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A New Acylated Anthocyanin from the Red Flowers of Camellia hongkongensis and Characterization of Anthocyanins in the Section Camellia Species
Author(s) -
Li JianBin,
Hashimoto Fumio,
Shimizu Keiichi,
Sakata Yusuke
Publication year - 2009
Publication title -
journal of integrative plant biology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.734
H-Index - 83
eISSN - 1744-7909
pISSN - 1672-9072
DOI - 10.1111/j.1744-7909.2009.00828.x
Subject(s) - anthocyanin , cyanidin , camellia , delphinidin , peonidin , chemistry , glycoside , heteronuclear molecule , botany , pigment , anthocyanidins , anthocyanidin , stereochemistry , flavonoid , food science , nuclear magnetic resonance spectroscopy , biology , organic chemistry , antioxidant
Twelve anthocyanins (1–12) were isolated from the red flowers of Camellia hongkongensis Seem. by chromatography using open columns. Their structures were elucidated on the basis of spectroscopic analyses, that is, proton‐nuclear magnetic resonance, carbon 13‐nuclear magnetic resonance, heteronuclear multiple quantum correlation, heteronuclear multiple bond correlation, high resolution electrospray ionization mass and ultraviolet visible spectroscopies. Out of these anthocyanins, a novel acylated anthocyanin, cyanidin 3‐ O ‐(6‐ O ‐( Z )‐ p ‐coumaroyl)‐β‐galactopyranoside (6), two known acylated anthocyanins, cyanidin 3‐ O ‐(6‐ O ‐( E )‐ p ‐coumaroyl)‐β‐galactopyranoside (7) and cyanidin 3‐ O ‐(6‐ O ‐( E )‐caffeoyl)‐β‐galactopyranoside (8), and three known delphinidin glycosides (10–12) were for the first time isolated from the genus Camellia . Furthermore, pigment components in C. japonica L., C. chekiangoleosa Hu and C. semiserrata Chi were studied. The results indicated that the distribution of anthocyanins was differed among these species. Delphinidin glycoside was only detected in the flowers of C. hongkongensis , which is a special and important species in the section Camellia . Based on the characterization of anthocyanins in the section Camellia species, there is a close relationship among these species, and C. hongkongensis might be an important parent for creating new cultivars with bluish flower color.