Literature DB >> 30053052

Antiretroviral potency of 4'-ethnyl-2'-fluoro-2'-deoxyadenosine, tenofovir alafenamide and second-generation NNRTIs across diverse HIV-1 subtypes.

Duncan T Njenda1,2, Shambhu G Aralaguppe1, Kamalendra Singh1,3,4, Rohit Rao4, Anders Sönnerborg1,5, Stefan G Sarafianos3,4,6, Ujjwal Neogi1.   

Abstract

Objectives: 4'-Ethnyl-2'-fluoro-2'-deoxyadenosine (EFdA) is a novel translocation-defective reverse transcriptase inhibitor. We investigated the virological and biochemical inhibitory potentials of EFdA against a broad spectrum of subtype-specific chimeric viruses and compared it with tenofovir alafenamide, nevirapine, efavirenz, rilpivirine and etravirine.
Methods: pNL4.3 chimeric viruses encoding gag-pol from treatment-naive patients (n = 24) and therapy-failure patients (n = 3) and a panel of reverse transcriptase inhibitor-resistant strains (n = 7) were used to compare the potency of reverse transcriptase inhibitor drugs. The phenotypic drug susceptibility assay was performed using TZM-bl cells. In vitro inhibition assays were done using patient-derived reverse transcriptase. IC50 values of NNRTIs were calculated using a PicoGreen-based spectrophotometric assay. Steady-state kinetics were used to determine the apparent binding affinity (Km.dNTP) of triphosphate form of EFdA (EFdA-TP) and dATP.
Results: Among the chimeric treatment-naive viruses, EFdA had an ex vivo antiretroviral activity [median (IQR) EC50 = 1.4 nM (0.6-2.1 nM)] comparable to that of tenofovir alafenamide [1.6 nM (0.5-3.6 nM)]. Subtype-specific differences were found for etravirine (P = 0.004) and rilpivirine (P = 0.017), where HIV-1C had the highest EC50 values. EFdA had a greater comparative efficiency [calculated by dividing the efficiency of monophosphate form of EFdA (EFdA-MP) incorporation (kcat.EFdA-TP/Km.EFdA-TP) over the efficiency of dATP incorporation (kcat.dATP/Km.dATP)] compared with the natural substrate dATP, with a fold change of between 1.6 and 3.2. Ex vivo analysis on reverse transcriptase inhibitor-resistant strains showed EFdA to have a higher potency. Despite the presence of rilpivirine DRMs, some non-B strains showed hypersusceptibility to rilpivirine. Conclusions: Our combined virological and biochemical data suggest that EFdA inhibits both WT and reverse transcriptase inhibitor-resistant viruses efficiently in a subtype-independent manner. In contrast, HIV-1C is least susceptible to etravirine and rilpivirine.

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Year:  2018        PMID: 30053052      PMCID: PMC6148215          DOI: 10.1093/jac/dky256

Source DB:  PubMed          Journal:  J Antimicrob Chemother        ISSN: 0305-7453            Impact factor:   5.790


  37 in total

1.  Panel of prototypical recombinant infectious molecular clones resistant to nevirapine, efavirenz, etravirine, and rilpivirine.

Authors:  Maya Balamane; Vici Varghese; George L Melikian; W Jeffrey Fessel; David A Katzenstein; Robert W Shafer
Journal:  Antimicrob Agents Chemother       Date:  2012-06-04       Impact factor: 5.191

2.  Ex-vivo antiretroviral potency of newer integrase strand transfer inhibitors cabotegravir and bictegravir in HIV type 1 non-B subtypes.

Authors:  Ujjwal Neogi; Kamalendra Singh; Shambhu G Aralaguppe; Leonard C Rogers; Duncan T Njenda; Stefan G Sarafianos; Bo Hejdeman; Anders Sönnerborg
Journal:  AIDS       Date:  2018-02-20       Impact factor: 4.177

Review 3.  In search of a novel anti-HIV drug: multidisciplinary coordination in the discovery of 4-[[4-[[4-[(1E)-2-cyanoethenyl]-2,6-dimethylphenyl]amino]-2- pyrimidinyl]amino]benzonitrile (R278474, rilpivirine).

