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InCl3 催化合成 2-芳基喹唑啉-4(3H)-酮和 5-芳基吡唑并[4,3-d]嘧啶-7(6H)-酮及其作为潜在抗癌剂的评价。

InCl3-catalysed synthesis of 2-aryl quinazolin-4(3H)-ones and 5-aryl pyrazolo[4,3-d]pyrimidin-7(6H)-ones and their evaluation as potential anticancer agents.

机构信息

Cosmic Discoveries, Institute of Life Sciences, University of Hyderabad Campus, Gachibowli, Hyderabad, India.

出版信息

Bioorg Med Chem Lett. 2012 Aug 1;22(15):5063-6. doi: 10.1016/j.bmcl.2012.06.003. Epub 2012 Jun 13.

Abstract

A convenient and practical methodology for the synthesis of 2-aryl quinazolin-4(3H)-ones by the condensation of o-aminobenzamides with aromatic aldehydes under mild conditions using catalytic InCl(3) with good yields and high selectivities. This method has been extended for the synthesis of 5-aryl pyrazolo[4,3-d]pyrimidin-7(6H)-ones which have potential applications in medicinal chemistry. Many of these compounds were evaluated for their anti-proliferative properties in vitro against four cancer cell lines and several compounds were found to be active. Further in vitro studies indicated that inhibition of sirtuins could be the possible mechanism of action of these molecules.

摘要

一种方便实用的方法,用于在温和条件下通过邻氨基苯甲酰胺与芳香醛缩合合成 2-芳基喹唑啉-4(3H)-酮,使用催化 InCl(3) 可获得高产率和高选择性。该方法已扩展用于合成具有潜在药用化学应用的 5-芳基吡唑并[4,3-d]嘧啶-7(6H)-酮。这些化合物中的许多都被评估了其对四种癌细胞系的体外抗增殖特性,发现一些化合物具有活性。进一步的体外研究表明,抑制 sirtuins 可能是这些分子的可能作用机制。

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