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The kinetics of nicotine degradation in a cell suspension culture of Nicotiana plumbaginifolia has been examined. It is shown by GC and chiral HPLC that when (R,S)-nicotine is presented, (R)-nicotine is more rapidly degraded than the natural isomer, (S)-nicotine. Conversely, (R)-nornicotine accumulates in the culture medium to a greater extent than (S)-nornicotine, indicating that the latter undergoes more rapid further metabolism to unidentified products. The demethylation of the analogue of nicotine, (R,S)-1-methyl-2-phenylpyrrolidine, was found to be competitive with the demethylation of (R,S)-nicotine. |
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