Medicinal Chemistry Research

, Volume 21, Issue 12, pp 4053–4059 | Cite as

Amino acid and peptide esters of abacavir: synthesis and activity against human immunodeficiency virus type 1 in cell culture

  • Ivanka Stankova
  • Kamelia Stanoeva
  • Anton Hinkov
  • Ivailo Alexiev
  • Petya Genova-Kalou
  • Radoslav Chayrov
  • Radka Argirova
Original Research

Abstract

Abacavir (ABC) is clinically associated with hypersensitivity reactions, risk for cardiovascular disease, etc. A possible way to minimize side effects is by modifying chemical structure. Three esters of ABC containing amino acid (glycine) and dipeptide esters (glycyl-glycine) were synthesized and their activity on HIV-1 III B replication in MT-4 cells was evaluated. One of the newly synthesized esters—Gly-ABC—demonstrates low-cytotoxicity and high-anti-HIV-1 activity in MT-4 cells, as well as low-mitochondrial toxicity and high-genetic barrier to resistance.

Keywords

Cell culture Aminoacid and dipeptide esters of abacavir Anti-HIV activity Mitochondrial toxicity Sequencing of HIV-mutants 

Notes

Acknowledgment

The financial support of contract VUL-304/07 of Ministry of Science and Education, Republic of Bulgaria, is highly appreciated.

Conflict of interest

The authors declare lack of conflict of interest.

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Copyright information

© Springer Science+Business Media, LLC 2011

Authors and Affiliations

  • Ivanka Stankova
    • 1
  • Kamelia Stanoeva
    • 2
    • 3
  • Anton Hinkov
    • 3
  • Ivailo Alexiev
    • 4
  • Petya Genova-Kalou
    • 5
  • Radoslav Chayrov
    • 1
  • Radka Argirova
    • 6
  1. 1.Department of ChemistrySouth-West University “Neofit Rilski”BlagoevgradBulgaria
  2. 2.Medical FacultyMedical University of SofiaSofiaBulgaria
  3. 3.Faculty of BiologySofia University “St. Kliment Ohridski”SofiaBulgaria
  4. 4.National HIV Confirmation LaboratoryNational Center of Infectious and Parasitic DiseasesSofiaBulgaria
  5. 5.Lab for Cell CulturesNational Center of Infectious and Parasitic DiseasesSofiaBulgaria
  6. 6.Laboratory of RetrovirusesNational Center for Infectious and Parasitic DiseasesSofiaBulgaria

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