4.7 Article

LC-PDA-ESI/MSn Identification of New Anthocyan ins in Purple Bordeaux Radish (Raphanus sativus L. Variety)

Journal

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
Volume 59, Issue 12, Pages 6616-6627

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jf200571a

Keywords

Purple Bordeaux radish; Raphanus sativus L. variety; acelyted cyanidin 3-sophroside-3-diglucosides; acylated cyanidin 3-sophroside-3-glucosides; LC-DAD-ES1/MSn analysis

Funding

  1. Agricultural Research Service of the U.S. Department of Agriculture
  2. Office of Dietary Supplements of the National Institutes of Health

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An LC-PDA-ESI/MSn profiling method was used to identify the anthocyanins of purple Bordeaux radish and led to the assignment of 60 anthocyanins: 14 acylated cyanidin 3-(glucosylacyl)acylsophoroside-5-diglucosides, 24 acylated cyanidin 3-sophoroside-5-diglucosides, and 22 acylated cyanidin 3-sophoroside-5-glucosides. The identifications were supported by the presence of 3-sophoroside-5-cliglucoside and 3-sophroside-5-glucoside of cyanidin in the alkaline-hydrolyzed extract. A reliable method to identify the anthocyanins containing 3-(glucosylacyl)acylsophorosyl functions is described. The tentative identifications were obtained from tandem mass data analysis and confirmed by high-resolution mass measurements. Further assignments were made for some anthocyanins from a comparison of the mass and UV-vis data and elution order with those of the anthocyanins in the authors' polyphenol database and from consideration of the structural characteristics of the anthocyanins from similar plants and similar anthocyanins in the literature. The presence of 38 acylated cyanidin 3-sophoroside-5-diglucosides and around 10 acylated cyanidin 3-sophoroside-5-malonylglucosides in plants is reported here for the first time.

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