Study of electronic and structural features of thiosemicarbazone and thiosemicarbazide derivatives demonstrating anti-HSV-1 activity

The structure-activity relationships (SAR) in a series of thiosemicarbazone and thiosemicarbazide derivatives (60 compounds) have been investigated by means of the Electron-Topological Method (ETM). All derivatives in the training set are potent inhibitors of herpes simplex virus type 1 (HSV-1) replication (C. Shipman, S.H. Smith, J.C. Drach, D.L. Klayman, Antiviral Research, 6 (1986) 197-222). On the basis of geometrical and electronic data calculated for each compound and arranged in a matrix form, two features of activity and three breaks of activity have been revealed. By means of the method of multivariable regression a quantitative model was built to express the activity dependence on some physicochemical and structural parameters. (C) 2001 Elsevier Science B.V. All rights reserved.