Chlorophyll Catabolites in Senescent Leaves of the Lime Tree (Tilia cordata)

In cold extracts of senescent leaves of the Lime tree (Tilia cordata), two colorless nonfluorescent chlorophyll catabolites (NCCs) were identified, named Tc-NCC-1 and Tc-NCC-2, as well as a polar yellow chlorophyll catabolite (YCC), named Tc-YCC. The constitution of the two NCCs was determined by spectroscopic means. In addition, a tentative structure was derived for Tc-YCC. The three chlorophyll degradation products exhibited tetrapyrrolic structures, as are typical of NCCs or YCCs, and turned out to be rather polar, due to a glucopyranosyl group at their 8(2)-position. At their 3-positions, the more polar Tc-NCC-1 carried a 1,2-dihydroxyethyl group and the less polar Tc-NCC-2 a vinyl group. Tc-YCC was identified as the product of an oxidation of Tc-NCC-1.