EXTRACTION OF SOLASODINE FROM DRY FRUITS AND LEAVES OF SOLANUM LACINIATUM AIT. AND THE SYNTHESIS OF 16-DEHYDROPREGNENOLONE ACETATE FROM SOLASODINE BY PHASE-TRANSFER CATALYSIS

A simple extraction and isolation process of solasodine, a natural precursor to synthesize steroidal drugs, from fruits and leaves of Solanum laciniatum Ait. was developed.
The optimum concentration of 2-propanol for the extraction of crude glycosides was 70%. The suitable hydrolysis condition of solasodine from crude glycosides was by 1 N hydrochloric acid in 2-propanol.
Pure solasodine from both fruits and leaves of Solanum laciniatum Ait. was obtained without any requirement of column chromatography.
The yield of pure solasodine were 0.340.04% and 0.440.16% of the dry weight of fruits and leaves, respectively.
The maximum yield of 37.0% of pure 16-DPA was obtained by using tetrabutylammonium hydrogen sulfate as a phase-transfer catalyst and potassium dichromate as an oxidizing agent.
The results indicated the novel economic with environmental friendly method of solasodine extraction and synthesis of 16-dehydropregnenolone acetate from solasodine by phase-transfer catalysis.

III WOCMAP Congress on Medicinal and Aromatic Plants – Volume 5: Quality, Efficacy, Safety, Processing and Trade in Medicinal and Aromatic Plants

J. Manosroi, A. Manosroi, P. Sripalakit

isolation, oxidizing agent, potassium dichromate, steroid precursor, tetrabutyl-ammonium hydrogen sulfate

https://doi.org/10.17660/ActaHortic.2005.679.12