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Synthesis 2014; 46(01): 119-125
DOI: 10.1055/s-0033-1338555
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Water-Soluble Vinyl Selenides and Their High Glutathione Peroxidase (GPx)-Like Antioxidant Activity

Samuel Braverman*
a   Department of Chemistry, Bar-Ilan University, Ramat-Gan 52900, Israel   Fax: +972(3)7384053   eMail: Shmuel.Braverman@biu.ac.il
,
Marina Cherkinsky
a   Department of Chemistry, Bar-Ilan University, Ramat-Gan 52900, Israel   Fax: +972(3)7384053   eMail: Shmuel.Braverman@biu.ac.il
,
Yulia Kalendar
a   Department of Chemistry, Bar-Ilan University, Ramat-Gan 52900, Israel   Fax: +972(3)7384053   eMail: Shmuel.Braverman@biu.ac.il
,
Ranjan Jana
a   Department of Chemistry, Bar-Ilan University, Ramat-Gan 52900, Israel   Fax: +972(3)7384053   eMail: Shmuel.Braverman@biu.ac.il
,
Milon Sprecher
a   Department of Chemistry, Bar-Ilan University, Ramat-Gan 52900, Israel   Fax: +972(3)7384053   eMail: Shmuel.Braverman@biu.ac.il
,
Israel Goldberg
b   School of Chemistry, Tel-Aviv University, Ramat-Aviv 69978, Israel
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Weitere Informationen

Publikationsverlauf

Received: 25. August 2013

Accepted after revision: 10. Oktober 2013

Publikationsdatum:
13. November 2013 (online)

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Abstract

A convenient procedure for the synthesis of novel bis-(1-hydroxymethyl-2-halo-3-hydroxy-1-propylene) selenides has been developed. On oxidation these compounds form novel seleno-spiro compounds and their glutathione peroxidase mimetic activity has been studied. They promote the hydrogen peroxide oxidation of phenylmethanethiol to the corresponding disulfide via a catalytic cycle.

Key words

alkynes - selenium - oxidation - spiro compounds - diols

Supporting Information

    for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
  • Supporting Information
 

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