Lipid-phenolic radical adducts as a plausible mechanism of "plant ageing" pigment formation.
Co-oxidation of chlorogenic acid, caffeic acid, aesculetin and lucigenin with linoleic acid and egg phosphatidyl choline leads to the formation of fluorescent polymer materials. The fluorescent products are more lipophylic, they have lower elution volumes on Sephadex LH-20 column than related phenols and they differ by their fluorescence and chromatographic properties considerably from polymer lipid peroxidation products. From the presence in the excitation fluorescence spectra of a band corresponding to the phenols it was concluded that the fluorophoric groups were similar in both cases. The data are discussed in terms of liquid phase peroxidation and the appearance of the fluorescent species are attributed to the production of molecular adducts as a result of lipid and phenoxyl radical recombination. The characteristics of products obtained are compared with properties of fluorescent "plant ageing" pigments accumulated in aged and damaged plant cells.
D000166:Acridines / Q000378:metabolism; D002109:Caffeic Acids / Q000378:metabolism; D002726:Chlorogenic Acid / Q000378:metabolism; D005609:Free Radicals; D019787:Linoleic Acid; D008041:Linoleic Acids / Q000378:metabolism; D050356:Lipid Metabolism; D008054:Lipid Peroxides / Q000378:metabolism; D010084:Oxidation-Reduction; D010636:Phenols / Q000378:metabolism*; D010713:Phosphatidylcholines / Q000378:metabolism; D010860:Pigments, Biological / Q000378:metabolism*; D018521:Plant Physiological Phenomena; D013050:Spectrometry, Fluorescence; D014468:Umbelliferones / Q000378:metabolism
D000166:Acridines; D002109:Caffeic Acids; D005609:Free Radicals; D008041:Linoleic Acids; D008054:Lipid Peroxides; D010636:Phenols; D010713:Phosphatidylcholines; D010860:Pigments, Biological; D014468:Umbelliferones; C033472:10,10'-dimethyl-9,9'-biacridinium; D002726:Chlorogenic Acid; D019787:Linoleic Acid; C007628:esculetin; C040048:caffeic acid