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New Azafluorenone Derivative and Antibacterial Activities of Alphonsea cylindrica Barks

  • Talip, Munirah Abdul (Department of Chemistry, Faculty of Science and Mathematics, Sultan Idris Education University) ;
  • Azziz, Saripah Salbiah Syed Abdul (Department of Chemistry, Faculty of Science and Mathematics, Sultan Idris Education University) ;
  • Wong, Chee Fah (Department of Biology, Faculty of Science and Mathematics, Sultan Idris Education University) ;
  • Awang, Khalijah (Department of Chemistry, Faculty of Science, University of Malaya) ;
  • Naz, Humera (Atta-ur-Rahman Institute of Natural Product Discovery and Faculty of Pharmacy, University Technology MARA) ;
  • Bakri, Yuhanis Mhd (Department of Chemistry, Faculty of Science and Mathematics, Sultan Idris Education University) ;
  • Ahmad, Mohamad Syahrizal (Department of Chemistry, Faculty of Science and Mathematics, Sultan Idris Education University) ;
  • Litaudon, Marc (Centre de Recherche de Gif, Institute de Chimie des Substances Naturelles, CNRS)
  • Received : 2017.03.16
  • Accepted : 2017.05.02
  • Published : 2017.09.29

Abstract

A phytochemical study of Alphonsea cylindrica King (unreported) has led to the isolation of six alkaloids. The compounds were identified as kinabaline (1; azafluorenone alkaloid), muniranine (2), O-methylmoschatoline (3; oxoaporphine alkaloid), lysicamine (4), atherospermidine (5) and N-methylouregidione (6; 4, 5-dioxoaporphine alkaloid). The structures of the isolated compounds were determined based on the spectroscopic techniques and by comparison with data reported in the literature. Alkaloid 2 was isolated as a new derivative of azafluorenone while alkaloids 1, 3 - 6 were isolated for the first time from Alphonsea species. In addition, alkaloid 3 and 4 showed inhibition zone against Staphylococcus aureus, Pseudomonas aeruginosa and Bacillus cereus in disc diffusion test. The minimum inhibition concentration (MIC) values of lysicamine (4) against S. aureus, B. cereus and P. aeruginosa were found to be smaller than O-methylmoschatoline (3). Therefore, the reported antibacterial activity showed the potential of this plant as natural antibacterial agent and supported the documented traditional use of Alphonsea sp. in the treatment of diarrhea and fever.

Keywords

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