Metal Chelates of Petunidin Derivatives Exhibit Enhanced Color and Stability

Anthocyanins with catechol (cyanidin) or pyrogallol (delphinidin) moieties on the B-ring are known to chelate metals, resulting in bluing effects, mainly at pH <= 6. Metal interaction with petunidin, an O-methylated anthocyanidin, has not been well documented. In this study, we investigated metal chelation of petunidin derivatives in a wide pH range and its effects on color and stability. Purple potato and black goji extracts containing >80% acylated petunidin derivatives (25 mu M) were combined with Al3+ or Fe3+ at 0 mu M to 1500 mu M in buffers of pH 3-10. Small metal ion concentrations triggered bathochromic shifts (up to similar to 80nm) at an alkaline pH, resulting in vivid blue hues (h(ab) 200 degrees-310 degrees). Fe3+ caused a larger bathochromic shift than Al3+, producing green colors at pH 8-9. Generally, metal ions increased the color stability and half-life of petunidin derivatives in a dose-dependent manner, particularly at pH 8. Petunidin derivative metal chelates produced a wide range of colors with enhanced stability.