Synthesis and Antiviral Activity of Polycyclic N-Amidoimides Based on 4-Oxatetracyclo-[5.3.2.02, 6.08, 10]Dodec-11-Ene-3,5-Dione

Abstract

A series of novel polycyclic N-amidoimides were synthesized by reacting 4-oxatetracyclo[5.3.2.0^2,6.0^8,10]dodec-11-ene-3,5-dione with hydrazides of benzoic acids, arylaminoacetic acid, and oxalic acid. The most pronounced antiviral activities against Vaccinia virus were observed for 4-hydroxy-N-(3,5-dioxo-4-azatetracyclo[5.3.2.0^{2, 6}.0^{8, 10}]dodec-11-en-4-yl)-3-nitrobenzamide, N-(3,5-dioxo-4-azatetracyclo[5.3.2.0^2,6.0^8,10]dodec-11-en-4-yl)-N′-[(3-trifluoromethyl)phenyl]ethanediamide, and N-(2,6-dimethylphenyl)-N′-(3,5-dioxo-4-azatetracyclo-5.3.2.0^2,6,0^8,10]dodec-11-en-4-yl)ethanediamide.