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Synthesis of Biologically Relevant Small Molecules Containing Selenium. Part A. Antioxidant Compounds

Organic Selenium and Tellurium (2013)

  1. Antonio L. Braga,
  2. Jamal Rafique

Published Online: 17 JUN 2013

DOI: 10.1002/9780470682531.pat0721

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

L. Braga, A. and Rafique, J. 2013. Synthesis of Biologically Relevant Small Molecules Containing Selenium. Part A. Antioxidant Compounds. Patai's Chemistry of Functional Groups. .

Author Information

  1. LabSelen—Laboratório de Síntese de Pequenas Moléculas Quirais de Selênio e Telúrio, Dpto de Química—CFM, UFSC—Florianópolis, CEP 88040-900, SC—Brazil

Publication History

  1. Published Online: 17 JUN 2013

Abstract

The design and synthesis of organoselenium compound as bioactive structures have achieved a new dimension since the 1970s, when many reports described the identification of various selenoproteins, which are involved in a wide variety of biological processes, including antioxidant defense, thyroid hormone production and immune response. In this chapter, strategies and methods for the preparation of synthetic antioxidants containing selenium are reviewed. The unique redox properties of selenium confer catalytic activity to organoselenium compounds and influence their biological properties as well as the methods selected for their preparation. Several approaches can be applied in order to obtain organoselenium compounds, such as reaction of elemental selenium or diselenides with different types of carbanions or reaction of organic electrophiles with selenolate anions generated by different methods, as discussed herein.

Keywords:

  • Selenium;
  • diselenide;
  • selenide;
  • ebselen;
  • Gpx;
  • antioxidants;
  • lipid peroxidation;
  • peroxynitrite