Literature DB >> 24145545

Human cytomegalovirus UL97 kinase is involved in the mechanism of action of methylenecyclopropane analogs with 6-ether and -thioether substitutions.

Gloria Komazin-Meredith1, Sunwen Chou, Mark N Prichard, Caroll B Hartline, Steven C Cardinale, Katelyn Comeau, John D Williams, Atiyya R Khan, Norton P Peet, Terry L Bowlin.   

Abstract

Methylenecyclopropane nucleoside (MCPN) analogs are being investigated for treatment of human cytomegalovirus (HCMV) infection because of favorable preclinical data and limited ganciclovir cross-resistance. Monohydroxymethyl MCPNs bearing ether and thioether functionalities at the purine 6 position have antiviral activity against herpes simplex virus (HSV) and varicella-zoster virus (VZV) in addition to HCMV. The role of the HCMV UL97 kinase in the mechanism of action of these derivatives was examined. When tested against a kinase-inactive UL97 K355M virus, a moderate 5- to 7-fold increase in 50% effective concentration (EC50) was observed, in comparison to a 13- to 25-fold increase for either cyclopropavir or ganciclovir. Serial propagation of HCMV under two of these compounds selected for three novel UL97 mutations encoding amino acid substitutions D456N, C480R,and Y617del. When transferred to baseline laboratory HCMV strains, these mutations individually conferred resistance to all of the tested MCPNs, ganciclovir, and maribavir. However, the engineered strains also demonstrated severe growth defects and abnormal cytopathic effects similar to the kinase-inactive mutant. Expressed and purified UL97 kinase showed in vitro phosphorylation of the newly tested MCPNs. Thus, HCMV UL97 kinase is involved in the antiviral action of these MCPNs, but the in vitro selection of UL97-defective viruses suggests that their activity against more typical ganciclovir-resistant growth-competent UL97 mutants may be relatively preserved.

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Year:  2013        PMID: 24145545      PMCID: PMC3910744          DOI: 10.1128/AAC.01726-13

Source DB:  PubMed          Journal:  Antimicrob Agents Chemother        ISSN: 0066-4804            Impact factor:   5.191


  28 in total

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Journal:  Nature       Date:  1992-09-03       Impact factor: 49.962

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Journal:  J Med Chem       Date:  2003-04-10       Impact factor: 7.446

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Journal:  FASEB J       Date:  1995-05       Impact factor: 5.191

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Authors:  C L Talarico; T C Burnette; W H Miller; S L Smith; M G Davis; S C Stanat; T I Ng; Z He; D M Coen; B Roizman; K K Biron
Journal:  Antimicrob Agents Chemother       Date:  1999-08       Impact factor: 5.191

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Journal:  J Virol       Date:  1997-01       Impact factor: 5.103

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Journal:  J Virol       Date:  1999-10       Impact factor: 5.103

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Journal:  Nucleosides Nucleotides Nucleic Acids       Date:  2003-12       Impact factor: 1.381

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Journal:  Nature       Date:  1992-07-09       Impact factor: 49.962

10.  Human herpesvirus 6 U69 kinase phosphorylates the methylenecyclopropane nucleosides cyclopropavir, MBX 2168, and MBX 1616 to their monophosphates.

Authors:  Gloria Komazin-Meredith; Steven C Cardinale; John D Williams; Norton P Peet; Mark N Prichard; Terry L Bowlin
Journal:  Antimicrob Agents Chemother       Date:  2013-08-26       Impact factor: 5.191

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  11 in total

Review 1.  Current and potential treatments for ubiquitous but neglected herpesvirus infections.

Authors:  Jonathan E Gable; Timothy M Acker; Charles S Craik
Journal:  Chem Rev       Date:  2014-10-02       Impact factor: 60.622

2.  TAOK3 phosphorylates the methylenecyclopropane nucleoside MBX 2168 to its monophosphate.

Authors:  Gloria Komazin-Meredith; Steven C Cardinale; Katelyn Comeau; Kevin J Magalhaes; Caroll B Hartline; John D Williams; Timothy J Opperman; Mark N Prichard; Terry L Bowlin
Journal:  Antiviral Res       Date:  2015-04-07       Impact factor: 5.970

Review 3.  Approach to drug-resistant cytomegalovirus in transplant recipients.

Authors:  Sunwen Chou
Journal:  Curr Opin Infect Dis       Date:  2015-08       Impact factor: 4.915

4.  Activation of 6-Alkoxy-Substituted Methylenecyclopropane Nucleoside Analogs Requires Enzymatic Modification by Adenosine Deaminase-Like Protein 1.

Authors:  Kathryn J Vollmer; Anna C Burns; Hannah E Sauer; John D Williams; Gloria Komazin-Meredith; Steve Cardinale; Michelle Butler; Zachary Aron; Islam Hussein; Marc G Busch; Terry L Bowlin; Brian G Gentry
Journal:  Antimicrob Agents Chemother       Date:  2019-09-23       Impact factor: 5.191

5.  Novel UL97 drug resistance mutations identified at baseline in a clinical trial of maribavir for resistant or refractory cytomegalovirus infection.

Authors:  Sunwen Chou; Jingyang Wu; Kening Song; Tien Bo
Journal:  Antiviral Res       Date:  2019-09-27       Impact factor: 5.970

Review 6.  Advances in the genotypic diagnosis of cytomegalovirus antiviral drug resistance.

Authors:  Sunwen Chou
Journal:  Antiviral Res       Date:  2020-01-12       Impact factor: 5.970

7.  Cytomegalovirus mutants resistant to ganciclovir and cidofovir differ in susceptibilities to synguanol and its 6-ether and 6-thioether derivatives.

Authors:  Sunwen Chou; Gloria Komazin-Meredith; John D Williams; Terry L Bowlin
Journal:  Antimicrob Agents Chemother       Date:  2013-12-30       Impact factor: 5.191

8.  Phase Ib Trial To Evaluate the Safety and Pharmacokinetics of Multiple Ascending Doses of Filociclovir (MBX-400, Cyclopropavir) in Healthy Volunteers.

Authors:  Nadine G Rouphael; Selwyn J Hurwitz; Mari Hart; Allison Beck; Evan J Anderson; Gregory Deye; Blaire Osborn; Shu Yi Cai; Chris Focht; Cyrille Amegashie; Terry L Bowlin; Jennifer Brooks; Mark J Mulligan
Journal:  Antimicrob Agents Chemother       Date:  2019-08-23       Impact factor: 5.938

9.  Pentostatin antagonizes the antiviral activity of MBX-2168 by inhibiting the biosynthesis of the active compound.

Authors:  Natalie R Hagen; Marie L Nguyen; John D Williams; Terry L Bowlin; Brian G Gentry
Journal:  Antiviral Res       Date:  2021-01-18       Impact factor: 5.970

10.  Detection of Low Frequency Multi-Drug Resistance and Novel Putative Maribavir Resistance in Immunocompromised Pediatric Patients with Cytomegalovirus.

Authors:  Charlotte J Houldcroft; Josephine M Bryant; Daniel P Depledge; Ben K Margetts; Jacob Simmonds; Stephanos Nicolaou; Helena J Tutill; Rachel Williams; Austen J J Worth; Stephen D Marks; Paul Veys; Elizabeth Whittaker; Judith Breuer
Journal:  Front Microbiol       Date:  2016-09-09       Impact factor: 5.640

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