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Design and synthesis of novel parabanic acid derivatives as anticonvulsants.

Abstract：

:In this work a set of novel derivatives of parabanic acid 9a-d, 12a-d and 13a-d was synthesized and their anticonvulsant potential was evaluated. All the compounds under investigation exhibited anticonvulsant activity in both scPTZ and MES tests. In phase II anticonvulsant study, the trimethoxy phenyl derivative 9a evoked the highest potency among the tested compounds in scPTZ test. It displayed 1.72- and 17.05-folds activity more than the standard drugs phenobarbital and ethosuximide, respectively. In addition, the margin of safety for compound 9a is better than that of the reference antiepileptic drug ethosuximide. Also, compound 9a was devoid of hepatotoxicity indicated by measurements of serum level of ALT, AST, ALP, albumin and total protein. Furthermore, treatment with compound 9a significantly increased the GABA brain level by 2.56-folds compared to the control value. Additionally, molecular docking was performed on the active site of GABA-AT to clarify the interactions of the most potent compound 9a with the enzyme. In MES test, compound 12a exhibited the most potent activity against electric stimuli-induced seizures with the lowest ED50 = 13.7 mg/kg and protective index >36.5. Both candidates 9a and 12a could be a good starting point to develop new molecules as novel antiepileptic drugs.

journal_name

Bioorg Chem

journal_title

Bioorganic chemistry

authors

Aboutabl ME,Hassan RM,El-Azzouny AA,Aboul-Enein MN,Abd-Allah WH

doi

10.1016/j.bioorg.2019.103473

subject

Has Abstract

pub_date

2020-01-01 00:00:00

pages

103473

eissn

0045-2068

issn

1090-2120

pii

S0045-2068(19)31264-7

journal_volume

94

pub_type

杂志文章

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