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Please use this identifier to cite or link to this item: http://hdl.handle.net/10119/4873

Title: Anacardic Acids and Ferric Ion Chelation
Authors: Tsujimoto, Kazuo
Hayashi, Akio
Joung Ha, Tae
Kubo, Isao
Keywords: Anacardic Acids
Lipoxygenase
Iron
Deprotonated Molecule
Issue Date: 2007
Publisher: Verlag der Zeitschrift für Naturforschung
Magazine name: Zeitschrift für Naturforschung C
Volume: 62c
Number: 9 / 10
Start page: 710
End page: 716
Abstract: 6-Pentadeca(e)nylsalicylic acids isolated from the cashew Anacardium occidentale L. (Anacardiaceae), commonly known as anacardic acids, inhibited the linoleic acid peroxidation catalyzed by soybean lipoxygenase-1 (EC 1.13.11.12, type 1) competitively without prooxidant effects. Their parent compound, salicylic acid, did not have this inhibitory activity up to 800 μm, indicating that the pentadeca(e)nyl group is an essential element to elicit the activity. The inhibition is attributed to its ability to chelate iron in the enzyme. Thus, anacardic acids chelate iron in the active site of the enzyme and then the hydrophobic tail portion slowly begins to interact with the hydrophobic domain close to the active site. Formation of the anacardic acids-ferric ion complex was detected in the ratio of 2:1 as the base peak in the negative ion electrospray ionization mass spectrometry. Hence, anacardic acids inhibit both E_<ox> and E_<red> forms.
Rights: Copyright (c) 2007 Verlag der Zeitschrift für Naturforschung, Kazuo Tsujimoto, Akio Hayashi, Tae Joung Ha, and Isao Kubo, Zeitschrift für Naturforschung C, 62c(9 / 10), 2007, 710-716. This material is posted here with permission of the Verlag der Zeitschrift für Naturforschung.
URI: http://hdl.handle.net/10119/4873
Material Type: publisher
Appears in Collections:c10-1. 雑誌掲載論文 (Journal Articles)

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