Elsevier

Phytochemistry

Volume 10, Issue 5, May 1971, Pages 1135-1140
Phytochemistry

Alkylphenols and arylnitriles in a biologically active neutral subfraction of cigarette smoke condensate

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Abstract

A tumorigenic neutral subfraction of cigarette smoke condensate eluting from silicic acid with benzene and soluble in dimethylsulfoxide was shown to contain the following constituents: 2-butylphenol; 2-isobutylphenol; 2-ethyl-6-methylphenol; 3-ethylbenzonitrile; 2,5-dimethylbenzonitrile; 2-ethylbenzonitrile; 2,6-dimethylbenzonitrile; 4-ethylbenzonitrile and 2,3-dimethylbenzonitrile. Evidence was also obtained for the presence of 2-methylbenzonitrile and 2-ethyl-5,6-dimethylphenol. None of these components has been reported previously in condensate. The partition coefficients in ether/1N NaOH ranged from 1·1 to 44 for the four phenols, indicating that their occurrence in the neutral fraction would be expected. The amounts of constituents that were isolated and identified ranged from 0·6 to 2·2 mg/kg smoke condensate.

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