J. Bakker et Cf. Timberlake, ISOLATION, IDENTIFICATION, AND CHARACTERIZATION OF NEW COLOR-STABLE ANTHOCYANINS OCCURRING IN SOME RED WINES, Journal of agricultural and food chemistry, 45(1), 1997, pp. 35-43
Four new anthocyanin pigments were found in red wines in trace amounts
and are thought to be formed in wines during maturation. Their struct
ures were established by FAR-MS and NMR. Two pigments were identified
as the 3-glucoside (vitisin A) and the 3-acetylglucoside (acetylvitisi
n A) of malvidin containing a C3H2O2 grouping, linking carbon 4 and th
e 5-hydroxyl group of its molecule (vitisidin A). The other two anthoc
yanins were identified as the 3-glucoside (vitisin B) and the 3-acetyl
glucoside (acetylvitisin B) of malvidin containing a CH=CH moiety link
ing carbon 4 and the 5-hydroxyl group of its molecule (vitisidin B or
decarboxyvitisidin A). Unlike other anthocyanins these novel compounds
were found to be wholly or partly resistant to bleaching by sulfur di
oxide and express more color up to pH 7 than malvidin S-glucoside. Det
ailed spectral measurements from 250 to 770 nm up to pH 7, including t
he use of CIELAB 76 measurements, indicate the formation of stable qui
nonoidal bases, confirming that there could be Little formation of the
colorless carbinol base forms.