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Literature DB >> 21316960

5-oxo-15-HETE: total synthesis and bioactivity.

Pranav Patel¹, Jaganmohan R Anumolu, William S Powell, Joshua Rokach.

Abstract

The first total synthesis of 6(E),8(Z),11(Z),13(E) 5-oxo-15-HETE 4 was accomplished. The synthetic material was evaluated with calcium mobilization assay and compared with 5-oxo-ETE the natural ligand for the OXE receptor.

Entities: Chemical Disease Gene Species

Mesh：

Substances：

Year: 2011 PMID： 21316960 PMCID： PMC3052199 DOI： 10.1016/j.bmcl.2011.01.032

Source DB: PubMed Journal: Bioorg Med Chem Lett ISSN： 0960-894X Impact factor: 2.823

21 in total

1. Predominant generation of 15-lipoxygenase metabolites of arachidonic acid by epithelial cells from human trachea.

Authors: J A Hunter; W E Finkbeiner; J A Nadel; E J Goetzl; M J Holtzman
Journal: Proc Natl Acad Sci U S A Date: 1985-07 Impact factor: 11.205

2. Identification of 5-oxo-15-hydroxy-6,8,11,13-eicosatetraenoic acid as a novel and potent human eosinophil chemotactic eicosanoid.

Authors: U Schwenk; E Morita; R Engel; J M Schröder
Journal: J Biol Chem Date: 1992-06-25 Impact factor: 5.157

3. Chemical and biological characterization of oxo-eicosatetraenoic acids.

Authors: J T O'Flaherty; J F Cordes; S L Lee; M Samuel; M J Thomas
Journal: Biochim Biophys Acta Date: 1994-12-15

4. 5-Oxo-6,8,11,14-eicosatetraenoic acid is a potent stimulator of human eosinophil migration.

Authors: W S Powell; D Chung; S Gravel
Journal: J Immunol Date: 1995-04-15 Impact factor: 5.422

5. Human neutrophils convert the sebum-derived polyunsaturated fatty acid Sebaleic acid to a potent granulocyte chemoattractant.

Authors: Chantal Cossette; Pranav Patel; Jaganmohan R Anumolu; Sashikala Sivendran; Gue Jae Lee; Sylvie Gravel; François D Graham; Alain Lesimple; Orval A Mamer; Joshua Rokach; William S Powell
Journal: J Biol Chem Date: 2008-02-20 Impact factor: 5.157

6. Synthesis of 5-oxo-6,8,11,14-eicosatetraenoic acid and identification of novel omega-oxidized metabolites in the mouse macrophage.

Authors: J M Hevko; R C Bowers; R C Murphy
Journal: J Pharmacol Exp Ther Date: 2001-02 Impact factor: 4.030

7. Metabolism of 5(S)-hydroxy-6,8,11,14-eicosatetraenoic acid and other 5(S)-hydroxyeicosanoids by a specific dehydrogenase in human polymorphonuclear leukocytes.

Authors: W S Powell; F Gravelle; S Gravel
Journal: J Biol Chem Date: 1992-09-25 Impact factor: 5.157

8. Stimulation of human neutrophils by 5-oxo-6,8,11,14-eicosatetraenoic acid by a mechanism independent of the leukotriene B4 receptor.

Authors: W S Powell; S Gravel; R J MacLeod; E Mills; M Hashefi
Journal: J Biol Chem Date: 1993-05-05 Impact factor: 5.157

9. 5-Oxo-eicosatetraenoate, a potent human neutrophil stimulus.

Authors: J T O'Flaherty; J Cordes; J Redman; M J Thomas
Journal: Biochem Biophys Res Commun Date: 1993-04-15 Impact factor: 3.575

10. 5-Oxo-eicosanoids are potent eosinophil chemotactic factors. Functional characterization and structural requirements.

Authors: U Schwenk; J M Schröder
Journal: J Biol Chem Date: 1995-06-23 Impact factor: 5.157

1 in total

Review 1. The eosinophil chemoattractant 5-oxo-ETE and the OXE receptor.

Authors: William S Powell; Joshua Rokach
Journal: Prog Lipid Res Date: 2013-09-19 Impact factor: 16.195

1 in total