Document Report Card

ID: ALA1129515

Journal: J Med Chem

Title: Synthesis and biological evaluation of1',2'-seconucleo-5'- phosphonates.

Authors: Racha S, Vargeese C, Vemishetti P, El-Subbagh HI, Abushanab E, Panzica RP.

Abstract: A series of 1',2'-seconucleophosphonate analogues were prepared containing adenine, cytosine, thymine, and uracil as the nucleobase. The synthetic methodology is efficient and uses chloromethyl ethers derived from the chirons diethyl (3S)-(benzyloxy)-(2R)-hydroxybutane-phosphonate (1) and diethyl (3S),4-bis(benzyloxy)-(2R)-hydroxybutanephosphonate (2). Selected deblocked derivatives, i.e., two monoesters (13 and 14), four phosphonic acids (15-18), and one cyclic phosphonate (23), were screened for in vitro activity against certain RNA, adeno, and HIV viruses. All of them were found to be devoid of activity.

CiteXplore: 8676349

DOI: 10.1021/jm9506783