Anti-influenza active and low toxic N-phenyl-substituted β-amidoamidines structurally related to natural antibiotic amidinomycin

…, LG Zakharova, YA Levin, MP Shulaeva…

Index: Korshin, Edward E.; Zakharova, Lyubov G.; Levin, Yakov A.; Shulaeva, Marina P.; Pozdeev, Oskar K. Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 8 p. 2357 - 2361

Full Text: HTML

Citation Number: 2

Abstract

A set of racemic N-phenyl-substituted β-amidoamidines hydrochlorides 4, which are structurally related to natural antiviral agent amidinomycin (1), was synthesized in four steps starting from methacryloyl anilide (5). In the final step of the synthetic route, an uncommon monoacylation of β-aminoamidine 8 at the less reactive β-phenylamino-group took place. To rationalize this result, a mechanism which involves initial acylation at the more active ...