Adenosylhomocysteine hydrolase inhibitors: Synthesis of 5′-deoxy-5′-(isobutylthio)-3-deazaadenosine and its effect on Rous sarcoma virus and Gross murine leukemia virus

Add time:08/20/2019    Source:sciencedirect.com

The synthesis of a new analog of adenosylhomocysteine (AdoHcy), 5′-deoxy-5′-(isobutylthio)-3-deazaadenosine, is described. The compound is a non-competitive inhibitor of AdoHcy hydrolase, with a Ki of 0.4 mM, as compared to a Ki of 3 μM for 3-deazaadenosine, a competitive inhibitor of the enzyme. 5′-Deoxy-5′-(isobutylthio)-3-deazaadenosine is not hydrolyzed by AdoHcy hydrolase. 5′-Deoxy-5′-(isobutylthio)-3-deazaadenosine when tested has a selective antiviral activity against Rous sarcoma virus in chick embryo cells, and against Gross murine leukemia virus in mouse embryo cells. Possible mechanisms of this anti-viral activity are discussed.

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