Authors:  Paul A J Janssen; Paul J Lewi; Eddy Arnold; Frits Daeyaert; Marc de Jonge; Jan Heeres; Luc Koymans; Maarten Vinkers; Jérôme Guillemont; Elisabeth Pasquier; Mike Kukla; Don Ludovici; Koen Andries; Marie-Pierre de Béthune; Rudi Pauwels; Kalyan Das; Art D Clark; Yulia Volovik Frenkel; Stephen H Hughes; Bart Medaer; Fons De Knaep; Hilde Bohets; Fred De Clerck; Ann Lampo; Peter Williams; Paul Stoffels
Journal:  J Med Chem       Date:  2005-03-24       Impact factor: 7.446

4.  In Vitro Virology Profile of Tenofovir Alafenamide, a Novel Oral Prodrug of Tenofovir with Improved Antiviral Activity Compared to That of Tenofovir Disoproxil Fumarate.

Authors:  Christian Callebaut; George Stepan; Yang Tian; Michael D Miller
Journal:  Antimicrob Agents Chemother       Date:  2015-07-06       Impact factor: 5.191

5.  Evaluation of Combinations of 4'-Ethynyl-2-Fluoro-2'-Deoxyadenosine with Clinically Used Antiretroviral Drugs.

Authors:  Atsuko Hachiya; Aaron B Reeve; Bruno Marchand; Eleftherios Michailidis; Yee Tsuey Ong; Karen A Kirby; Maxwell D Leslie; Shinichi Oka; Eiichi N Kodama; Lisa C Rohan; Hiroaki Mitsuya; Michael A Parniak; Stefan G Sarafianos
Journal:  Antimicrob Agents Chemother       Date:  2013-06-24       Impact factor: 5.191

6.  Mechanism of inhibition of HIV-1 reverse transcriptase by 4'-Ethynyl-2-fluoro-2'-deoxyadenosine triphosphate, a translocation-defective reverse transcriptase inhibitor.

Authors:  Eleftherios Michailidis; Bruno Marchand; Eiichi N Kodama; Kamlendra Singh; Masao Matsuoka; Karen A Kirby; Emily M Ryan; Ali M Sawani; Eva Nagy; Noriyuki Ashida; Hiroaki Mitsuya; Michael A Parniak; Stefan G Sarafianos
Journal:  J Biol Chem       Date:  2009-12-18       Impact factor: 5.157

7.  Roles of conformational and positional adaptability in structure-based design of TMC125-R165335 (etravirine) and related non-nucleoside reverse transcriptase inhibitors that are highly potent and effective against wild-type and drug-resistant HIV-1 variants.

Authors:  Kalyan Das; Arthur D Clark; Paul J Lewi; Jan Heeres; Marc R De Jonge; Lucien M H Koymans; H Maarten Vinkers; Frederik Daeyaert; Donald W Ludovici; Michael J Kukla; Bart De Corte; Robert W Kavash; Chih Y Ho; Hong Ye; Mark A Lichtenstein; Koen Andries; Rudi Pauwels; Marie-Pierre De Béthune; Paul L Boyer; Patrick Clark; Stephen H Hughes; Paul A J Janssen; Eddy Arnold
Journal:  J Med Chem       Date:  2004-05-06       Impact factor: 7.446

Review 8.  Tenofovir alafenamide (TAF) as the successor of tenofovir disoproxil fumarate (TDF).

