Search for new lead structures in the isoxazole heterocyclic system.
Looking for active immunosuppressant, a series of substituted phenylamides of 5-aminomethinimino-3-methylisoxazole-4-carboxylic acid was obtained, which showed immunosuppressory activities in the in vitro and in vivo tests, comparable with that of cyclosporine A. Rentgenostructural studies of three most representative derivatives were performed and the molecular modelling of compounds, demonstrating most characteristic biological activities, was performed. In the next stage, quantum-chemical investigations were conducted in order to determine structure-activity relationships.
Ryng
Stanisław
S
University of Medicine, Faculty of Pharmacy, Dept. of Organic Chemistry, 9 Grodzka Str., 50-137 Wrocław, Poland.
Zimecki
Michał
M
Fedorowicz
Adam
A
Jezierska
Aneta
A
Głowiak
Tadeusz
T
D000917:Antibody Formation / Q000187:drug effects; D002478:Cells, Cultured; D004563:Electrochemistry; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D006801:Humans; D007111:Immunity, Cellular / Q000187:drug effects; D007166:Immunosuppressive Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D007555:Isoxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D013329:Structure-Activity Relationship; D006377:T-Lymphocytes, Helper-Inducer / Q000187:drug effects / Q000276:immunology
D006571:Heterocyclic Compounds; D007166:Immunosuppressive Agents; D007555:Isoxazoles