Publication

Anacardic acid derived salicylates are inhibitors or activators of lipoxygenases

Wisastra, R., Ghizzoni, M., Boltjes, A., Haisma, H. J. & Dekker, F. J., 15-Aug-2012, In : Bioorganic & Medicinal Chemistry. 20, 16, p. 5027-5032 6 p.

Research output: Contribution to journalArticleAcademicpeer-review

Lipoxygenases catalyze the oxidation of unsaturated fatty acids, such as linoleic acid, which play a crucial role in inflammatory responses. Selective inhibitors may provide a new therapeutic approach for inflammatory diseases. In this study, we describe the identification of a novel soybean lipoxygenase-1 (SLO-1) inhibitor and a potato 5-lipoxygenase (5-LOX) activator from a screening of a focused compound collection around the natural product anacardic acid. The natural product anacardic acid inhibits SLO-1 with an IC50 of 52 mu M, whereas the inhibitory potency of the novel mixed type inhibitor 23 is fivefold enhanced. In addition, another derivative (21) caused non-essential activation of potato 5-LOX. This suggests the presence of an allosteric binding site that regulates the lipoxygenase activity. (C) 2012 Elsevier Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)5027-5032
Number of pages6
JournalBioorganic & Medicinal Chemistry
Volume20
Issue number16
Publication statusPublished - 15-Aug-2012

    Keywords

  • Anacardic acid, Soybean lipoxygenase-1, Potato 5-LOX, Enzyme inhibition, Enzyme activation, STEADY-STATE KINETICS, SOYBEAN LIPOXYGENASE-1, LINOLEIC-ACID, FATTY-ACIDS, 5-LIPOXYGENASE, INFLAMMATION, ATHEROSCLEROSIS, 15-LIPOXYGENASE, OXYGENATION, POTENT

View graph of relations

ID: 5629743