Synthesis of 1′,2′-Seco-nucleoside Analogues of AZT

Purushotham Vemishetti Departments of Medicinal Chemistry and Chemistry, University of Rhode Island, Kingston, Rhode Island, 02881

Hussein I. El Subbagh Departments of Medicinal Chemistry and Chemistry, University of Rhode Island, Kingston, Rhode Island, 02881

Elie Abushanab and Departments of Medicinal Chemistry and Chemistry, University of Rhode Island, Kingston, Rhode Island, 02881

Raymond P. Panzica Departments of Medicinal Chemistry and Chemistry, University of Rhode Island, Kingston, Rhode Island, 02881

Abstract

1′,2′-Seco-AZT (3) and its 3′R,4′S diastereomer (19) were prepared and evaluated as antiviral agents. The chiral, acyclic side chains of these thymine acyclonuleosides were derived from D-isoascorbic acid. The two AZT analogues, 3 and 19, were screened against HIV, other RNA viruses, and two DNA viruses and they were found to be inactive.

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Synthesis of 1′,2′-Seco-nucleoside Analogues of AZT

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Synthesis of 1′,2′-Seco-nucleoside Analogues of AZT

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