title: A study of tobacco carcinogenesis. XX. Role of catechol as a major cocarcinogen in the weakly acidic fraction of smoke condensate.
abstract: The weakly acidic fraction of cigarette smoke condensate was fractionated by preparative high-pressure liquid chromatography into major subfractions I-IV. Major subfractions II and III were fractionated further into subfractions A-J. Subfractions A-J were tested for cocarcinogenicity on the skin of noninbred Ha:ICR Swiss albino mice by application with 0.003% benzo[a]pyrene. Subfractions A-C and F-J showed significant cocarcinogenic activity; subfractions A, F, and H were the most active. Catechol was a major component of subfraction A and was also detected in subfractions B-D and F. Major components of the other subfractions included hydroquinone (B), coniferyl alcohol (C and H), hydroxyphenyl alcohols (D), alkyl-2-hydroxy-2-cyclopenten-1-ones (C, D, and F), hydroxyacetophenones (F), phenolic cyano compounds (F), and fatty acids (F). The results demonstrate the importance of catechol as a cocarcinogen in the weakly acidic fraction of cigarette smoke condensate and indicate the presence of other cocarcinogens.
mesh_terms: D000818:Animals; D001580:Benzopyrenes / Q000633:toxicity; D002273:Carcinogens; D002294:Carcinoma, Squamous Cell / Q000139:chemically induced; D002396:Catechols / Q000302:isolation & purification / Q000633:toxicity*; D002851:Chromatography, High Pressure Liquid; D003043:Cocarcinogenesis; D008401:Gas Chromatography-Mass Spectrometry; D051379:Mice; D009374:Neoplasms, Experimental / Q000139:chemically induced; D010947:Plants, Toxic; D012878:Skin Neoplasms / Q000139:chemically induced; D012906:Smoke / Q000032:analysis*; D013997:Time Factors; D014026:Nicotiana
chemical_list: D001580:Benzopyrenes; D002273:Carcinogens; D002396:Catechols; D012906:Smoke