Literature DB >> 15214788

Uncharged AZT and D4T derivatives of phosphonoformic and phosphonoacetic acids as anti-HIV pronucleosides.

Elena A Shirokova1, Maxim V Jasko, Anastasiya L Khandazhinskaya, Alexander V Ivanov, Dmitry V Yanvarev, Yury S Skoblov, Vladimir A Mitkevich, Eduard V Bocharov, Tatyana R Pronyaeva, Nina V Fedyuk, Marina K Kukhanova, Andrey G Pokrovsky.   

Abstract

Two series of new lipophilic phosphonoformate and phosphonoacetate derivatives of AZT and d4T were synthesized and evaluated as anti-HIV agents. The efficacy of some of the synthesized compounds in cell cultures infected with HIV-1 was higher than that of the parent nucleosides and only slightly correlated to their stability in the phosphate buffer and human blood serum. The synthesized phosphonates are most probably prodrug forms of the corresponding nucleosides.

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Year:  2004        PMID: 15214788     DOI: 10.1021/jm0310176

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


  5 in total

1.  Dual-targeted anti-TB/anti-HIV heterodimers.

Authors:  Liudmila Alexandrova; Sonia Zicari; Elena Matyugina; Anastasia Khandazhinskaya; Tatiana Smirnova; Sofya Andreevskaya; Larisa Chernousova; Christophe Vanpouille; Sergei Kochetkov; Leonid Margolis
Journal:  Antiviral Res       Date:  2017-07-22       Impact factor: 5.970

2.  Anti-cancer activity of novel dibenzo[b,f]azepine tethered isoxazoline derivatives.

Authors:  Maralinganadoddi Panchegowda Sadashiva; Shivananju NanjundaSwamy; Feng Li; Kanjoormana Aryan Manu; Murugan Sengottuvelan; Doddakunche Shivaramu Prasanna; Nirvanappa Chikkagundagal Anilkumar; Gautam Sethi; Kazuyuki Sugahara; Kanchugarakoppal Subbegowda Rangappa
Journal:  BMC Chem Biol       Date:  2012-10-03

3.  Exploring the role of the α-carboxyphosphonate moiety in the HIV-RT activity of α-carboxy nucleoside phosphonates.

Authors:  Nicholas D Mullins; Nuala M Maguire; Alan Ford; Kalyan Das; Eddy Arnold; Jan Balzarini; Anita R Maguire
Journal:  Org Biomol Chem       Date:  2016-02-28       Impact factor: 3.876

4.  AZT 5'-Phosphonates: Achievements and Trends in the Treatment and Prevention of HIV Infection.

Authors:  Capital A Cyrillic L Khandazhinskaya; E A Shirokova
Journal:  Acta Naturae       Date:  2013-07       Impact factor: 1.845

5.  Crystal structure of ammonium 3'-azido-3'-de-oxy-thymidine-5'-amino-carbonyl-phospho-nate hemi-hydrate: an anti-HIV agent.

Authors:  Maxim V Jasko; Galina V Gurskaya; Marina K Kukhanova; Ivan S Bushmarinov
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2014-10-24
  5 in total

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