PPL catalyzed four-component PASE synthesis of 5-monosubstituted barbiturates: Structure and pharmacological properties

被引：19

作者：

Bihani, Manisha ^{[1
]}

Bora, Pranjal P. ^{[1
]}

Verma, Alakesh K. ^{[2
]}

Baruah, Reshita ^{[3
]}

Boruah, Hari Prasanna Deka ^{[3
]}

Bez, Ghanashyam ^{[1
]}

机构：

[1] North Eastern Hill Univ, Dept Chem, Shillong 793022, Meghalaya, India

[2] Cachar Canc Hosp & Res Ctr, Dept Mol Oncol, Silchar 788015, Assam, India

[3] CSIR North East Inst Sci & Technol, Div Biotechnol, Jorhat 785006, Assam, India

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2015年 / 25卷 / 24期

关键词：

PPL; PASE; Zwitterionic; Barbiturates; Pyrazolone; Antibacterial; Apoptotic; ONE-POT SYNTHESIS; CARBON BOND FORMATION; MICHAEL ADDITION; PROMISCUOUS ACYLASE; ENZYME PROMISCUITY; N-HETEROCYCLES; DERIVATIVES; LIPASE; INHIBITORS; ATOM;

D O I：

10.1016/j.bmcl.2015.10.088

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Enzymatic four-component reactions are very rare although three-component enzymatic promiscuous reactions are widely reported. Herein, we report an efficient PASE protocol for the synthesis of potentially lipophilic zwitterionic 5-monosubstituted barbiturates by four component reaction of mixture of ethyl acetoacetate, hydrazine hydrate, aldehyde and barbituric acid in ethanol at room temperature. Seven different lipases were screened for their promiscuous activity towards the synthesis of 5-monosubstituted barbiturates and the lipase from porcine pancreas (PPL) found to give optimum efficiency. The zwitterionic 5-monosubstituted barbiturates with pyrazolyl ring showed promising pharmacological activity upon screening for antibacterial and apoptotic properties. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：5732 / 5736

页数：5

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