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Molecules 2016, 21(9), 1176; doi:10.3390/molecules21091176

Synthesis Approaches to (−)-Cytoxazone, a Novel Cytokine Modulator, and Related Structures

1
Departamento de Química, Universidade Federal de Minas Gerais, Belo Horizonte 31270-901, Brazil
2
Departamento de Bioquímica e Biologia Molecular, Universidade Federal de Viçosa, Viçosa 36570-000, Brazil
*
Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 26 July 2016 / Revised: 22 August 2016 / Accepted: 30 August 2016 / Published: 6 September 2016

Abstract

(−)-Cytoxazone, originally isolated from cultures of a Streptomyces species has an oxazolidin-2-one 4,5-disubstituted ring. It is known that this natural product presents a cytokine modulator effect through the signaling pathway of Th2 cells (type 2 cytokines), which are involved in the process of growth and differentiation of cells. From this, the interest in the development of research aimed at the total synthesis of this molecule and its analogs has remained high, which can be confirmed by the large number of publications on the topic, more than 30 to date. This review focuses on the various creative methods for the synthesis of (−)-cytoxazone and its congeners. The assessment of the preparation of this oxazolidinone and related structures serves as a treatise on the efforts made in the synthesis of this important class of compound from its first total synthesis in 1999. View Full-Text
Keywords: (−)-cytoxazone; organic synthesis; stereoselective synthesis; biological activity; antimicrobial activities; cytokine modulator (−)-cytoxazone; organic synthesis; stereoselective synthesis; biological activity; antimicrobial activities; cytokine modulator
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Miranda, I.L.; Lopes, Í.K.B.; Diaz, M.A.N.; Diaz, G. Synthesis Approaches to (−)-Cytoxazone, a Novel Cytokine Modulator, and Related Structures. Molecules 2016, 21, 1176.

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