Abstract
In course of our study on the nitration of carbazole alkaloids isolated from Murraya koenigii, we have observed that there is no report of the nitration of pyranocarbazole alkaloids with ceric ammonium nitrate in the literature. So we were interested to study the nitration of pyranocarbazole alkaloids girinimbine, koenidine, koenimbine and mahanimbine isolated from M. koenigii. Interestingly selective mononitation occurred in girinimbine and koenidine, whereas koenimbine and mahanimbine afforded dinitro derivatives as major products. Nitration of glycozolidine with ceric ammonium nitrate on the other hand furnished a dimeric diniro compound. The mechanism of formation of new nitro pyranocarbazole alkaloids in these reactions will be discussed.
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