Korean Journal of Environmental Agriculture (한국환경농학회지)

The Korean Society of Environmental Agriculture (한국환경농학회)
권호 표지
DOI QR코드

DOI QR Code

Determination of Dimethyl Disulfide, Diallyl Disulfide, and Diallyl Trisulfide in Biopesticides Containing Allium Sativum Extract by Gas Chromatography

  • Lim, Sung-Jin (Chemical Safety Division, National Academy of Agricultural Science, Rural Development Administration) ;
  • Lee, Ji-Hye (Chemical Safety Division, National Academy of Agricultural Science, Rural Development Administration) ;
  • Kim, Jin-Hyo (Chemical Safety Division, National Academy of Agricultural Science, Rural Development Administration) ;
  • Cho, Geun-Hyoung (Chemical Safety Division, National Academy of Agricultural Science, Rural Development Administration) ;
  • Cho, Nam-Jun (Chemical Safety Division, National Academy of Agricultural Science, Rural Development Administration) ;
  • Park, Byung-Jun (Chemical Safety Division, National Academy of Agricultural Science, Rural Development Administration)
  • Received : 2014.05.26
  • Accepted : 2014.11.05
  • Published : 2014.12.31
Download PDF
⟨ Previous Next ⟩

Abstract

BACKGROUND: Garlic (Allium sativum) extract has been allowed as commercial biopesticide material for pesticidal activity in the Environmentally-friendly Agriculture Promotion Act. Nine commercial biopesticides containing A. sativum extract have been marketed in Korea. However, the analytical method of the active substances in these materials has not been studied. METHODS AND RESULTS: Cartridge clean-up method for the determination of dimethyl disulfide(DMDS), diallyl disulfide(DADS), and diallyl trisulfide(DATS) in biopesticides containing A. sativum extract was developed and validated by gas chromatography(GC). The clean-up method was optimized using hydrophilic lipophilic balance (HLB) solid phase extraction(SPE) cartridges for the bioactive sulfides in biopesticides containing A. sativum extract, and the eluate was analyzed to quantify the DMDS, DADS, and DATS using the GC. The developed method was validated, and the LOQ and recovery rates of DMDS, DADS, and DATS were 0.226, 0.063, and $0.051mg\;L^{-1}$ and 80.6, 84.8, and 73.1%, respectively. From the nine commercial biopesticide samples, contents of DMDS, DADS, and DATS were analyzed using the developed method and results showed $2.3mg\;L^{-1}$, respectively. CONCLUSION: The developed method could be used in determining the quality of biopesticides for the manufacture of commercial biopesticides containing A. sativum extract.

Keywords

References

  1. AL-Delaimy, K.S., Ali, S.H., 1970. Antibacterial action of vegetable extracts on the growth of pathogenic bacterial, J. Sci. Food Agric. 21, 145-152. https://doi.org/10.1002/jsfa.2740210310
  2. Ankri, S., Mirelman, D., 1999. Antimicrobial properties of allicin from garlic, Microb. Infect. 2, 125-129.
  3. Anwar, A., Groom, M., Sadler-Bridge, D., 2009. Garlic: from nature's ancient food to nematicide, Pesticide News 84, 18-20.
  4. Block, E., 2010. Garlic and Other Alliums: The Lore and the Science, Royal Society of Chemistry, UK.
  5. Casella, S., Leonardi, M., Melai, B., Fratini, F., Pistelli, L., 2013. The role of diallyl sulfides and dipropyl sulfides in the in vitro antimicrobial activity of the essential oil of garlic, Allium sativum L., and leek, Allium porrum L. Phytother. Res. 27, 380-383. https://doi.org/10.1002/ptr.4725
  6. Dugravot, S., Grolleau, F., Macherel, D., Rochetaing, A., Hue, B., Stankiewicz, M., Huignard, J., Lapied, B., 2003. Dimethyl disulfide exerts insecticidal neurotoxicity through mitochondrial dysfunction and activation of insect $K_{ATP}$ channels, J. Neurophysiol. 90, 259-270. https://doi.org/10.1152/jn.01096.2002
  7. Ensminger, A.H., 1994. Foods & Nutrition Encyclopedia , Vol. 1, p. 750, CRC Press, USA.
  8. Fendlnger, N.J., Begley, W.M., McAvoy, D.C., Eckhoff, W.S., 1992. Determination of alkyl sulfate surfactants in Natural water, Environ. Sci. Technol. 26, 2493-2498. https://doi.org/10.1021/es00036a024
  9. Horie, T., Awazu, S., Itakura, Y., Fuwa, T., 1992. Identified diallyl polysulfides from an aged garlic extract which products the membranes from lipid peroxidation, Planta Med. 58, 468-469. https://doi.org/10.1055/s-2006-961517
  10. Kamanna, V.S., Chandrasekhara, N., 1983. Biochemical and physiological effects of garlic(Allium sativum Lin.), J. Sci. Industrial Res. 42, 353-357.
  11. Kim, J.W., Huh, J.E., Kyung, S.H., Kyung, K.H., 2004. Antimicrobial activity of alk(en)yl sulfides found in essential oils of garlic and onion, Food Sci. Biotechnol. 13, 235-239.
  12. Kyung, K.H., 2006. Growth inhibitory activity of sulfur compounds of garlic against pathogenic microorganisms, J. Food Hyg. Safety 21, 145-152.
  13. Lawson, L., Gardner, C., 2005. Composition, stability, and bioavailability of garlic products used in a clinical trial, J. Agric. Food Chem. 53, 6254-6261. https://doi.org/10.1021/jf050536+
  14. Lee, J.W., Jin, C.L., Jang, K.C., Choi, G.H., Lee, H.D., Kim, J.H., 2013. Investigation on the insecticidal limonoid content of commercial biopesticides and neem extract using solid phase extraction, J. Agric. Chem. Environ. 2, 81-85.
  15. Lim, S.J., Jeong, D.Y., Choi, G.H., Park, B.J., Kim, J.H., 2014. Quantitative analysis of matrine and oxymatrine in Sophora flavescens extract and its biopesticides by UPLC, J. Agric. Chem. Environ. 3, 64-73.
  16. Nuttakaan, L., Viboon, R., