In vitro studies of the biological effects of cigarette smoke condensate. III. Induction of SCE by some phenolic and related constituents derived from cigarette smoke. A study of structure-activity relationships.
Since our earlier studies of 23 individual weakly acidic constituents of cigarette smoke indicated that benzenes having vicinal oxygenation or a conjugated double bond induce sister-chromatid exchanges (SCE), we have now selected and examined a complementary set of 27 smoke constituents for their SCE-inducing properties. Of the 50 compounds tested in all, 23 were found to induce SCE, and these include all benzaldehydes but one and the majority of the compounds having a conjugated carbon-carbon double bond as well as several of the guaiacols. These groups of active compounds comprise important flavourants such as vanillin, ethylvanillin, isoeugenol and guaiacol. The structure-activity relationships encountered here may be useful in predicting the SCE-inducing activity of related compounds.
Jansson
T
T
Department of Medical Cell Genetics, Medical Nobel Institute, Karolinska Institute, Stockholm, Sweden.
Curvall
M
M
Hedin
A
A
Enzell
C R
CR
D001547:Benzaldehydes / Q000633:toxicity; D006801:Humans; D066298:In Vitro Techniques; D008214:Lymphocytes; D010636:Phenols / Q000633:toxicity*; D010947:Plants, Toxic; D012854:Sister Chromatid Exchange / Q000187:drug effects*; D012906:Smoke / Q000009:adverse effects*; D013329:Structure-Activity Relationship; D014026:Nicotiana
D001547:Benzaldehydes; D010636:Phenols; D012906:Smoke