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Literature DB >> 17293113

Epoxygenase eicosanoids: synthesis of tetrahydrofuran-diol metabolites and their vasoactivity.

J R Falck¹, L Manmohan Reddy, Kihwan Byun, William B Campbell, Xiu-Yu Yi.

Abstract

Eight members of a recently identified family of tetrahydrofuran-diols (THFDs), originating from epoxyeicosatrienoic acids (EETs), were prepared stereospecifically from D-(+)-glucose. The THFDs potently induced relaxation of pre-contracted bovine arteries.

Entities: Chemical Species

Mesh：

Substances：

Year: 2007 PMID： 17293113 PMCID： PMC1950572 DOI： 10.1016/j.bmcl.2007.01.096

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

24 in total

Review 1. Biochemical and molecular properties of the cytochrome P450 arachidonic acid monooxygenases.

Authors: Jorge H Capdevila; John R Falck
Journal: Prostaglandins Other Lipid Mediat Date: 2002-08 Impact factor: 3.072

2. Discovery of lipid peroxidation products formed in vivo with a substituted tetrahydrofuran ring (isofurans) that are favored by increased oxygen tension.

Authors: Joshua P Fessel; Ned A Porter; Kevin P Moore; James R Sheller; L Jackson Roberts
Journal: Proc Natl Acad Sci U S A Date: 2002-12-13 Impact factor: 11.205

3. Comparison of vasodilatory properties of 14,15-EET analogs: structural requirements for dilation.

Authors: J R Falck; U Murali Krishna; Y Krishna Reddy; P Srinagesh Kumar; K Malla Reddy; Sarah B Hittner; Christine Deeter; Kamalesh K Sharma; Kathryn M Gauthier; William B Campbell
Journal: Am J Physiol Heart Circ Physiol Date: 2002-09-19 Impact factor: 4.733

4. Production of novel tetrahydroxyfuranyl fatty acids from alpha-linolenic acid by Clavibacter sp. strain ALA2.

Authors: Masashi Hosokawa; Ching T Hou; David Weisleder
Journal: Appl Environ Microbiol Date: 2003-07 Impact factor: 4.792

5. Biocatalytic asymmetric rearrangement of a methylene-interrupted bis-epoxide: simultaneous control of four asymmetric centers through a biomimetic reaction cascade.

Authors: Silvia M Glueck; Walter M F Fabian; Kurt Faber; Sandra F Mayer
Journal: Chemistry Date: 2004-07-19 Impact factor: 5.236

Epoxygenase eicosanoids: synthesis of tetrahydrofuran-diol metabolites and their vasoactivity.

Review 1. Biochemical and molecular properties of the cytochrome P450 arachidonic acid monooxygenases.

2. Discovery of lipid peroxidation products formed in vivo with a substituted tetrahydrofuran ring (isofurans) that are favored by increased oxygen tension.

3. Comparison of vasodilatory properties of 14,15-EET analogs: structural requirements for dilation.

4. Production of novel tetrahydroxyfuranyl fatty acids from alpha-linolenic acid by Clavibacter sp. strain ALA2.

5. Biocatalytic asymmetric rearrangement of a methylene-interrupted bis-epoxide: simultaneous control of four asymmetric centers through a biomimetic reaction cascade.

6. Chiral alpha,beta-dialkoxy- and alpha-alkoxy-beta-aminostannanes: preparation and copper-mediated cross-coupling.

7. Human CYP4F3s are the main catalysts in the oxidation of fatty acid epoxides.

8. Anandamide and arachidonic acid use epoxyeicosatrienoic acids to activate TRPV4 channels.

Review 9. Cytochrome P450 epoxygenases as EDHF synthase(s).

10. A nomenclature system for isofurans.

1. Synthesis of cyclooxygenase metabolites of 8,9-epoxyeicosatrienoic acid (EET): 11- and 15-hydroxy 8,9-EETs.

2. Insulin resistance and endothelial dysfunction: Are epoxyeicosatrienoic acids the link?