Journal of Applied Biological Chemistry

The Korean Society for Applied Biological Chemistry (한국응용생명화학회)
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Simultaneous Determination of Benzoic Acid, Caffeic Acid and Chlorogenic Acid in Seeds of Eriobotrya japonica and their Antibacterial Effect

  • Jeong, Jun-Mo (Department of Oriental Medicine Materials, Dongshin University) ;
  • Lee, Kyoung-In (Biotechnology Industrialization Center, Dongshin University) ;
  • Kim, Sun-Min (Department of Oriental Medicine Materials, Dongshin University)
  • Received : 2013.05.30
  • Accepted : 2013.10.02
  • Published : 2014.03.31
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Abstract

We aim to develop a simple method for simultaneous and quantitative determination of benzoic acid, caffeic acid and chlorogenic acid in seeds of Eriobotrya japonica. In addition, antibacterial effect of these three phenolic acids was examined. A basic method is performed on the high performance liquid chromatography system coupled to an UV-detector (230 nm) and reverse phase C-18 column ($4.6{\times}150mm$, $5{\mu}m$). Each phenolic acid was confirmed via liquid chromatography-mass spectrometry (MS)/MS system under the multiple-reaction monitoring with negative-ion electrospray ionization (ESI(-)) mode. It is demonstrated that the method was could be applied to samples for an analytical study of the phenolic acids. On the other hand, three phenolic acids in seeds of E. japonica exhibited antibacterial effect against several pathogenic bacteria. Of these, benzoic acid was found to have stronger antibacterial effect.

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References

  1. Bauer AW, Kirby WM, Sherris JC, and Turck M (1966) Antibiotic susceptibility testing by a standardized single disk method. Am J Clin Pathol 45, 493-6. https://doi.org/10.1093/ajcp/45.4_ts.493
  2. Bouayed J, Rammal H, Dicko A, Younos C, and Soulimani R (2007) Chlorogenic acid, a polyphenol from Prunus domestica (Mirabelle), with coupled anxiolytic and antioxidant effects. J Neurol Sci 262, 77-84. https://doi.org/10.1016/j.jns.2007.06.028
  3. Chiang YM, Chuang DY, Wang SY, Kuo YH, Tsai PW, and Shyur LF (2004) Metabolite profiling and chemopreventive bioactiveity of plant extracts from Bidens pilosa. J Ethnopharmacol 95, 409-19. https://doi.org/10.1016/j.jep.2004.08.010
  4. Christina EM and Lisa ML (2010) Antibacterial activity of phenolic compounds against the phytopathogen Xylella fastidiosa. Curr Microbiol 60, 53-8. https://doi.org/10.1007/s00284-009-9501-0
  5. El-Basyouni SD, Chen D, Ibrahim RK, Neish AC, and Towers GHN (1963) The biosynthesis of hydroxybenzoic acids in higher plants. Phytochemistry 3, 485-92.
  6. Gray DO and Fowden L (1972) Isolation of 4-methylene-proline from Eriobotrya japonica. Phytochemistry 11, 745-50. https://doi.org/10.1016/0031-9422(72)80042-6
  7. Hu P, Liang QL, Luo GA, Zhao ZZ, and Jiang ZH (2005) Multi-component HPLC fingerprinting of Radix Salviae Miltiorrhizae and LC-MS-MS identification. Chem Pharm Bull 53, 677-83. https://doi.org/10.1248/cpb.53.677
  8. Karunanidhi A, Thomas R, Belkum A, and Neela V (2013) In vitro antibacterial and antibiofilm activities of chlorogenic acid against clinical isolates of Stenotrophomonas maltophilia including the trimethoprim/sulfamethoxazole resistant strain. BioMed Res Int, doi:10.1155/2013/392058.
  9. Kim TH, Shin SR, Kim TW, Lee IC, Park MY, and Jo C (2009) A tyrosinase inhibitor isolated from the seeds of Eriobotrya japonica. Korean J Food Preserv 16, 435-41.
  10. Nohynek LJ, Alakomi HL, Kahkonen MP, Heinonen M, Helander IM, Oksman-Caldentey KM et al. (2006) Berry phenolics: antimicrobial properties and mechanisms of action against severe human pathogens. Nutr cancer 54, 18-32. https://doi.org/10.1207/s15327914nc5401_4
  11. Russell W and Duthie G (2011) Plant secondary metabolites and gut health: the case for phenolic acids. In: Proc Nutr Soc 70, 389-96. https://doi.org/10.1017/S0029665111000152
  12. Sung WS and Lee DG (2010) Antifungal action of chlorogenic acid against pathogenic fungi, mediated by membrane disruption. Pure Appl Chem 82, 219-26.
  13. Yokota J, Takuma D, Hamada A, Onogawa M, Yoshioka S, Kusunose M et al. (2006) Scavenging of reactive oxygen species by Eriobotrya japonica seed extract. Biol Pharm Bull 29, 467-71. https://doi.org/10.1248/bpb.29.467

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