DESIGN AND SYNTHESIS OF HETEROCYCLIC CARBOXAMIDES AS NATURAL NUCLEIC ACID BASE MIMICS

Abstract A series of heterocyclic carboxamides have been designed as mimics for the natural nucleic acid bases. The nucleosides 1-(2′-deoxy-β-d-ribofuranosyl)imidazole-4-carboxamide (1), 1-(2′ -deoxy-β-d-ribofuranosyl)pyrazole-3-carboxamide (2), and 1-(2′ -deoxy-β-d-ribofuranosyl)pyrrole-3-carboxamide (3) were synthesized and their structures confirmed by spectroscopic and analytical means. This paper is dedicated to Dr. Yoshihisa Mizuno.

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