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The synthesis and structural characterization by LC–MS and NMR of novel pyranoluteolinidin derivatives are reported. The compounds result from the reactions between luteolinidin and three different carboxylic acids in wine model-like solutions. The three pigments possess different substituents attached to the D ring (methyl, catechol and dimethylaminophenyl groups) and the same catechol group in the B ring, yielding a wide spectrum of colors from yellow to pink-purple.