SrasV1, Main, Exploration, bibRecord, 002F04

Synthesis and in vitro anti-HIV evaluation of a new series of 6-arylmethyl-substituted S-DABOs as potential non-nucleoside HIV-1 reverse transcriptase inhibitors

Identifieur interne : 002F04 ( Main/Exploration ); précédent : 002F03; suivant : 002F05

Synthesis and in vitro anti-HIV evaluation of a new series of 6-arylmethyl-substituted S-DABOs as potential non-nucleoside HIV-1 reverse transcriptase inhibitors

Auteurs : Yue-Ping Wang [République populaire de Chine] ; Fen-Er Chen [République populaire de Chine] ; Erik De Clercq [Belgique] ; Jan Balzarini [Belgique] ; Christophe Pannecouque [Belgique]

Source :

European journal of medicinal chemistry [ 0223-5234 ] ; 2009.

RBID : Pascal:09-0216507

Descripteurs français

Pascal (Inist)
- Synthèse chimique, In vitro, Composé non nucléoside, Virus HIV1, Inhibiteur reverse transcriptase, Antiviral, Activité biologique, Virus HIV2, RNA-directed DNA polymerase, Inhibiteur enzyme, Anti hiv, S-DABO, Pyrimidin-4-one(6-[3,5-diméthylbenzyl]-5-éthyl-2-[4-méthoxybenzylsulfanyl]), Pyrimidin-4-one(alkylsulfanyl benzyl).

English descriptors

KwdEn :
- Antiviral, Biological activity, Chemical synthesis, Enzyme inhibitor, HIV-1 virus, HIV-2 virus, In vitro, Non nucleoside compound, RNA-directed DNA polymerase, Reverse transcriptase inhibitor.

Abstract

A series of new 5-alkyl-2-benzylsulfanylpyrimidin-4(3H)-ones (5a-y) bearing different substituted arylmethyl moieties at the C-6 position of the pyrimidine core have been synthesized and evaluated for their in vitro activities against HIV-1 and HIV-2 in MT-4 cell cultures. The majority of the title compounds showed moderate to good activities against HIV-1 with an IC₅₀ range from 6.67 μM to 0.12 μM. Among them, 6-(3,5-dimethylbenzyl) analogue 5q exhibited the most potent anti-HIV-1 activity (IC₅₀ = 0.12 μM, SI>2642), which was about 40-fold more active than the reference compounds 1-[(2-hydroxyethoxy)methyl]-6-(phenylsulfanyl)thymine (HEPT) and 2',3'-dideoxyinosine (DDI). The structure-activity relationships (SARs) of these new congeners were further discussed.

Affiliations:

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Le document en format XML

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<term>Activité biologique</term>
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<front><div type="abstract" xml:lang="en">A series of new 5-alkyl-2-benzylsulfanylpyrimidin-4(3H)-ones (5a-y) bearing different substituted arylmethyl moieties at the C-6 position of the pyrimidine core have been synthesized and evaluated for their in vitro activities against HIV-1 and HIV-2 in MT-4 cell cultures. The majority of the title compounds showed moderate to good activities against HIV-1 with an IC<sub>50</sub>
 range from 6.67 μM to 0.12 μM. Among them, 6-(3,5-dimethylbenzyl) analogue 5q exhibited the most potent anti-HIV-1 activity (IC<sub>50</sub>
 = 0.12 μM, SI>2642), which was about 40-fold more active than the reference compounds 1-[(2-hydroxyethoxy)methyl]-6-(phenylsulfanyl)thymine (HEPT) and 2',3'-dideoxyinosine (DDI). The structure-activity relationships (SARs) of these new congeners were further discussed.</div>
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Synthesis and in vitro anti-HIV evaluation of a new series of 6-arylmethyl-substituted S-DABOs as potential non-nucleoside HIV-1 reverse transcriptase inhibitors

Synthesis and in vitro anti-HIV evaluation of a new series of 6-arylmethyl-substituted S-DABOs as potential non-nucleoside HIV-1 reverse transcriptase inhibitors

Source :

Descripteurs français

English descriptors

Abstract

Links toward previous steps (curation, corpus...)

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