New AZT analogues having 5'-alkylsulfonyl groups: synthesis and anti-HIV activity.

Authors :: Al-Masoudi NA
Al-Soud YA
Ali IA
Schuppler T
Pannecouque C
De Clercq E
Source :: Nucleosides, nucleotides & nucleic acids [Nucleosides Nucleotides Nucleic Acids] 2007; Vol. 26 (3), pp. 223-30.
Publication Year :: 2007
Abstract: New derivatives of azidothymidine (AZT) substituted by alkyl and alkylsulphonyl groups at N-3 and C-5', respectively, have been synthesized. The new synthesized derivatives showed remarkable anti-HIV-1 and HIV-2 activity in MT-4 cells. Compounds 8 and 10 have IC(50) values of 0.83 and 0.31 microg/mL against HIV-1 with therapeutic index of 83 and 403, respectively, and IC(50) values of 0.93 and 0.29 microg/mL against HIV-2 with therapeutic index of 74 and 431, respectively. This means that compounds 8 and 10 were cytotoxic to MT-4 cells at CC(50) of 69.2 microg/mL and 125 microg/mL, respectively.

Subjects :: Anti-HIV Agents chemical synthesis
Chemistry, Pharmaceutical methods
Drug Design
Drug Industry methods
Humans
Inhibitory Concentration 50
Magnetic Resonance Spectroscopy
Mass Spectrometry
Models, Chemical
Phosphorylation
Temperature
Zidovudine chemical synthesis
Acquired Immunodeficiency Syndrome drug therapy
Anti-HIV Agents pharmacology
HIV Infections drug therapy
Zidovudine analogs & derivatives
Zidovudine pharmacology

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