STUDIES ON ANTIVIRAL AGENTS: II. SYNTHESIS AND IN VITRO ANTIVIRAL ACTIVITY ON NEW KANAMYCIN A DERIVATIVES HAVING HIGHER ACYL GROUP AT N-1 POSITION

The synthesis and antiviral activity of 3''-N-trifluoroacetylkanamycin A derivatives (6) having higher acyl group at the N-1 position are described. On the basis of the structureactivity relationships between antiviral activity and alkyl chain length in an acyl group at the N-1 position, analogs (6f-1) having higher alkylcarbonyl group exhibited antiviral activity against not only HSV-I but also influenza virus. Analogs (6q-v) having higher alkyloxycarbonyl group showed antiviral activity against HSV-I. In addition, kanamycin A derivatives (6n, o, y, z) possessing higher alkylcarbonyl group with a functional group, higher alkylaminocarbonyl group, and higher alkylthiocarbonyl group had antiviral activity against HSV-I. The analog (6h) showed a broad antiviral spectrum against both DNA (HSV-I, HSV-II, VZV) and RNA (influenza) viruses.