Title : PPL catalyzed four-component PASE synthesis of 5-monosubstituted barbiturates: Structure and pharmacological properties - Bihani_2015_Bioorg.Med.Chem.Lett_25_5732 |
Author(s) : Bihani M , Bora PP , Verma AK , Baruah R , Boruah HP , Bez G |
Ref : Bioorganic & Medicinal Chemistry Lett , 25 :5732 , 2015 |
Abstract :
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. |
PubMedSearch : Bihani_2015_Bioorg.Med.Chem.Lett_25_5732 |
PubMedID: 26546212 |
Substrate | Ethyl-acetoacetate |
Bihani M, Bora PP, Verma AK, Baruah R, Boruah HP, Bez G (2015)
PPL catalyzed four-component PASE synthesis of 5-monosubstituted barbiturates: Structure and pharmacological properties
Bioorganic & Medicinal Chemistry Lett
25 :5732
Bihani M, Bora PP, Verma AK, Baruah R, Boruah HP, Bez G (2015)
Bioorganic & Medicinal Chemistry Lett
25 :5732