Nucleotides, Part LIX, Synthesis, Characterization, and Biological Activities of New Potential Antiviral Agents: (2′ - 5′)Adenylate Trimer Analogs Containing 3′-Deoxy-3′-(hexadecanoylamino)adenosine at the 2′-Terminus
| Autor: | Wolfgang Pfleiderer, Robert J. Suhadolnik, Nicholas F. Muto, Joseph W. Homan, Kathryn T. Iacono, Helga Schirmeister-Tichy |
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| Rok vydání: | 1999 |
| Předmět: |
chemistry.chemical_classification
Syncytium biology Organic Chemistry virus diseases Adenylate kinase Trimer Biochemistry Adenosine Catalysis Reverse transcriptase Integrase Inorganic Chemistry chemistry.chemical_compound chemistry Drug Discovery medicine biology.protein Nucleotide Physical and Theoretical Chemistry Derivative (chemistry) medicine.drug |
| Zdroj: | Helvetica Chimica Acta. 82:597-613 |
| ISSN: | 1522-2675 0018-019X |
| DOI: | 10.1002/(sici)1522-2675(19990407)82:4<597::aid-hlca597>3.0.co;2-v |
| Popis: | Based upon 3′-amino-3′-deoxyadenosine (15), its protected 3′-hexadecanoylamino derivative 22 was chosen as starting material for the synthesis of a series of new modified 2′ – 5′-adenylate trimers 33 – 36 as potential antiviral agents. All (2′ – 5′)A trimer analogs 33 – 36 inhibit HIV-1 replication as measured by the inhibition of syncytia formation and inhibition of HIV-1 reverse transcriptase activity. Compound 34 inhibits HIV-1 reverse transcription by 100% and subsequently inhibits expression of HIV-1 p24. However, compound 35 acts differently, since it does not inhibit HIV-1 reverse transcription, HIV-1 integrase, or HIV-1 p24 expression. Therefore, 35 appears to exert its inhibitory effect at a later stage of HIV-1 replication, i.e., the budding process. |
| Databáze: | OpenAIRE |
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