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Growth inhibiting activity of quinaldic acid isolated from Ephedra pachyclada against intestinal bacteria

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Abstract

The growth inhibiting activity of materials derived from the stems of Ephedra pachyclada against intestinal bacteria was examined. Purification of the active constituent from E. pachyclada stems was conducted by silica gel chromatography and HPLC. The structure of the active component was identified as quinaldic acid (C10H7NO2, 173, quinoline-2-caboxylic acid) using various spectroscopic analyses including EI-MS, 1H-NMR, and 13C-NMR. The growth inhibiting activity varied according to the chemical, dose, and bacterial strain tested. Quinaldic acid showed a strong (+++) inhibition at 1.0 mg/disc against Clostridium difficile and Clostridium perfringens, and moderately inhibited the growth of C. Difficile and C. Perfringens at 0.5 and 0.1 mg/disc, respectively, but had no effect on the growth of Bifidobacterium bifidum, Lactobacillus acidophilus, and Lactobacillus casei. These results indicate that quinaldic acid should be considered as a possible antimicrobial agent for the treatment of diseases associated with intestinal bacteria.

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Abbreviations

BHI:

brain heart infusion

EI-MS:

electron impact mass spectrometry

HPLC:

high performance liquid chromatography

MRS:

deMan rogosa sharpe

TLC:

thin layer chromatography

References

  • Aguilera MO, Stagnitta PV, Micalizzi B, and de Guzman AM (2005) Prevalence and characterization of Clostridium perfringens from spices in Argentina. Anaerobe 11, 327–334.

    Article  Google Scholar 

  • Al-Khaldi SF, Myers KM, Rasooly A, and Chizhikov V (2004) Genotyping of Clostridium perfringens toxins using multiple oligonucleotide microarray hybridization. Mol Cell Probe 18, 359–367.

    Article  CAS  Google Scholar 

  • Alterkruse SF, Cohen ML, and Swerdlow DL (1997) Emerging foodbone disease. Emerg Infect Dis 3, 285–293.

    Article  Google Scholar 

  • Caveney S, Charlet DA, Freitag H, Maier-Stolte M, and Starratt AN (2001) New observations on the secondary chemistry of world Ephedra (Ephedraceae). Am J Bot 88, 1199–1208.

    Article  CAS  Google Scholar 

  • Cho JH, Lee CH, and Lee HS (2005) Antimicrobial activity of quinoline derivatives isolated from Ruta chalepensis toward human intestinal bacteria. J Microbiol Biotechnol 15, 646–651.

    CAS  Google Scholar 

  • Chung JK, Kim MJ, Kee HY, Choi MH, Seo JJ, Kim SH, Park JT, Kim MG, and Kim ES (2008) Prevalence of food poisoning bacteria on hand in various age groups. J Food Hyg Safety 23, 40–50.

    Google Scholar 

  • Colbère-Garapin F, Martin-Latil S, Blondel B, Mousson L, Pelletier I, Autret A, François A, Niborski V, Grompone G, Catonnet G, and van de Moer A (2007) Prevention and treatment of enteric viral infections: possible benefits of probiotic bacteria. Microbes Infect 9, 1623–1631.

    Article  Google Scholar 

  • Demirci F, Guven K, Demirci B, Dadandi MY, and Baser KHC (2008) Antibacterial activity of two Phlomis essential oil against food pathogens. Food Control 19, 1159–1164.

    Article  CAS  Google Scholar 

  • FAO/WHO (2004) Joint FAO/WHO workshop on Enterobacter Sakazakii and other microorganisms in powdered infant formula, Geneva, Switzerland.

  • Gibbons S (2005) Plants as a source of bacteria resistance modulators and anti-infection agents. Phytochem Rev 4, 63–78.

    Article  CAS  Google Scholar 

  • Jeon JH, Lee CH, and Lee HS (2009) Antimicrobial activities of 2-methyl-8-hydroxyquinoline and its derivatives against human intestinal bacteria. J Korean Soc Appl Biol Chem 52, 202–205.

    Article  CAS  Google Scholar 

  • Kim JD (2002) The growth inhibiting effect of Enterobacteria, Clostridium perfringens KCTC 5014, by the combination of natural products. J Korean Soc Food Sci Nutr 31, 1119–1125.

    Article  Google Scholar 

  • Lee HS and Ahn YJ (1998) Growth inhibiting effects of Cinnamomum cassia bark-derived materials on human intestinal bacteria. J Agric Food Chem 46, 8–12.

    Article  CAS  Google Scholar 

  • Lim MY, Jeon JH, Jeong EY, Lee CH, and Lee HS (2007) Antimicrobial activity of 5-hydroxy-1,4-naphthoquinone isolated from Caesalpinia sappan toward intestinal bacteria. Food Chem 100, 1254–1258.

    Article  CAS  Google Scholar 

  • Musiol R, Tabak D, Niedbala H, Podeszwa B, Jampilek J, Kralova K, Dohnal J, Finster J, Mencel A, and Polanski J (2007) Investigating biological activity spectrum for novel quinoline analogues. Bioorg Med chem. 15, 1280–1288.

    Article  CAS  Google Scholar 

  • Nandhakumara R, Sureshb T, Calistus Judec AL, Rajesh kannand V, and Mohanb PS (2007) Synthesis, antimicrobial activities and cytogenetic studies of newer diazepino quinoline derivatives via Vilsmeier-Haack reaction. Eur J Med Chem 42, 1128–1136.

    Article  Google Scholar 

  • Nord CE, Rasmanis G, and Wahlund E (2006) Effect of dalbavancin on the normal intestinal microflora. J Antimicrob Chemother 58, 627–631

    Article  CAS  Google Scholar 

  • Park BS, Kim JR, Lee SE, Kim KS, Takeoka GR, Ahn YJ, and Kim JH (2005) Selective growth inhibiting effects of compounds identified in Tabebuia impetiginosa inner bark on human intestinal bacteria. J Agric Food Chem 53, 1152–1157.

    Article  CAS  Google Scholar 

  • Sahin A, Cakmak O, Demirtas I, Okten S, and Tutar A (2008) Efficient and selective synthesis of quinoline derivatives. Tetrahedron 64, 10068–10074.

    Article  CAS  Google Scholar 

  • Sibanda T and Okoh AI (2007) The challenges of overcoming antibiotic resistance: Plant extracts as potential sources of antimicrobial and resistance modifying agents. A J Biotechn 6, 2886–2896.

    Google Scholar 

  • Songer JG (1996) Clostridial enteric diseases of domestic animals. Clin Microbiol Rev 9, 216–234.

    CAS  Google Scholar 

  • Sorum H and Sunde M (2001) Resistance to antibiotices in the normal flora of animals. Vet Res 32, 227–241.

    Article  CAS  Google Scholar 

  • Starratt AN, and Caveney S (1996) Quinoline-2-carboxylic acid from Ephedra species. Phytochemistry 42, 1477–1478.

    Article  CAS  Google Scholar 

  • Tseng CH, Chen YL, Lu PJ, Yang CN, and Tzeng CC (2008) Synthesis and antiproliferative evaluation of certain indenol[1,2-c]quinoline derivatives. Bioor Med Chem 16, 3153–3162.

    Article  CAS  Google Scholar 

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Correspondence to Hoi-Seon Lee.

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Lee, CH., Lee, HS. Growth inhibiting activity of quinaldic acid isolated from Ephedra pachyclada against intestinal bacteria. J. Korean Soc. Appl. Biol. Chem. 52, 331–335 (2009). https://doi.org/10.3839/jksabc.2009.059

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  • DOI: https://doi.org/10.3839/jksabc.2009.059

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