Literature DB >> 18804370

Eicosapentaenoic-acid-derived isoprostanes: synthesis and discovery of two major isoprostanes.

Chih-Tsung Chang1, Pranav Patel, Namin Kang, John A Lawson, Wen-Liang Song, William S Powell, Garret A FitzGerald, Joshua Rokach.   

Abstract

The stereospecific synthesis of two all-syn-EPA-derived isoprostanes (iPs), 5-epi-8,12-iso-iPF(3alpha)-VI 17 and 8,12-iso-iPF(3alpha)-VI 18, has been accomplished. These two synthetic probes have been used to discover and identify their presence in human urine. The eventual quantitative measurement of these two iPs may be a valuable index of oxidative stress in people with eicosapentaenoic acid- (EPA) and docosahexaenoic acid- (DHA) enriched phospholipids.

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Year:  2008        PMID： 18804370      PMCID： PMC2581611          DOI： 10.1016/j.bmcl.2008.09.008

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


  15 in total

Review 1.  Isoprostanes: formation, analysis and use as indices of lipid peroxidation in vivo.

Authors:  J A Lawson; J Rokach; G A FitzGerald
Journal:  J Biol Chem       Date:  1999-08-27       Impact factor: 5.157

2.  Biomarkers of oxidative stress study II: are oxidation products of lipids, proteins, and DNA markers of CCl4 poisoning?

Authors:  M B Kadiiska; B C Gladen; D D Baird; D Germolec; L B Graham; C E Parker; A Nyska; J T Wachsman; B N Ames; S Basu; N Brot; G A Fitzgerald; R A Floyd; M George; J W Heinecke; G E Hatch; K Hensley; J A Lawson; L J Marnett; J D Morrow; D M Murray; J Plastaras; L J Roberts; J Rokach; M K Shigenaga; R S Sohal; J Sun; R R Tice; D H Van Thiel; D Wellner; P B Walter; K B Tomer; R P Mason; J C Barrett
Journal:  Free Radic Biol Med       Date:  2005-03-15       Impact factor: 7.376

3.  Reductive Deprotection of Silyl Groups with Wilkinson's Catalyst/Catechol Borane.

Authors:  Pranav Patel; Chih-Tsung Chang; Namin Kang; Gue-Jae Lee; William S Powell; Joshua Rokach
Journal:  Tetrahedron Lett       Date:  2007-07-23       Impact factor: 2.415

4.  Biomarkers of oxidative stress study III. Effects of the nonsteroidal anti-inflammatory agents indomethacin and meclofenamic acid on measurements of oxidative products of lipids in CCl4 poisoning.

Authors:  M B Kadiiska; B C Gladen; D D Baird; L B Graham; C E Parker; B N Ames; S Basu; G A Fitzgerald; J A Lawson; L J Marnett; J D Morrow; D M Murray; J Plastaras; L J Roberts; J Rokach; M K Shigenaga; J Sun; P B Walter; K B Tomer; J C Barrett; R P Mason
Journal:  Free Radic Biol Med       Date:  2005-03-15       Impact factor: 7.376

5.  Formation of F-ring isoprostane-like compounds (F3-isoprostanes) in vivo from eicosapentaenoic acid.

Authors:  Ling Gao; Huiyong Yin; Ginger L Milne; Ned A Porter; Jason D Morrow
Journal:  J Biol Chem       Date:  2006-03-28       Impact factor: 5.157

6.  Quantitative high performance liquid chromatography/tandem mass spectrometric analysis of the four classes of F(2)-isoprostanes in human urine.

Authors:  H Li; J A Lawson; M Reilly; M Adiyaman; S W Hwang; J Rokach; G A FitzGerald
Journal:  Proc Natl Acad Sci U S A       Date:  1999-11-09       Impact factor: 11.205

7.  A series of prostaglandin F2-like compounds are produced in vivo in humans by a non-cyclooxygenase, free radical-catalyzed mechanism.

Authors:  J D Morrow; K E Hill; R F Burk; T M Nammour; K F Badr; L J Roberts
Journal:  Proc Natl Acad Sci U S A       Date:  1990-12       Impact factor: 11.205

8.  IPF2alpha-I: an index of lipid peroxidation in humans.

Authors:  D Praticò; O P Barry; J A Lawson; M Adiyaman; S W Hwang; S P Khanapure; L Iuliano; J Rokach; G A FitzGerald
Journal:  Proc Natl Acad Sci U S A       Date:  1998-03-31       Impact factor: 11.205

Review 9.  Lipid peroxidation in aging brain and Alzheimer's disease.

Authors:  Thomas J Montine; M Diana Neely; Joseph F Quinn; M Flint Beal; William R Markesbery; L Jackson Roberts; Jason D Morrow
Journal:  Free Radic Biol Med       Date:  2002-09-01       Impact factor: 7.376

10.  Peripheral F2-isoprostanes and F4-neuroprostanes are not increased in Alzheimer's disease.

Authors:  Thomas J Montine; Joseph F Quinn; Dejan Milatovic; Lisa C Silbert; Theresa Dang; Stephanie Sanchez; Erin Terry; L Jackson Roberts; Jeffrey A Kaye; Jason D Morrow
Journal:  Ann Neurol       Date:  2002-08       Impact factor: 10.422
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  5 in total

1.  A new approach to the synthesis of polyunsaturated deuterated isoprostanes: total synthesis of d4-5-epi-8,12-iso-iPF3alpha-VI and d4-8,12-iso-iPF3alpha-VI.

Authors:  Chih-Tsung Chang; Pranav Patel; Vivek Gore; Wen-Liang Song; John A Lawson; William S Powell; Garret A Fitzgerald; Joshua Rokach
Journal:  Bioorg Med Chem Lett       Date:  2009-09-29       Impact factor: 2.823

2.  Bioactive products formed in humans from fish oils.

Authors:  Carsten Skarke; Naji Alamuddin; John A Lawson; Xuanwen Li; Jane F Ferguson; Muredach P Reilly; Garret A FitzGerald
Journal:  J Lipid Res       Date:  2015-07-15       Impact factor: 5.922

3.  Omega-3 fatty acid supplementation in cancer therapy : does eicosapentanoic acid influence the radiosensitivity of tumor cells?

Authors:  Katrin Manda; Stephan Kriesen; Guido Hildebrandt; Rainer Fietkau; Gunther Klautke
Journal:  Strahlenther Onkol       Date:  2011-01-18       Impact factor: 3.621

4.  F3-Isoprostanes as a Measure of in vivo Oxidative Damage in Caenorhabditis elegans.

Authors:  Thuy T Nguyen; Michael Aschner
Journal:  Curr Protoc Toxicol       Date:  2014-11-06

5.  Novel eicosapentaenoic acid-derived F3-isoprostanes as biomarkers of lipid peroxidation.

Authors:  Wen-Liang Song; Georgios Paschos; Susanne Fries; Muredach P Reilly; Ying Yu; Joshua Rokach; Chih-Tsung Chang; Pranav Patel; John A Lawson; Garret A Fitzgerald
Journal:  J Biol Chem       Date:  2009-06-11       Impact factor: 5.157
  5 in total

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