Literature DB >> 14640578

Cleavage products of lycopene produced by in vitro oxidations: characterization and mechanisms of formation.

Catherine Caris-Veyrat1, Antje Schmid, Michel Carail, Volker Böhm.   

Abstract

The aim of this study was to produce in vitro oxidation products of lycopene, which could be possible in vivo metabolites. An oxidation of lycopene with potassium permanganate gave a range of lycopene degradation compounds resulting from the oxidative cleavage of one or two carbon-carbon double bonds. Eleven apo-lycopenals/ones and six apo-carotendials were obtained and tentatively characterized by HPLC-DAD-MS. Apo-11-lycopenal and apo-8,6'-carotendial were isolated and characterized by (1)H NMR for the first time. Lycopene was submitted to an oxidation by atmospheric oxygen catalyzed by a metalloporphyrin, a model system of the active center of cytochrome P450 enzymes. (Z)-Isomers, monoxides, and cleavage compounds of (E)-lycopene were formed. We propose a mechanism of oxidation of lycopene by this system.

Entities:  

Mesh:

Substances:

Year:  2003        PMID: 14640578     DOI: 10.1021/jf034735+

Source DB:  PubMed          Journal:  J Agric Food Chem        ISSN: 0021-8561            Impact factor:   5.279


  10 in total

1.  Identification and quantification of apo-lycopenals in fruits, vegetables, and human plasma.

Authors:  Rachel E Kopec; Ken M Riedl; Earl H Harrison; Robert W Curley; Damian P Hruszkewycz; Steven K Clinton; Steven J Schwartz
Journal:  J Agric Food Chem       Date:  2010-03-24       Impact factor: 5.279

2.  Optimization of pectinase-assisted and tri-solvent-mediated extraction and recovery of lycopene from waste tomato peels.

Authors:  Pravin J Munde; Abhijeet B Muley; Mayur R Ladole; Amesh V Pawar; Mohammed I Talib; Vishal R Parate
Journal:  3 Biotech       Date:  2017-06-30       Impact factor: 2.406

3.  Limited appearance of apocarotenoids is observed in plasma after consumption of tomato juices: a randomized human clinical trial.

Authors:  Jessica L Cooperstone; Janet A Novotny; Ken M Riedl; Morgan J Cichon; David M Francis; Robert W Curley; Steven J Schwartz; Earl H Harrison
Journal:  Am J Clin Nutr       Date:  2018-10-01       Impact factor: 7.045

4.  Potent antioxidative activity of lycopene: A potential role in scavenging hypochlorous acid.

Authors:  Subramaniam Pennathur; Dhiman Maitra; Jaeman Byun; Inga Sliskovic; Ibrahim Abdulhamid; Ghassan M Saed; Michael P Diamond; Husam M Abu-Soud
Journal:  Free Radic Biol Med       Date:  2010-04-11       Impact factor: 7.376

5.  Enzymatic metabolites of lycopene induce Nrf2-mediated expression of phase II detoxifying/antioxidant enzymes in human bronchial epithelial cells.

Authors:  Fuzhi Lian; Xiang-Dong Wang
Journal:  Int J Cancer       Date:  2008-09-15       Impact factor: 7.396

Review 6.  Biological activity of lycopene metabolites: implications for cancer prevention.

Authors:  Jonathan R Mein; Fuzhi Lian; Xiang-Dong Wang
Journal:  Nutr Rev       Date:  2008-12       Impact factor: 7.110

7.  Tomato lycopene and lung cancer prevention: from experimental to human studies.

Authors:  Paola Palozza; Rossella E Simone; Assunta Catalano; Maria Cristina Mele
Journal:  Cancers (Basel)       Date:  2011-05-11       Impact factor: 6.639

Review 8.  Non-alcoholic steatohepatitis and hepatocellular carcinoma: implications for lycopene intervention.

Authors:  Blanche C Ip; Xiang-Dong Wang
Journal:  Nutrients       Date:  2013-12-27       Impact factor: 5.717

9.  Systems analysis of methylerythritol-phosphate pathway flux in E. coli: insights into the role of oxidative stress and the validity of lycopene as an isoprenoid reporter metabolite.

Authors:  Mareike Bongers; Panagiotis K Chrysanthopoulos; James B Y H Behrendorff; Mark P Hodson; Claudia E Vickers; Lars K Nielsen
Journal:  Microb Cell Fact       Date:  2015-11-26       Impact factor: 5.328

10.  Identification of an Epoxide Metabolite of Lycopene in Human Plasma Using 13C-Labeling and QTOF-MS.

Authors:  Morgan J Cichon; Nancy E Moran; Ken M Riedl; Steven J Schwartz; Steven K Clinton
Journal:  Metabolites       Date:  2018-03-20
  10 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.