Mechanisms of flavonoid inhibition of Maillard reaction product formation in relation to whole grains processing.

Whole grains (WG) are beneficial to health but have reduced sensory quality, partly attributable to inhibition of Maillard reaction products (MRP) by WG phenolics. The study investigated how major flavonoid classes in cereals affect Maillard reaction pathways. Flavonoids were reacted with xylose-lysine aqueous system at 160 °C/12 min. Additionally, breads were made with catechin, and wheat and sorghum bran fortification. Low M w MRP were profiled using UPLC-MS/MS, while melanoidins were characterized using fluorescence spectroscopy and HPSEC-MALS. The flavonoids significantly (p < 0.05) reduced both melanoidin content (by 33–86%) and M w (3.5–15 kDa vs 20 kDa control), leading to lighter bread crust. Flavonoids inhibited MRP via direct condensation with early-stage amines and carbonyls into stable adducts, and reduction of late-stage polymerization reactions, increasing accumulation of cyclic N-containing intermediates. Inhibitory trend was flavones>flavanones>flavanols. C-Ring π-bond dramatically enhance flavonoid MRP inhibition; thus flavone-rich cereal grains are likely to strongly impact MRP-dependent sensory attributes of WG products. • Flavonoids common in grains highly inhibitory or Maillard reaction products (MRP). • Flavonoids reduce melanoidin content and M w , along with bread crust color. • C-Ring π-bond on flavonoids enhanced inhibition of melanoidins and MRP intermediates. • Inhibitory trend flavones>flavanones>flavanols. • Flavonoid profile of ingredients may be used to modulate MRP during food processing. [ABSTRACT FROM AUTHOR]