Synthesis and anti-HIV properties of novel 6-phenylselenenyl-5-propyluracils

• Autorzy: Miazga A. , Felczak K. , Siwecka M.A. , Lipniacki A. , Piasek A. , Kulikowski T.
• Języki publikacji: EN

Abstrakty

EN

Novel 6-phenylselenenyl-5-propyluracils were synthesized from 5-propyluracil with the use of regioselective synthesis to give 1-[(2-hydroxyethoxy)-methyl]-6-phenylselenenyl-5-propyluracil (6), 1-ethoxymethyl-6-phenylselenenyl-5-propyluracil (9) and 1-benzyloxymethyl-6-phenylselenenyl-5-propyluracil (10). Interaction of these compounds with recombinant HIV-1 reverse transcriptase (RT) was evaluated using a non-isotopic colorimetric method. Compounds 9 and 10 exerted potent HIV RT inhibition (IC500.06 and 0.05 μM respectively) while compound 6 showed moderate inhibition (IC50=3.5 μM). Potent anti-HIV-1 activity in MT-2 cells inoculated by a syncythia-in-ducing HIV-1 (cat #3 strain) laboratory isolate was exerted by compounds 9 and 10 (EC500.62 μM and 0.025 μM, respectively), while compound 6 showed only moderate activity (IC50=4.1 μM). In addition, compound 10 showed very good in vitro therapeutic index (TI > 2046), indicating that it is a potential anti-HIV/AIDS drug.

Słowa kluczowe

PL

HIV virus; human immunodeficiency virus zob.HIV virus; reverse transcriptase; AIDS; antiviral effect; 6-phenylselenenyl-5-propyluracil; synthesis; drug

• Wydawca: -
• Czasopismo: Acta Biochimica Polonica
• Rocznik: 2007
• Tom: 54
• Numer: 4
• Opis fizyczny: p.863-868,fig.,ref.

Twórcy

autor

Miazga A.

• Polish Academy of Sciences, A.Pawinskiego 5a, 02-106 Warsaw, Poland

autor

Felczak K.

autor

Siwecka M.A.

autor

Lipniacki A.

autor

Piasek A.

autor

Kulikowski T.

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