Literature DB >> 10230637

Formation of glucoraphanin by chemoselective oxidation of natural glucoerucin: a chemoenzymatic route to sulforaphane.

R Iori1, R Bernardi, D Gueyrard, P Rollin, S Palmieri.   

Abstract

A new semi-synthetic way to produce glucoraphanin (2), the bio-precursor of the potential anticarcinogen sulforaphane (3), has been developed. Starting from glucoerucin (1), isolated from ripe seeds of Eruca sativa, glucoraphanin was obtained through chemoselective oxidation. Controlled myrosinase-catalysed hydrolysis of this precursor quantitatively afforded sulforaphane.

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Year:  1999        PMID: 10230637     DOI: 10.1016/s0960-894x(99)00136-5

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


  12 in total

1.  Bioavailability of Sulforaphane from two broccoli sprout beverages: results of a short-term, cross-over clinical trial in Qidong, China.

Authors:  Patricia A Egner; Jian Guo Chen; Jin Bing Wang; Yan Wu; Yan Sun; Jian Hua Lu; Jian Zhu; Yong Hui Zhang; Yong Sheng Chen; Marlin D Friesen; Lisa P Jacobson; Alvaro Muñoz; Derek Ng; Geng Sun Qian; Yuan Rong Zhu; Tao Yang Chen; Nigel P Botting; Qingzhi Zhang; Jed W Fahey; Paul Talalay; John D Groopman; Thomas W Kensler
Journal:  Cancer Prev Res (Phila)       Date:  2011-03

2.  Does molecular docking reveal alternative chemopreventive mechanism of activation of oxidoreductase by sulforaphane isothiocyanates?

Authors:  Pawel Mazur; Tomasz Magdziarz; Andrzej Bak; Zdzislaw Chilmonczyk; Teresa Kasprzycka-Guttman; Irena Misiewicz-Krzemińska; Katarzyna Skupińska; Jaroslaw Polanski
Journal:  J Mol Model       Date:  2009-12-22       Impact factor: 1.810

3.  Enhancement of ultrasound-assisted extraction of sulforaphane from broccoli seeds via the application of microwave pretreatment.

Authors:  Yanbing Liu; Di Zhang; Xiaodan Li; Junxia Xiao; Liping Guo
Journal:  Ultrason Sonochem       Date:  2022-06-08       Impact factor: 9.336

4.  The new isothiocyanate 4-(methylthio)butylisothiocyanate selectively affects cell-cycle progression and apoptosis induction of human leukemia cells.

Authors:  Carmela Fimognari; Michael Nüsse; Renato Iori; Giorgio Cantelli-Forti; Patrizia Hrelia
Journal:  Invest New Drugs       Date:  2004-04       Impact factor: 3.850

Review 5.  Biological profile of erucin: a new promising anticancer agent from cruciferous vegetables.

Authors:  Antonietta Melchini; Maria H Traka
Journal:  Toxins (Basel)       Date:  2010-04-05       Impact factor: 4.546

6.  Combined effect of Nitrogen, Phosphorus and Potassium fertilizers on the contents of glucosinolates in rocket salad (Eruca sativa Mill.).

Authors:  Jin-Hyuk Chun; Silbia Kim; Mariadhas Valan Arasu; Naif Abdullah Al-Dhabi; Doug Young Chung; Sun-Ju Kim
Journal:  Saudi J Biol Sci       Date:  2015-08-30       Impact factor: 4.219

7.  Eruca sativa seed extract: A novel natural product able to counteract neuroinflammation.

Authors:  Agnese Gugliandolo; Sabrina Giacoppo; Marcello Ficicchia; Angelo Aliquò; Placido Bramanti; Emanuela Mazzon
Journal:  Mol Med Rep       Date:  2018-03-07       Impact factor: 2.952

8.  Rapid and Cost-Effective Quantification of Glucosinolates and Total Phenolic Content in Rocket Leaves by Visible/Near-Infrared Spectroscopy.

Authors:  Eva María Toledo-Martín; Rafael Font; Sara Obregón-Cano; Antonio De Haro-Bailón; Myriam Villatoro-Pulido; Mercedes Del Río-Celestino
Journal:  Molecules       Date:  2017-05-20       Impact factor: 4.411

9.  Transcriptome reveals the gene expression patterns of sulforaphane metabolism in broccoli florets.

Authors:  Zhansheng Li; Yumei Liu; Lingyun Li; Zhiyuan Fang; Limei Yang; Mu Zhuang; Yangyong Zhang; Honghao Lv
Journal:  PLoS One       Date:  2019-03-25       Impact factor: 3.240

10.  2,2,2-Trifluoroethyl 6-thio-β-D-glucopyranoside as a selective tag for cysteines in proteins.

Authors:  Richard F G Fröhlich; Evelyne Schrank; Klaus Zangger
Journal:  Carbohydr Res       Date:  2012-08-25       Impact factor: 2.104

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