Immunopharmacological studies of new 3-benzoyl-4-mercaptobutyric acid derivatives. II. Immunosuppressive effects
Takeshita, K.; Fukazawa, I.; Nakaike, S.; Kameo, K.; Tomisawa, K.; Otomo, S.; Aihara, H.
Drugs under Experimental and Clinical Research 14(5): 311-318
1988
ISSN/ISBN: 0378-6501 PMID: 3219994 Document Number: 322429
A number of D-penicillamine (PA) derivatives (3-benzoyl-4-mercaptobutyric acids) with an acetylthio group on the gamma-position of the carboxylic acid were synthesized. Their immunological effects were examined and compared with PA and other immunosuppressors. PA derivatives suppressed adjuvant-induced arthritis in SD and Lewis rats, suppressed delayed-type hypersensitivity and IgE antibody response in mice, and prolonged the survival time of NZBXNZW F1 hybrid (BWF1) mice, as did immunosuppressors. In vitro, PA derivatives suppressed lymphocyte transformation and the proliferation of KB cells. 4-Acetylthio-3-[-4-(4-chlorophenyl)benzoyl]butyric acid was the most effective of the PA derivatives. Thus, these PA derivatives with an acetylthio group on the gamma-position of the carboxylic acid showed immunosuppressive effects and, furthermore, substitution of the halogen atom on the phenyl group increased immunosuppressive activities.