Structure/Activity Investigations of 5‐Substituted 3‐Methylisoxazole[5, 4‐d]1, 2, 3‐triazin‐4‐one Derivatives

Abstract

The series of 5-substituted 3-methylisoxazole[5, 4-d]1, 2, 3-triazin-4-one derivatives was obtained by diazotization of 5-amino-3-methylisoxazol-4-carboxylic acid hydrazide. The immunological activity of these compounds was investigated experimentally in several in vitro and in vivo assays in mice and human models. In the next step, quantum-chemical investigations were performed using density functional theory with the B3LYP hybrid exchange-correlation energy functional and 6-31G(d, p) basis set. The Polarizable Continuum (SCRF/PCM) solvent model was also taken into account in order to show solvent influence on electron density and electrostatic potential around the exemplary molecules. Correlations between molecular structure and biological properties were found using a stepwise selection of scales for the multiple linear regression (MLR).

Chemistry and Biology of Synthetic and Naturally Occurring Antiamoebic Agents

“…1,2,4-Triazines are a well-known class of heterocyclic compounds and display significant biological activity especially with condensed heterocyclic systems. − Pyrimidine nucleic bases containing triazines show interesting properties; − for example, azacytidine, a synthetic triazine analogue of cytidine, shows strong antileukemic activity. , PS-15, a prodrug of diaminotriazine, is active against resistant malarial strains . Moreover, triazine derivatives are cytotoxic to parasites since they offer excellent selectivity between parasites and host cells. − A series of triazine derivatives was reported by Singh et al by the synthetic route shown in Scheme .…”

Isoxazole Derivatives as Regulators of Immune Functions

“…The structure/activity investigations were extended by the application of the B3LYP hybrid exchange-correlation energy functional and the 6-31G(d, p) basis set. [ 46 ] The Polarizable Continuum (SCRF/PCM) solvent model was also taken into account, in order to show the solvent influence on the electron density, and the electrostatic potential around the exemplary molecules. Correlations between the molecular structure and its biological properties were subsequently found by using a stepwise selection of scales for the multiple linear regression (MLR).…”

SVEEVA Descriptor Application to Peptide QSAR

“…In this paper, based on quantum chemistry calculation level of density function theory (DFT) [19,20], Berny energetic gradient and generalized gradient approximation (GGA) were employed to optimize the spatial conformation of coded amino acids. Then, the descriptor calculation web of molecular descriptor lab (MODEL) [21] …”