Planta Med 2016; 82(S 01): S1-S381
DOI: 10.1055/s-0036-1596513
Abstracts
Georg Thieme Verlag KG Stuttgart · New York

Lupinifolin extracted from Derris reticulata inhibits growth of Staphylococcus aureus possibly by damaging bacterial cell membrane

Authors

  • K Yusook

    1   School of Pharmacology, Institute of Science, Suranaree University of Technology, Nakhon Ratchasima 30000, Thailand

  • O Weeranantanapan

    2   School of Anatomy, Institute of Science, Suranaree University of Technology, Nakhon Ratchasima 30000, Thailand

  • S Riyajan

    1   School of Pharmacology, Institute of Science, Suranaree University of Technology, Nakhon Ratchasima 30000, Thailand

  • J Musika

    1   School of Pharmacology, Institute of Science, Suranaree University of Technology, Nakhon Ratchasima 30000, Thailand

  • N Chudapongse

    1   School of Pharmacology, Institute of Science, Suranaree University of Technology, Nakhon Ratchasima 30000, Thailand
Further Information

Publication History

Publication Date:
14 December 2016 (online)

Also available at
 

Lupinifolin is a prenylated flavanone that has been isolated from several medicinal plants, such as Myriopteron extensum [1], Eriosema chinense [2] and Albizia myriophylla [3]. It is also reported to be a major compound of Derris reticulata [4]. In the present study, lupinifolin was isolated from Derris reticulata stem and identified by NMR spectra. Because of its nonpolar structure, lupinifolin is very soluble in organic solvents, but sparingly soluble in water. Estimated from log Kow (Octanol-Water Partition Coefficient), water solubility of lupinifolin at 25 °C is 0.009 mg/L [5]. When dissolved in alcohol or dimethyl sulfoxide, it precipitates after diluted in aqueous buffer. In this study, to avoid the precipitation in aqueous media, lupinifolin was freshly prepared by solubilizing in 0.5 N NaOH and immediately diluted in Müller-Hinton broth (MHB) for antibacterial test. From two-fold microdilution method, it was found that lupinifolin possessed antimicrobial activity against Staphylococcus aureus with MIC and MBC of 8 and 16 µg/mL, respectively. The antibacterial activity of lupinifolin was confirmed by TEM. After incubation with MIC overnight, lupinifolin significantly decreased the number of bacteria compared to control and ruptured bacterial cell membrane and cell wall. We hypothesize that lupinifolin may alter bacterial membrane structure and function similar to plant flavonoids previously reported [6]. Confirmation of the mechanism underlying this activity of lupinifolin is in progress.

Acknowledgements: This investigation was supported by SUT Research and Development Fund. We thank Dr. Paul J. Grote for verification of plant botanical classification.

Keywords: Derris reticulata, lupinifolin, Staphylococcus aureus, antimicrobial, cell membrane.

References:

[1] Soonthornchareonnon N, Ubonopas L, Kaewsuwan S, Wuttiudomlert M. Lupinifolin, a bioactive flavanone from Myriopteron extensum (Wight) K. Schum. stem. Thai J. Phytopharm 2004; 11: 19 – 27

[2] Prasad SK, Laloo D, Kumar M, Hemalatha S. Antidiarrhoeal evaluation of root extract, its bioactive fraction, and lupinifolin isolated from Eriosema chinense. Planta Med 2013; 79: 1620 – 1627

[3] Joycharat N, Thammavong S, Limsuwan S, Homlaead S, Voravuthikunchai SP, Yingyongnarongkul BE, Dej-Adisai S, Subhadhirasakul S. Antibacterial substances from Albizia myriophylla wood against cariogenic Streptococcus mutans. Arch Pharm Res 2013; 36: 723 – 730

[4] Chivapat S, Chavalittumrong P, Attiwist A, Soonthornchareonnon N. Toxicity study of lupinifolin from stem of Derris reticulata Craib. J Thai Tradit Altern Med 2009; 7: 146 – 155

[5] http://www.chemspider.com/Chemical-Structure.10305920.html

[6] Cushnie TP, Lamb AJ. Antimicrobial activity of flavonoids. Int J Antimicrob Agents 2005; 26: 343 – 356