Medicinal Chemistry Research

, Volume 24, Issue 5, pp 1893–1900 | Cite as

4-[2-Allylsulfanyl-1-(carboxymethyl-carbamoyl)-ethylcarbamoyl]-2-amino-butyric acid: evaluation as topoisomerase inhibitor using in vitro assay and molecular docking study

  • Pachamuthu Pratheebaa
  • Perumal Perumal
  • Jayaraman Angayarkanni
  • Narayanan SundaraBaalaji
  • Thayumanavan PalvannanEmail author
Original Research


A new compound 4-[2-allylsulfanyl-1-(carboxymethyl-carbamoyl)-ethylcarbamoyl]-2-amino-butyric acid (ASAB) bearing allyl group was synthesized and characterized by spectroscopic (FTIR, NMR, & LC–MS) methods. ASAB showed significant antibacterial activity against gram-positive (S. aureus) and gram-negative (E. coli) bacteria. ASAB was screened for interaction with type I and II DNA topoisomerase activity via in vitro supercoil relaxation assay. ASAB was found to be a strong inhibitor for topoisomerases; with much more significant inhibition for topoisomerase II than topoisomerase I. Furthermore, DNA binding properties of ASAB with pBR322 DNA was investigated by fluorescent spectra which revealed its DNA binding ability. Molecular docking study was performed to elucidate the specific binding site in the active site of topoisomerase I & II.


ASAB Antibacterial activity Docking Topoisomerase I & II Supercoil relaxation 

Supplementary material

44_2014_1263_MOESM1_ESM.doc (582 kb)
Supplementary material 1 (DOC 582 kb)


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Copyright information

© Springer Science+Business Media New York 2014

Authors and Affiliations

  • Pachamuthu Pratheebaa
    • 1
  • Perumal Perumal
    • 2
  • Jayaraman Angayarkanni
    • 3
  • Narayanan SundaraBaalaji
    • 2
  • Thayumanavan Palvannan
    • 1
    Email author
  1. 1.Laboratory of Bioprocess and Engineering, Department of BiochemistryPeriyar UniversitySalemIndia
  2. 2.Structural Biology Lab, Department of BioinformaticsBharathiar UniversityCoimbatoreIndia
  3. 3.School of Biotechnology and Genetic engineeringBharathiar UniversityCoimbatoreIndia

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