Miranda Izabel L, Lopes Ítala K B, Diaz Marisa A N, Diaz Gaspar
Departamento de Química, Universidade Federal de Minas Gerais, Belo Horizonte 31270-901, Brazil.
Departamento de Bioquímica e Biologia Molecular, Universidade Federal de Viçosa, Viçosa 36570-000, Brazil.
Molecules. 2016 Sep 6;21(9):1176. doi: 10.3390/molecules21091176.
(-)-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.
(-)-细胞恶唑酮最初是从一种链霉菌属的培养物中分离出来的,具有一个恶唑烷-2-酮4,5-二取代环。已知这种天然产物通过Th2细胞(2型细胞因子)的信号通路呈现细胞因子调节作用,Th2细胞参与细胞的生长和分化过程。由此,针对该分子及其类似物的全合成开展研究的兴趣一直很高,这可以从关于该主题的大量出版物得到证实,迄今为止已超过30篇。本综述聚焦于(-)-细胞恶唑酮及其同系物合成的各种创新方法。对这种恶唑烷酮及其相关结构制备方法的评估,是对自1999年首次全合成以来在这类重要化合物合成方面所做努力的论述。