Journal
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
Volume 63, Issue 7, Pages 1967-1973Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jf504743b
Keywords
condensed tannins; proanthocyanidins; procyanidins; prodelphinidins; nuclear magnetic resonance spectroscopy; NMR; thiolysis
Funding
- USDA-ARS [58-3655-0-155F]
- University of Reading, UK
- European Union Marie Curie Initial Training Network [PITN-GA-2011-289377]
- ARS [813244, ARS-0422315] Funding Source: Federal RePORTER
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Studies with a diverse array of 22 purified condensed tannin (CT) samples from nine plant species demonstrated that procyanidin/prodelphinidin (PC/PD) and cis/trans-flavan-3-ol ratios can be appraised by H-1-C-13 HSQC NMR spectroscopy. The method was developed from samples containing 44-similar to 100% CT, PC/PD ratios ranging from 0/100 to 99/1, and cis/trans ratios ranging from 58/42 to 95/5 as determined by thiolysis with benzyl mercaptan. Integration of cross-peak contours of H/C-6' signals from PC and of H/C-2',6' signals from PD yielded nuclei-adjusted estimates that were highly correlated with PC/PD ratios obtained by thiolysis (R-2 = 0.99). cis/trans-Flavan-3-ol ratios, obtained by integration of the respective H/C-4 cross-peak contours, were also related to determinations made by thiolysis (R-2 = 0.89). Overall, H-1-C-13 HSQC NMR spectroscopy appears to be a viable alternative to thiolysis for estimating PC/PD and cis/trans ratios of CT if precautions are taken to avoid integration of cross-peak contours of contaminants.
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