Structure-activity relationship in the 3-iodo-4-phenoxypyridinone (IOPY) series: the nature of the C-3 substituent on anti-HIV activity
| Autor: | Chi Hung Nguyen, Elisabeth Thérèse Jeanne Pasquier, Dominique Jean-Pierre Mabire, Koen Andries, Jerome Emile Georges Guillemont, Abdellah Benjahad, David S. Grierson, Said Oumouch |
|---|---|
| Přispěvatelé: | Conception, synthèse et vectorisation de biomolécules. (CSVB), Institut Curie-Centre National de la Recherche Scientifique (CNRS)-Université Paris Descartes - Paris 5 (UPD5), Johnson & Johnson Pharmaceutical Research and Development, Université Paris Descartes - Paris 5 (UPD5)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Curie [Paris] |
| Jazyk: | angličtina |
| Rok vydání: | 2007 |
| Předmět: |
Magnetic Resonance Spectroscopy
Stereochemistry Anti-HIV Agents Pyridones [SDV]Life Sciences [q-bio] Clinical Biochemistry Mutant Substituent Molecular Conformation Pharmaceutical Science 010402 general chemistry 01 natural sciences Biochemistry Chemical synthesis Cell Line MESH: HIV-1 chemistry.chemical_compound Structure-Activity Relationship MESH: Structure-Activity Relationship MESH: Pyridones Drug Discovery medicine Structure–activity relationship Humans MESH: Anti-HIV Agents Molecular Biology chemistry.chemical_classification MESH: Molecular Conformation MESH: Humans biology Reverse-transcriptase inhibitor 010405 organic chemistry MESH: Magnetic Resonance Spectroscopy Organic Chemistry MESH: Indicators and Reagents virus diseases 0104 chemical sciences 3. Good health MESH: Cell Line Enzyme chemistry Enzyme inhibitor biology.protein Lactam HIV-1 Molecular Medicine Indicators and Reagents medicine.drug |
| Zdroj: | Bioorganic and medicinal chemistry letters Bioorganic and Medicinal Chemistry Letters Bioorganic and Medicinal Chemistry Letters, Elsevier, 2007, 17 (3), pp.712-6. ⟨10.1016/j.bmcl.2006.10.082⟩ |
| ISSN: | 0960-894X |
| DOI: | 10.1016/j.bmcl.2006.10.082⟩ |
| Popis: | As part of a systematic SAR study on the 3-iodo-4-phenoxypyridinone 3 (IOPY) type non-nucleoside reverse transcriptase inhibitors, the analogues 4a-4z bearing different C-3 substituents were synthesized and evaluated for their anti-HIV activity against wild-type HIV-1 and four of the principal HIV mutant strains (K103N, Y181C, Y188L, and I100L). The results show that the 3-vinyl analogue 4j is the only compound which displays anti-HIV activity comparable to IOPY 3, and in this respect represents a possible back-up to this lead molecule. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect