ABSTRACT
A set of heterocyclic benzimidazole derivatives bearing 1,3,5-triazine group with different substituents at C-2 and C-5 of the benzimidazole ring have been synthesized and evaluated for their antiviral activities against HSV-1. The structures of these compounds have been established by analytical data, IR spectra, [1]H NMR, and mass spectra. Compounds 8a and 8b proved to be the most active antiherpetic agents in this study, at EC[50]% concentrations of 2.9, 3.4 mg/ml, respectively. Computational evaluation of the quantum chemical descriptors such as hydrophobicity [log P], HOMO and LUMO, and the gap energy, were calculated and correlated with the antiviral activity. The tested compounds showed proper degree of hydrophobicity [<0.5 - >5]. The HOMO-LUMO gap energy values of the tested compounds are comparable with the observed values for the antiviral drug, Acyclovir
Subject(s)
Benzimidazoles/chemical synthesis , Antiviral Agents , Drug Design , Drug Evaluation , Hydrophobic and Hydrophilic Interactions , TriazinesABSTRACT
The synthesis of a new series of Pyrido[2,3-d]-pyrimidine derivatives 8-13 and their corresponding S-methyl analogs 14 = -19 is described. The pyrido[2,3-d] triazolo[3,4-b]pyrimidines 26, 27 are also prepared. The structures of the newly synthesized compounds have been confirmed by elemental analysis, IR, and 1H-NMR spectra. DNA-binding activity of the synthesized compounds was performed