Structure and transformations of the alkaloid sanguilutine
(1998) Phytochemistry — Vol. 47, n° 5, p. 879-885 (1998)
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- Sodium carbonate treatment of sanguilutine chloride yielded 6-hydroxy-5,6-dihydrosanguilutine. In a non-polar environment, 6-hydroxy-5,6-dihydrosanguilutine spontaneously transforms to bis[6-(5,6-dihydrosanguilutinyl)] ether, whose structure was confirmed by X-ray analysis. Treatment of sanguilutine chloride with aqueous ammonia gave bis[6-(5,6-dihydrosanguilutinyl)]amine. Reaction of sanguilutine chloride with potassium cyanide yielded 6-cyanodihpdrosanguilutine; reaction of bis[6-(5,6-dihydrosanguilutinyl)]amine with ethanol gave 6-ethoxydihydrosanguilutine. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.
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Dostal, J., Declercq, J.-P., Slavik, J., Potacek, M., Marek, R., Sklenar, V., de Hoffmann, E., Rozenberg, R., & Tinant, B. (1998). Structure and transformations of the alkaloid sanguilutine. Phytochemistry, 47(5), 879-885. https://doi.org/10.1016/S0031-9422(97)00665-1 (Original work published 1998)