Aucubin (AC) is an iridoid glucoside contained in Aucuba japonica Thun
b, and Plantago asiatica L. AC was hydrolyzed by beta-glucosidase to a
ucubigenin (ACN), a reactive aglycone, and it reacted with a certain a
mino acid to form a red pigment. The conditions of this coloring react
ion were similar to those of the red pigment formed from geniposidic a
cid (GSA) and amino acid. it was suggested that ACN became a dialdehyd
e form in the aqueous solutions and then reacted with amino group of a
mino acid lo form the intermediate by amino-carbonyl reaction. Further
, the coloring reaction was promoted with healing and acidity by organ
ic acid, and the reaction mixture deepened with the passage of lime an
d finally gelled. The molecular mass of the pigment prepared from AC a
nd glutamic acid showed higher than that of the pigment produced from
GSA under the same reaction condition. The color of the pigment produc
ed from AC and glutamic acid showed high stability in a pH range of 4-
7, however, it precipitated at pH 3. The color deepened and decreased
the red tone with heal treatment. Light exposure caused hypsochromic s
hift and fading of the color. The red pig ment produced from a mixture
of AC and GSA showed red color tone depending upon the proportions of
these iridoid glucosides and was not separated into each pigment orig
inated from AC or GSA by a gel chromatography. These results suggested
that the forming mechanism of the red pigment produced from AC was a
similar to that of GSA.