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Constitution of Solasonine (Solanine-s)

Abstract

FURTHER analyses of the gluco-alkaloid, solasonine (solanine-s), the aglycone, solasodine (solanidine-s) and its derivatives are in agreement more with the molecular formula;, C45H73O16N, for the glycone and C27H43O2N for the aglycone. Formulæ, C27H45O2N and C26H43O2N, for the aglycone and corresponding formulæ for the gluco-alkaloid are not yet excluded but are less likely on theoretical grounds. From biochemical considerations a formula containing 27 carbon atoms is also to be preferred since there are no well-authenticated steroid derivatives, with the exception of solanocapsine and solanocapsidine1 to which the same argument may apply, containing 26 carbon atoms. Since solasonine gives rise to glucose, galactose, rhamnose and solasodine on hydrolysis2, it must now be built up from these sugars and one molecule of the aglycone and not two as suggested by Oddo.

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References

  1. Barger and Fraenkel-Conrat, J. Chem. Soc., 1537 (1936).

  2. Oddo and Caronna, Ber., 67, 446 (1934) and earlier papers.

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BRIGGS, L. Constitution of Solasonine (Solanine-s). Nature 144, 247–248 (1939). https://doi.org/10.1038/144247a0

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  • DOI: https://doi.org/10.1038/144247a0

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