Authors:  Erik De Clercq
Journal:  Biochem Pharmacol       Date:  2016-04-29       Impact factor: 5.858

9.  HIV-1 subtype influences susceptibility and response to monotherapy with the protease inhibitor lopinavir/ritonavir.

Authors:  K A Sutherland; J Ghosn; J Gregson; J L Mbisa; M L Chaix; I Cohen Codar; J F Delfraissy; C Delaugerre; R K Gupta
Journal:  J Antimicrob Chemother       Date:  2014-09-16       Impact factor: 5.790

10.  HIV-1 drug resistance before initiation or re-initiation of first-line antiretroviral therapy in low-income and middle-income countries: a systematic review and meta-regression analysis.

Authors:  Ravindra K Gupta; John Gregson; Neil Parkin; Hiwot Haile-Selassie; Amilcar Tanuri; Liliana Andrade Forero; Pontiano Kaleebu; Christine Watera; Avelin Aghokeng; Nicholus Mutenda; Janet Dzangare; San Hone; Zaw Zaw Hang; Judith Garcia; Zully Garcia; Paola Marchorro; Enrique Beteta; Amalia Giron; Raph Hamers; Seth Inzaule; Lisa M Frenkel; Michael H Chung; Tulio de Oliveira; Deenan Pillay; Kogie Naidoo; Ayesha Kharsany; Ruthiran Kugathasan; Teresa Cutino; Gillian Hunt; Santiago Avila Rios; Meg Doherty; Michael R Jordan; Silvia Bertagnolio
Journal:  Lancet Infect Dis       Date:  2017-12-05       Impact factor: 25.071

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  7 in total

1.  Discordance between Etravirine Phenotype and Genotype-Based Predicted Phenotype for Subtype C HIV-1 from First-Line Antiretroviral Therapy Failures in South Africa.

Authors:  Kevin D McCormick; Kerri J Penrose; Chanson J Brumme; P Richard Harrigan; Raquel V Viana; John W Mellors; Urvi M Parikh; Carole L Wallis
Journal:  Antimicrob Agents Chemother       Date:  2020-04-21       Impact factor: 5.191

2.  Strain-specific effect on biphasic DNA binding by HIV-1 integrase.

Authors:  Kyle J Hill; Leonard C Rogers; Duncan T Njenda; Donald H Burke; Stefan G Sarafianos; Anders Sönnerborg; Ujjwal Neogi; Kamalendra Singh
Journal:  AIDS       Date:  2019-03-01       Impact factor: 4.177

3.  Doravirine and Islatravir Have Complementary Resistance Profiles and Create a Combination with a High Barrier to Resistance.

Authors:  Ming-Tain Lai; Meizhen Feng; Min Xu; Winnie Ngo; Tracy L Diamond; Carey Hwang; Jay A Grobler; Daria J Hazuda; Ernest Asante-Appiah
Journal:  Antimicrob Agents Chemother       Date:  2022-05-02       Impact factor: 5.191

Review 4.  Mechanistic cross-talk between DNA/RNA polymerase enzyme kinetics and nucleotide substrate availability in cells: Implications for polymerase inhibitor discovery.

Authors:  Si'Ana A Coggins; Bijan Mahboubi; Raymond F Schinazi; Baek Kim
Journal:  J Biol Chem       Date:  2020-07-31       Impact factor: 5.157

5.  Novel Naturally Occurring Dipeptides and Single-Stranded Oligonucleotide Act as Entry Inhibitors and Exhibit a Strong Synergistic Anti-HIV-1 Profile.

Authors:  Rafael Ceña-Diez; Kamalendra Singh; Anna-Lena Spetz; Anders Sönnerborg
Journal:  Infect Dis Ther       Date:  2022-04-07

Review 6.  Long-Acting Anti-HIV Drugs Targeting HIV-1 Reverse Transcriptase and Integrase.

Authors:  Kamal Singh; Stefan G Sarafianos; Anders Sönnerborg
Journal:  Pharmaceuticals (Basel)       Date:  2019-04-20

Review 7.  Approved HIV reverse transcriptase inhibitors in the past decade.

Authors:  Guangdi Li; Yali Wang; Erik De Clercq
Journal:  Acta Pharm Sin B       Date:  2021-11-16       Impact factor: 14.903

  7 in total

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