title: Evaluation of the irritating influence of carane derivatives and their antioxidant properties in a deoxyribose degradation test.
abstract: 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.
authors: Department of Toxicology, Jagiellonian University, Medical College, Faculty of Pharmacy, Medyczna 9, PL 30-688 Kraków, Poland.
authors: Andrzej
authors: A
authors: Moniczewski
authors: Tadeusz
authors: T
authors: Librowski
authors: Stanisław
authors: S
authors: Lochyński
authors: Daniel
authors: D
authors: Strub
mesh_terms: D000818:Animals; D000975:Antioxidants / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D000081008:Bicyclic Monoterpenes; D000242:Cyclic AMP / Q000378:metabolism*; D003514:Cyclohexylamines / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D003855:Deoxyribose / Q000378:metabolism; D017449:Dermatitis, Allergic Contact / Q000209:etiology; D004305:Dose-Response Relationship, Drug; D016166:Free Radical Scavengers / Q000737:chemistry / Q000494:pharmacology* / Q000633:toxicity; D006168:Guinea Pigs; D008297:Male; D009092:Mucous Membrane / Q000187:drug effects / Q000378:metabolism; D011817:Rabbits; D023422:Skin Irritancy Tests; D013237:Stereoisomerism; D018675:Toxicity Tests / Q000379:methods
chemical_list: D000975:Antioxidants; D000081008:Bicyclic Monoterpenes; D003514:Cyclohexylamines; D016166:Free Radical Scavengers; C079300:4-(2-hydroxy-3-(N-isopropylamino)propoxyimino)carane; D003855:Deoxyribose; D000242:Cyclic AMP