Literature DB >> 17915199

An expeditious synthesis of 4-hydroxy-2E-nonenal (4-HNE), its dimethyl acetal and of related compounds.

Laurent Soulère1, Yves Queneau, Alain Doutheau.   

Abstract

The facile one step synthesis of 4-hydroxy-2E-nonenal and its dimethyl acetal via a cross-metathesis reaction between commercially available octen-3-ol and acrolein or its dimethyl acetal is reported. The method was extended to the synthesis of C6 and C12 4-hydroxy-2E-enals, their dimethyl acetal and of the 4-hydroxy-2E-nonenoic acid (4-HNA).

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Year:  2007        PMID： 17915199     DOI： 10.1016/j.chemphyslip.2007.07.003

Source DB:  PubMed          Journal:  Chem Phys Lipids        ISSN： 0009-3084            Impact factor:   3.329


  8 in total

1.  4-Hydroxy-2(E)-nonenal (HNE) catabolism and formation of HNE adducts are modulated by β oxidation of fatty acids in the isolated rat heart.

Authors:  Qingling Li; Sushabhan Sadhukhan; Jessica M Berthiaume; Rafael A Ibarra; Hui Tang; Shuang Deng; Eric Hamilton; Laura E Nagy; Gregory P Tochtrop; Guo-Fang Zhang
Journal:  Free Radic Biol Med       Date:  2013-01-15       Impact factor: 7.376

2.  Dietary oxidized n-3 PUFA induce oxidative stress and inflammation: role of intestinal absorption of 4-HHE and reactivity in intestinal cells.

Authors:  Manar Awada; Christophe O Soulage; Anne Meynier; Cyrille Debard; Pascale Plaisancié; Bérengère Benoit; Grégory Picard; Emmanuelle Loizon; Marie-Agnès Chauvin; Monique Estienne; Noël Peretti; Michel Guichardant; Michel Lagarde; Claude Genot; Marie-Caroline Michalski
Journal:  J Lipid Res       Date:  2012-08-03       Impact factor: 5.922

3.  CKD Increases Carbonylation of HDL and Is Associated with Impaired Antiaggregant Properties.

Authors:  Nans Florens; Catherine Calzada; Sandrine Lemoine; Marie Michèle Boulet; Nicolas Guillot; Christophe Barba; Julie Roux; Fréderic Delolme; Adeline Page; Jean Michel Poux; Maurice Laville; Philippe Moulin; Laurent Soulère; Fitsum Guebre-Egziabher; Laurent Juillard; Christophe O Soulage
Journal:  J Am Soc Nephrol       Date:  2020-06-09       Impact factor: 10.121

4.  Structure-activity analysis of diffusible lipid electrophiles associated with phospholipid peroxidation: 4-hydroxynonenal and 4-oxononenal analogues.

Authors:  Colleen E McGrath; Keri A Tallman; Ned A Porter; Lawrence J Marnett
Journal:  Chem Res Toxicol       Date:  2011-02-04       Impact factor: 3.739

5.  Role of lipid peroxidation and PPAR-δ in amplifying glucose-stimulated insulin secretion.

Authors:  Guy Cohen; Yael Riahi; Ofer Shamni; Michel Guichardant; Chryssostomos Chatgilialoglu; Carla Ferreri; Nurit Kaiser; Shlomo Sasson
Journal:  Diabetes       Date:  2011-09-06       Impact factor: 9.461

6.  Nutrient deprivation in neuroblastoma cells alters 4-hydroxynonenal-induced stress response.

Authors:  Lars Zimmermann; Rudolf Moldzio; Katarina Vazdar; Christopher Krewenka; Elena E Pohl
Journal:  Oncotarget       Date:  2017-01-31

7.  Skeletal muscle insulin resistance is induced by 4-hydroxy-2-hexenal, a by-product of n-3 fatty acid peroxidation.

Authors:  Christophe O Soulage; Laura Sardón Puig; Laurent Soulère; Bader Zarrouki; Michel Guichardant; Michel Lagarde; Nicolas J Pillon
Journal:  Diabetologia       Date:  2018-01-03       Impact factor: 10.122

8.  Stereoselectivity of Aldose Reductase in the Reduction of Glutathionyl-Hydroxynonanal Adduct.

Authors:  Francesco Balestri; Vito Barracco; Giovanni Renzone; Tiziano Tuccinardi; Christian Silvio Pomelli; Mario Cappiello; Marco Lessi; Rossella Rotondo; Fabio Bellina; Andrea Scaloni; Umberto Mura; Antonella Del Corso; Roberta Moschini
Journal:  Antioxidants (Basel)       Date:  2019-10-22
  8 in total

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