A screening method for the identification of glycosylated flavonoids and other phenolic compounds using a standard analytical approach for all plant materials - PubMed (original) (raw)

. 2007 Feb 21;55(4):1084-96.

doi: 10.1021/jf062431s. Epub 2007 Jan 27.

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A screening method for the identification of glycosylated flavonoids and other phenolic compounds using a standard analytical approach for all plant materials

Long-Ze Lin et al. J Agric Food Chem. 2007.

Abstract

A screening method was developed for the systematic identification of glycosylated flavonoids and other phenolic compounds in plant food materials based on an initial, standard analytical method. This approach applies the same analytical scheme (aqueous methanol extraction, reverse phase liquid chromatographic separation, and diode array and mass spectrometric detection) to every sample and standard. This standard approach allows the cross-comparison of compounds in samples, standards, and plant materials previously identified in the published literature. Thus, every analysis contributes to a growing library of data for retention times and UV/vis and mass spectra. Without authentic standards, this method provides provisional identification of the phenolic compounds: identification of flavonoid backbones, phenolic acids, saccharides, and acyls but not the positions of the linkages between these subclasses. With standards, this method provides positive identification of the full compound: identification of subclasses and linkages. The utility of the screening method is demonstrated in this study by the identification of 78 phenolic compounds in cranberry, elder flower, Fuji apple peel, navel orange peel, and soybean seed.

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Figures

Figure 1

Figure 1

Structures of phenolic compounds analyzed.

Figure 2

Figure 2

LC chromatograms of elder flower extract: (A) UV absorption at 350 nm, (B) TIC for PI100, (C) TIC for PI250, (D) TIC for NI100, (E) TIC for NI250, and (F) UV absorption at 350 nm of acid-hydrolyzed elder flower extract.

Figure 3

Figure 3

UV/vis absorption spectra: (A) 1, quercetin 3-_O_-galactoside (flavonol); 2, sinengetin (flavone); 3, cyanidin 3-_O_-galactoside (anthocyanin); and 4, chlorogenic acid. (B) 1, hesperidin (flavanone); 2, epicatechin (flavanol); 3, genistin (isoflavone); and 4, phloridzin (dihydrochalcone).

Figure 4

Figure 4

LC chromatograms with UV absorption: (A) navel orange peel (350 nm), (B) soybean seeds (270 nm), (C) Fuji apple peel (270 nm), (D) cranberry (270 nm), (E) Fuji apple peel (520 nm), and (F) cranberry (520 nm).

Figure 5

Figure 5

PI250 mass spectrum of peak O2, diosmetin 6,8-di-_C_-glucoside, and the related fragmentation scheme.

Figure 6

Figure 6

PI250 mass spectrum of peak O12, didymin, and the related fragmentation scheme.

Figure 7

Figure 7

NI250 mass spectra of peak E15, 4,5-dicaffeyolquinic acid, and the related fragmentation scheme.

Figure 8

Figure 8

LC chromatograms (350 nm) for (A) the hydroxycinnamates of navel orange peel and (B) the alkaline-hydrolyzed extract of navel orange peel.

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