Abstract
BASED mainly on suggestions made earlier by Robinson and Robinson1 for their hypothetical leuco-anthocyanin (flavan-2.3.4-triol), the conversion of flavan-3.4-diols (I) into anthocyanidins by similar mechanism has been discussed by Bate-Smith2, Bauer, Birch and Hillis3 and by King and Clark-Lewis4. The reaction, induced by hydrochloric acid, was regarded as a dehydration of the 3.4-diol group on the heterocyelic ring (loss of hydroxyl at 4 and hydrogen at 3), followed by oxidation2–4 or by disproportionation3,4.
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References
Robinson, G. M., and Robinson, R., Biochem. J., 27, 206 (1933).
Bate-Smith, E. C., J. Exp. Bot., 4, 1 (1953).
Bauer, L., Birch, A. J., and Hillis, W. E., Chem. and Indust., 443 (1954).
King, F. E., and Clark-Lewis, J. W., J. Chem. Soc., 3384 (1955).
Bate-Smith, E. C., Biochem. J., 58, 122 (1954).
Pigman, W., Anderson, E., Fischer, R., Buchanan, M. A., and Browning, B. L., TAPPI, 36, 4 (1953).
Hillis, W. E., and Urbach, G., Nature, 182, 657 (1958).
Freudenberg, K., and Roux, D. G., Naturwiss., 41, 450 (1954). Roux, D. G., and Freudenberg, K., Liebigs Ann., 613, 56 (1958).
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ROUX, D., BILL, M. Mechanism of Formation of Anthocyanidins from Leucoanthocyani(di)ns. Nature 183, 42 (1959). https://doi.org/10.1038/183042a0
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DOI: https://doi.org/10.1038/183042a0
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