HPLC-DAD-MS/MS ESI characterization of unusual highly glycosylated acylated flavonoids from cauliflower (Brassica oleracea L. var. botrytis) agroindustrial byproducts

被引:133
作者
Llorach, R [1 ]
Gil-Izquierdo, A [1 ]
Ferreres, F [1 ]
Tomás-Barberán, FA [1 ]
机构
[1] CSIC, CEBAS, Dept Food Sci & Technol, Res Grp Qual Safety & Bioact Plant Foods, Murcia 30080, Spain
关键词
flavonoids; phenolics; hydroxycinnamic acid derivatives; HPLC-DAD-MS/MS ESI; Brassica; cauliflower byproducts; acylated kaempferol tetra- and pentaglucosides;
D O I
10.1021/jf030077h
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
In a recent program to investigate the possible use of vegetable handling and commercialization wastes and residues as a source of potentially bioactive extracts, we have studied cauliflower byproducts. A total of twenty-eight compounds were characterized by HPLC-DAD-MS, of these, twenty-two are produced naturally by the plant. The main compounds found were kaempferol 3-diglucoside7-glucoside and its combinations with different hydroxycinnamic acids. Moreover, some flavonoids with an unusual high grade of glycosylation have been isolated and tentatively identified for the first time. To our knowledge, the characterization of flavonoids with more than four sugars has not been previously reported. The new products isolated were tentatively identified as kaempferol 3-diglucoside-7-diglucoside, kaempferol 3-triglucoside-7-diglucoside, kaempferol 3-feruloyldiglucoside-7-diglucoside, kaempferol 3-sinapoyltriglucoside-7-glucoside, kaempferol 3-disinapoyltriglucoside-7-glucoside, kaempferol 3-sinapoyltriglucoside-7-diglucoside and kaempferol 3-disinapoyltriglucoside-7-diglucoside.
引用
收藏
页码:3895 / 3899
页数:5
相关论文
共 19 条
[1]   CANCER PREVENTIVE PROPERTIES OF VARIETIES OF BRASSICA-OLERACEA - A REVIEW [J].
BEECHER, CWW .
AMERICAN JOURNAL OF CLINICAL NUTRITION, 1994, 59 (05) :1166S-1170S
[2]   Antioxidant and prooxidant behavior of flavonoids: Structure-activity relationships [J].
Cao, GH ;
Sofic, E ;
Prior, RL .
FREE RADICAL BIOLOGY AND MEDICINE, 1997, 22 (05) :749-760
[3]   Cancer chemoprotective effects of cruciferous vegetables [J].
Fahey, JW ;
Stephenson, KK .
HORTSCIENCE, 1999, 34 (07) :1159-1163
[4]   Effect of modified atmosphere packaging on the flavonoids and vitamin C content of minimally processed Swiss chard (Beta vulgaris subspecies cycla) [J].
Gil, MI ;
Ferreres, F ;
Tomás-Barberán, FA .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1998, 46 (05) :2007-2012
[5]  
Harborne JB, 1999, HDB NATURAL FLAVONOI
[6]   CONTENT OF POTENTIALLY ANTICARCINOGENIC FLAVONOIDS OF TEA INFUSIONS, WINES, AND FRUIT JUICES [J].
HERTOG, MGL ;
HOLLMAN, PCH ;
VANDEPUTTE, B .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1993, 41 (08) :1242-1246
[7]   Role of dietary flavonoids in protection against cancer and coronary heart disease [J].
Hollman, PCH ;
Hertog, MGL ;
Katan, MB .
BIOCHEMICAL SOCIETY TRANSACTIONS, 1996, 24 (03) :785-789
[8]   POSSIBLE IDENTIFICATION OF SUGARS FROM SMALL AMOUNTS OF GLYCOSIDES OR SUGAR MIXTURES [J].
KARTNIG, T ;
WEGSCHAIDER, O .
JOURNAL OF CHROMATOGRAPHY, 1971, 61 (02) :375-+
[9]   Valorization of cauliflower (Brassica oleracea L. var. botrytis) by-products as a source of antioxidant phenolics [J].
Llorach, R ;
Espín, JC ;
Tomás-Barberán, FA ;
Ferreres, F .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2003, 51 (08) :2181-2187
[10]  
Mabry T.J., 2012, SYSTEMATIC IDENTIFIC