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Die Struktur des Neobetanidins. 5. (vorläufige) Mitteilung. Über die Konstitution des Randenfarbstoffes Betanin
Author(s) -
Mabry T. J.,
Wyler H.,
Sassu G.,
Mercier M.,
Parikh I.,
Dreiding André S.
Publication year - 1962
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19620450230
Subject(s) - chemistry , betanin , ring (chemistry) , pigment , stereochemistry , mass spectrum , mass spectrometry , organic chemistry , chromatography
Betanin , the violet‐red pigment of the beet, and its aglucone, betanidin , were converted by mild methods to several derivatives of a new structure, called neobetanidin . On the basis of elementary analyses, transformations, color changes with acid, mass‐spectrographic evidence and especially nmr‐spectra it was possible to assign structures II to X to these derivatives of neobetanidin. As examples of the nmr‐spectra in which all signals could be identified those of II and VIII are discussed in detail and compared with model compounds. It is evident that neobetanidin incorporates a dihydroindol‐and a pyridin‐ring, an enamin bond, three carboxyl functions, two phenolic hydroxyl groups and a weakly basic nitrogenous polymethine system of the cyanin type.