Gluco-indole Alkaloids from Nauclea cadamba in Thailand and Transformation of 3.ALPHA.-Dihydrocadambine into the Indolopyridine Alkaloid, 16-Carbomethoxynaufoline.

Chemical and Pharmaceutical Bulletin
2003.0

Abstract

Three monoterpenoid gluco-indole alkaloids, 3beta-isodihydrocadambine, cadambine, and 3alpha-dihydrocadambine, were isolated from Nauclea cadamba ROXB. growing in Thailand. The stereochemistry at C19 in 3beta-isodihydrocadambine was elucidated to be R by spectroscopic analysis. Treatment of 3alpha-dihydrocadambine with beta-glucosidase in aqueous ammonium acetate solution gave an indolopyridine alkaloid, 16-carbomethoxynaufoline, and an unusually rearranged compound.

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