4-(2-hydroxy-3-(n-isopropylamino)propoxyimino)carane and Dermatitis--Allergic-Contact

Previous studies of the propranolol monoterpene derivative (-)-4-[2-hydroxy-3-(N-isopropylamino)-propoxyimino]-cis-carane hydrochloride (KP-23) and its diastereoisomers, KP-23R and KP-23S, demonstrated different effects on the cyclic AMP generating system as well as anti-inflammatory, analgesic, antihistaminic and antioxidant activity. The present study examined the influence of KP-23 and its diastereoisomers KP-23R and KP-23S on the skin-irritating activity and the mucous membrane-irritating activity as well as their influence on a late-type contact allergy in the in vivo tests. The hydroxyl radical scavenging potential of the three analogues was evaluated using their ability to inhibit Fe(II)/H2O2-induced oxidative degradation of 2-deoxyribose (2-DR) in the in vitro tests. The results obtained indicated that the hydroxyamine carane derivative did not evoke irritative changes and did not induce a late-type contact allergy in the guinea-pig. Diastereoisomers of KP-23 exhibit antioxidant properties in a dose-dependent manner and protected against OH-radicals generated from the Fenton reaction.

Topics: Animals; Antioxidants; Bicyclic Monoterpenes; Cyclic AMP; Cyclohexylamines; Deoxyribose; Dermatitis, Allergic Contact; Dose-Response Relationship, Drug; Free Radical Scavengers; Guinea Pigs; Male; Mucous Membrane; Rabbits; Skin Irritancy Tests; Stereoisomerism; Toxicity Tests