Acylated cyanidin 3-sambubioside-5-glucosides in three garden plants of the Cruciferae

被引:49
作者
Tatsuzawa, Fumi
Saito, Norio
Shinoda, Koichi
Shigihara, Atsushi
Honda, Toshio
机构
[1] Hoshi Univ, Inst Med Chem, Fac Pharmaceut Sci, Tokyo 1428501, Japan
[2] Takushoku Univ, Hokkaido Jr Coll, Dept Agro Environm Sci, Fukagawa, Hokkaido 0748585, Japan
[3] Natl Agr Res Ctr Hokkaido Reg, Sapporo, Hokkaido 0628555, Japan
关键词
Cheiranthus cheiri L; Lobularia maritima (L.) desv; Lunaria annua L; Cruciferae; flower color; acylated anthocyanins; cyanidin; 3-sambubioside-5-glucoside;
D O I
10.1016/j.phytochem.2006.05.001
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Seven acylated cyanidin 3-sambubioside-5-glucosides were isolated from the flowers of three garden plants in the Cruciferae. Specifically, four pigments were isolated from Lobularia maritima (L.) Desv., together with a known pigment, as well as, three pigments from Lunaria annua L., and two known pigments from Cheiranthus cheiri L. These pigments were determined to be cyanidin 3-O-[2-O-((acyl-II)-(beta-D-xylopyranosyl))-beta-O-(acyl-I)-beta-D-glucopyranoside]-5-O-[6-O-(acyl-III)-beta-D-glucopyranoside], in which the acyl-I group is represented by glucosyl-p-coumaric acid, p-coumaric acid and ferulic acid, acyl-II by caffeic acid and ferulic acid, and acyl-III by malonic acid, respectively. The distribution and biosynthesis of acylated cyanidin 3-sambubioside-5-glucosides are discussed according to the variations of acylation and glucosylation at their 3-sambubiose residues. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1287 / 1295
页数:9
相关论文
共 12 条
[1]  
[Anonymous], 1999, The handbook of natural flavonoids
[2]   The structure of the major anthocyanin in Arabidopsis thaliana [J].
Bloor, SJ ;
Abrahams, S .
PHYTOCHEMISTRY, 2002, 59 (03) :343-346
[3]  
Harbome J. B, 1963, CHEMICAL PLANT TAXON, P359
[4]  
Harborne J B., 1980, Phytochemical Methods -A Guide to Modern Techniques of Plant Analysis, DOI DOI 10.1007/978-94-009-5921-7
[5]  
Harborne J.B., 1967, COMP BIOCH FLAVONOID
[6]   Acylated anthocyanins from the violet-blue flowers of Orychophragonus violaceus [J].
Honda, T ;
Tatsuzawa, F ;
Kobayashi, N ;
Kasai, H ;
Nagumo, S ;
Shigihara, A ;
Saito, N .
PHYTOCHEMISTRY, 2005, 66 (15) :1844-1851
[7]   Recent progress in the chemistry of polyacylated anthocyanins as flower color pigments [J].
Honda, T ;
Saito, N .
HETEROCYCLES, 2002, 56 (1-2) :633-692
[8]   CYANIDIN 3-[6-(PARA-COUMAROYL)-2-(XYLOSYL)-GLUCOSIDE]-5-GLUCOSIDE AND OTHER ANTHOCYANINS FROM FRUITS OF SAMBUCUS-CANADENSIS [J].
JOHANSEN, OP ;
ANDERSEN, OM ;
NERDAL, W ;
AKSNES, DW .
PHYTOCHEMISTRY, 1991, 30 (12) :4137-4141
[9]   ACYLATED CYANIDIN 3-SAMBUBIOSIDE-5-GLUCOSIDES IN MATTHIOLA-INCANA [J].
SAITO, N ;
TATSUZAWA, F ;
NISHIYAMA, A ;
YOKOI, M ;
SHIGIHARA, A ;
HONDO, T .
PHYTOCHEMISTRY, 1995, 38 (04) :1027-1032
[10]   Acylated pelargonidin 3-sambubioside-5-glucosides in Matthiola incana [J].
Saito, N ;
Tatsuzawa, F ;
Hongo, A ;
Win, KW ;
Yokoi, M ;
Shigihara, A ;
Honda, T .
PHYTOCHEMISTRY, 1996, 41 (06) :1613-1620