Abstract
Structural assessment of procyanidins, especially when isolates are available in limited quantities, necessitates a concise but conclusive analytical approach. Recent advances have led to the methodology of using 1H parameters; the applicability to procyanidins being critically summarized in this chapter. With the detailed analysis of substituted flavan-3-ols as a basis, various chemical-shift criteria involving the 2-H, 3-H, 6-H, and 8-H protons of constituent flavanyl units are applied to procyanidin biflavanoids. These and other 1H parameters obtained from derivatives of these compounds are of diagnostic value. Comparison is made of diagnostic chemical shift and other 1H-NMR parameters for methyl ether acetates and peracetate biflavanoid derivatives, and of the relative advantage related to the use of either. Studies are extended to higher oligomers demonstrating the significance of 1H parameters for representatives of the 2,3-cis and the 2,3-trans series, as well as for those of mixed stereochemistry, provided they are used in conjunction and also applied circumspectly.
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Kolodziej, H. (1992). 1H NMR Spectral Studies of Procyanidin Derivatives: Diagnostic 1H NMR Parameters Applicable to the Structural Elucidation of Oligomeric Procyanidins. In: Hemingway, R.W., Laks, P.E. (eds) Plant Polyphenols. Basic Life Sciences, vol 59. Springer, Boston, MA. https://doi.org/10.1007/978-1-4615-3476-1_17
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DOI: https://doi.org/10.1007/978-1-4615-3476-1_17
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