugs.

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Year:  2009        PMID: 19565598     DOI: 10.1002/cmdc.200900070

Source DB:  PubMed          Journal:  ChemMedChem        ISSN: 1860-7179            Impact factor:   3.466


  30 in total

1.  Scaffold rearrangement of dihydroxypyrimidine inhibitors of HIV integrase: Docking model revisited.

Authors:  Jing Tang; Kasthuraiah Maddali; Yves Pommier; Yuk Y Sham; Zhengqiang Wang
Journal:  Bioorg Med Chem Lett       Date:  2010-04-21       Impact factor: 2.823

Review 2.  Allosteric inhibitor development targeting HIV-1 integrase.

Authors:  Laith Q Al-Mawsawi; Nouri Neamati
Journal:  ChemMedChem       Date:  2011-01-12       Impact factor: 3.466

3.  Rational design of small-molecule inhibitors of the LEDGF/p75-integrase interaction and HIV replication.

Authors:  Frauke Christ; Arnout Voet; Arnaud Marchand; Stefan Nicolet; Belete A Desimmie; Damien Marchand; Dorothée Bardiot; Nam Joo Van der Veken; Barbara Van Remoortel; Sergei V Strelkov; Marc De Maeyer; Patrick Chaltin; Zeger Debyser
Journal:  Nat Chem Biol       Date:  2010-05-16       Impact factor: 15.040

4.  Clinical Use of Inhibitors of HIV-1 Integration: Problems and Prospects.

Authors:  S P Korolev; Yu Yu Agapkina; M B Gottikh
Journal:  Acta Naturae       Date:  2011-07       Impact factor: 1.845

Review 5.  From laptop to benchtop to bedside: structure-based drug design on protein targets.

Authors:  Lu Chen; John K Morrow; Hoang T Tran; Sharangdhar S Phatak; Lei Du-Cuny; Shuxing Zhang
Journal:  Curr Pharm Des       Date:  2012       Impact factor: 3.116

6.  New class of HIV-1 integrase (IN) inhibitors with a dual mode of action.

Authors:  Manuel Tsiang; Gregg S Jones; Anita Niedziela-Majka; Elaine Kan; Eric B Lansdon; Wayne Huang; Magdeleine Hung; Dharmaraj Samuel; Nikolai Novikov; Yili Xu; Michael Mitchell; Hongyan Guo; Kerim Babaoglu; Xiaohong Liu; Romas Geleziunas; Roman Sakowicz
Journal:  J Biol Chem       Date:  2012-04-25       Impact factor: 5.157

7.  Prospective strategies for targeting HIV-1 integrase function.

Authors:  Yang Luo; Mark A Muesing
Journal:  Future Med Chem       Date:  2010-07       Impact factor: 3.808

8.  Identification of old drugs as potential inhibitors of HIV-1 integrase - human LEDGF/p75 interaction via molecular docking.

Authors:  Guoping Hu; Xi Li; Xianqiang Sun; Weiqiang Lu; Guixia Liu; Jin Huang; Xu Shen; Yun Tang
Journal:  J Mol Model       Date:  2012-06-26       Impact factor: 1.810

9.  Preclinical profile of BI 224436, a novel HIV-1 non-catalytic-site integrase inhibitor.

Authors:  Craig Fenwick; Ma'an Amad; Murray D Bailey; Richard Bethell; Michael Bös; Pierre Bonneau; Michael Cordingley; René Coulombe; Jianmin Duan; Paul Edwards; Lee D Fader; Anne-Marie Faucher; Michel Garneau; Araz Jakalian; Stephen Kawai; Louie Lamorte; Steven LaPlante; Laibin Luo; Steve Mason; Marc-André Poupart; Nathalie Rioux; Patricia Schroeder; Bruno Simoneau; Sonia Tremblay; Youla Tsantrizos; Myriam Witvrouw; Christiane Yoakim
Journal:  Antimicrob Agents Chemother       Date:  2014-03-24       Impact factor: 5.191

10.  Fragment-based discovery of 8-hydroxyquinoline inhibitors of the HIV-1 integrase-lens epithelium-derived growth factor/p75 (IN-LEDGF/p75) interaction.

Authors:  Erik Serrao; Bikash Debnath; Hiroyuki Otake; Yuting Kuang; Frauke Christ; Zeger Debyser; Nouri Neamati
Journal:  J Med Chem       Date:  2013-03-18       Impact factor: 7.446

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