ABSTRACT
Neutral and cationic tripyridylporphyrin-D-galactose conjugates were synthesized and their antiviral activity against herpes simplex virus type 1 (HSV-1) was evaluated. At non-cytotoxic concentrations the studied compounds show significant antiviral activity after photoactivation. The influence of photoactivation on drug treated cells was also analyzed, at different times of infection with HSV-1, for a neutral (1b) and a cationic glycoporphyrin (3b) derivative. The results show that the inhibition of the viral yield is more dependent on photoactivation for compound 1b than for compound 3b. These two compounds also differ in the inhibitory effect during the viral replicative cycle: while compound 3b inhibits the viral yield at all the addition times assayed, compound 1b is more efficient in later times of infection.
Subject(s)
Galactose/chemistry , Galactose/pharmacology , Herpesvirus 1, Human/drug effects , Photosensitizing Agents/chemical synthesis , Photosensitizing Agents/pharmacology , Porphyrins/chemistry , Pyridines/chemistry , Animals , Antiviral Agents/chemical synthesis , Antiviral Agents/chemistry , Antiviral Agents/pharmacology , Cations/chemical synthesis , Cations/chemistry , Cell Survival/drug effects , Cell Survival/radiation effects , Chlorocebus aethiops , Galactose/chemical synthesis , Herpesvirus 1, Human/physiology , Herpesvirus 1, Human/radiation effects , Molecular Structure , Photosensitizing Agents/chemistry , Singlet Oxygen/chemistry , Static Electricity , Structure-Activity Relationship , Time Factors , Vero CellsABSTRACT
An easy route to cationic beta-vinyl substituted meso-tetraphenylporphyrin derivatives is described. Two novel compounds were tested in vitro for their antiviral photoactivity against herpes simplex virus type 1. One of these compounds exhibited a significant activity, reaching 99% of virus inactivation after 15 min of photoactivation.
Subject(s)
Antiviral Agents , Herpesvirus 1, Human/drug effects , Porphyrins , Vinyl Compounds , Animals , Antiviral Agents/chemical synthesis , Antiviral Agents/pharmacology , Antiviral Agents/radiation effects , Cations/chemistry , Cell Proliferation/drug effects , Chlorocebus aethiops , Dose-Response Relationship, Drug , Drug Design , Microbial Sensitivity Tests , Molecular Structure , Photochemistry , Porphyrins/chemical synthesis , Porphyrins/pharmacology , Porphyrins/radiation effects , Structure-Activity Relationship , Ultraviolet Rays , Vero Cells , Vinyl Compounds/chemical synthesis , Vinyl Compounds/pharmacology , Vinyl Compounds/radiation effectsABSTRACT
Studies on the synthesis, structural elucidation, and antiviral evaluation of several carbohydrate-substituted meso-tetraarylporphyrins against herpes simplex virus type 1 (HSV-1) and type 2 (HSV-2) are described. The potential of those photosensitizers, and of their precursors, on the photoinactivation of HSV-1 and HSV-2 was examined in Vero cells. Their virucidal and viral replication effects were assessed under white light, at their maximum noncytotoxic concentrations. The highest inhibitory effects on viral replication, for both viruses, were obtained with the glycoporphyrins where the sugar moiety bears unprotected hydroxyl groups. Strong inhibition of virus yield was observed even at concentrations much lower than their maximum noncytotoxic concentrations. These compounds can be postulated to be useful as potential drugs for the treatment of herpes simplex viruses infections.