ChemInform Abstract: Structure and Synthesis of a New Indole Alkaloid, 19(S)-Hydroxy-Nb- methylraumacline, Obtained by the Biotransformation of Ajmaline in Plant Cell Cultures of Rauwolfia serpentina Benth.

Alkaloids from Rauwolfia serpentina cell cultures treated with ajmaline

Abstract A group of new alkaloids, the raumaclines, and some related alkaloids were isolated from Rauwolfia serpentina cell suspensions fed with high levels of ajmaline; their structures were determined and syntheses developed providing an essential prerequisite to the further study of their biosynthesis at the enzymatic level.

Structure and Synthesis of a New Indole Alkaloid, 19 (S)-Hydroxy-Nb-methylraumacline, Obtained by the Biotransformation of Ajmaline in Plant Cell Cultures of Rauwolfia Serpentina Benth.

Abstract From the plant cell suspension cultures of Tauwolfia serpentina Benth ., which were cultivated in the alkaloid-production medium after feeding of ajmaline (1) , a new indole alkaloid 19- ( S )-hydroxy- N b -methylraumacline ( 4 ) was isolated. The structure of 4 first elucidated by spectroscopic analysis was determined by the chemical synthesis from ajmaline ( 1 ).

Isolation, Identification, and Chemical Synthesis of 6α-Hydroxyraumacline: A Novel Alkaloid from CultivatedRauwolfia serpentinaCells

From RAUWOLFIA SERPENTINA cells cultivated in the presence of ajmaline ( 2) the new indole alkaloid, 6alpha-hydroxyraumacline ( 1), was isolated. This alkaloid also occurs in significant amounts in the nutrition medium. A simple chemical synthesis of 1 was developed starting from ajmaline ( 2).