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40635-67-4

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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
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.
Schirmeister-Tichy, Helga,Iacono, Kathryn T.,Muto, Nicholas F.,Homan, Joseph W.,Suhadolnik, Robert J.,Pfleiderer, Wolfgang
p. 597 - 613
(2007/10/03)

Reactions of 2-acyloxyisobutyryl halides with nucleosides. II. Reactions of adenosine.
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Russell,Greenberg,Moffatt
p. 4025 - 4030
(2007/10/04)

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Chemical Properties

Appearance/Colour :clear to light yellow liquid
Boiling Point: 190.4 °C at 760 mmHg
Flash Point:72.2 °C
Density: 1.478 g/cm³
Storage Temp.:2-8°C
Vapor Pressure: 0.542mmHg at 25°C
Refractive Index: n20/D 1.457
Sensitive: Moisture Sensitive
BRN: 2432585
PSA: 43.37000
LogP: 1.24960

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