African Journal of
Pure and Applied Chemistry

  • Abbreviation: Afr. J. Pure Appl. Chem.
  • Language: English
  • ISSN: 1996-0840
  • DOI: 10.5897/AJPAC
  • Start Year: 2007
  • Published Articles: 354

Full Length Research Paper

Synthetic modification of gedunin and comparative antibacterial activity of gedunin and 7-deacetoxy-7α-hydroxygedunin potassium salt

Okhale, S. E.1,2*, Amupitan, J. O.1, Ndukwe, I. G.1, Oladosu, P. O.3 and Okogun, J. I.4
1Department of Chemistry, Ahmadu Bello University, Zaria, Nigeria. 2Department of Medicinal Plant Research and Traditional Medicine, National Institute for Pharmaceutical Research and Development, Idu Industrial Area, P. M. B. 21 Garki Abuja, Nigeria. 3Department of Microbiology, Human Virology and Biotechnology, National Institute for Pharmaceutical Research and Development, Idu Industrial Area, P. M. B. 21 Garki, Abuja, Nigeria. 4Pax Herbal International, Ewu, Nigeria.
Email: [email protected]

  •  Accepted: 30 November 2012
  •  Published: 31 December 2012

Abstract

Gedunin, a highly oxidized triterpenoid was obtained from hexane extractive of stem wood of Entandrophragma angolense (Welw) C. D. C. of the family MeliaceaeThe gedunin was dissolved in minimum methanol at 40°C and set aside in the dark for recrystallization. Pure gedunin crystals were obtained in 0.92% yield. Methanolic alkaline hydrolysis of the gedunin afforded 7-deacetoxy-7α-hydroxygedunin potassium salt in 90.53% w/w yield. The gedunin and 7-deacetoxy-7α-hydroxygedunin potassium salt were screened againstBacillus subtilisStaphylococcus aureusEscherichia coli, and Klebsiella pneumoniaeusing broth microdilution assay method. 7-Deacetoxy-7α-hydroxygedunin potassium salthad minimum inhibitory concentration (MIC) of 1000 μg/ml against K. pneumoniae, 2000 μg/ml against S. aureus, and E. coli. However, B. subtilis was not susceptible to 7-deacetoxy-7α-hydroxygedunin potassium salt at 2000 μg/ml. Gedunin was not active against all the bacterial organisms tested at 2000 μg/ml.

 

Key words: Gedunin, synthesis, gedunin potassium salt, antibacterial, broth microdilution method.