Synthesis of a carbamazepine derivative as antibacterial agent

Lauro Figueroa-Valverde, Francisco Díaz-Cedillo, Elodia Garcia-Cervera, Jose E.M. Pool-Gómez, Carlos Cardeña-Arredondo

Research output: Contribution to journalArticlepeer-review

Abstract

In this work, the carbamazepine derivative (N-[(1E)-1-methylpent-1-enyl]-N- phenyl-5H-dibenzo[b,f]azepine-5-carboxamide) was synthesized using the three-component system (carbamazepine, benzaldehyde and 2-hexyne) in presence of cupric chloride as catalyst. Additionally, the antibacterial activity of carbamazepine derivative was evaluated in vitro on S. aureus and E. coli using the NCCLS method with some modifications. To delineate the structural chemical requirements of the compound N-[(1E)-1-methylpent-1-enyl]-N- phenyl-5H-dibenzo[b,f]azepine-5-carboxamide as antibacterial agents on S. aureus and E. coli, other chemical parameters such as the descriptors log P, π, Rm, Vm, Pc and St were calculated. The results showed that bacterial growth of the microorganisms studied was inhibited by the carbamazepine derivative in a dose-dependent manner. Other results showed an increase in log P, π, Rm, Vm, P c and St values in comparison with carbamazepine. These data suggest that functional groups involved in the structure of the studied compound are specific for its antibacterial activity.

Original languageEnglish
Pages (from-to)699-704
Number of pages6
JournalAsian Journal of Chemistry
Volume24
Issue number2
StatePublished - 2012
Externally publishedYes

Keywords

  • Antibacterial activity
  • Carbamazepine derivative
  • Physicochemical descriptors

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