A feruloyltyramine trimer isolated from potato common scab lesions.

Agriculture and Agric-Food Canada, Potato Research Centre, PO Box 20280, Fredericton, New Brunswick, Canada E3B 4Z7. kingr@agr.gc.ca

Phytochemistry 2010 Dec

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1)H NMR analysis established that a potential suberin intermediate isolated from potato common scab lesions contained three O-methyl groups, a phenylcoumaran-type linkage and a conjugated trans double bond. Mass spectral data determined its molecular formula as indicative of a dehydrotrimer structure formed from three feruloyltyramine units. (1)H and (13)C NMR correlation studies supported the structure as that of a grossamide unit (3) linked through its double bond to the feruloyl phenolic of a third feruloyltyramine group. Identification of the feruloyltyramine trimer (4) expands the number of cross-linked intermediates potentially involved in the suberization process and highlights the presence of a second type of inter-unit linkage available for synthesis of the poly-phenolic domains. Crown Copyright © 2010. Published by Elsevier Ltd. All rights reserved.