Antirhinoviral activity of heterocyclic analogs of Win 54954

• Published in: Journal of medicinal chemistry Vol. 35; no. 24; pp. 4628 - 4633
• Main Authors: Bailey, Thomas R, Diana, Guy D, Kowalczyk, Paul J, Akullian, Vahan, Eissenstat, Michael A, Cutcliffe, David, Mallamo, John P, Carabateas, Philip M, Pevear, Daniel C
• Format: Journal Article
• Language: English
• Published: United States American Chemical Society 01-11-1992
• Subjects: Antiviral Agents - chemical synthesis; Antiviral Agents - pharmacology; Chemical Phenomena; Chemistry, Physical; Electrochemistry; Isoxazoles - chemical synthesis; Isoxazoles - chemistry; Isoxazoles - pharmacology; Molecular Structure; Rhinovirus - drug effects; Structure-Activity Relationship; Tetrazoles - chemical synthesis; Tetrazoles - pharmacology
• ISSN: 0022-2623; 1520-4804
• DOI: 10.1021/jm00102a017

A variety of heterocyclic analogs of Win 54954 have been synthesized and tested in vitro against human rhinovirus type 14 (HRV-14) in a plaque reduction assay. The more active compounds were tested against 14 additional serotypes, and the concentration which inhibited 80% of the serotypes tested (MIC80) was measured. One compound, 37, exhibited activity comparable to Win 59454. Physicochemical as well as electrostatic parameters were calculated and the results subjected to a QSAR analysis in an effort to explain differences in activity observed between these compounds; however, no meaningful correlation with biological activity was found with any of these parameters.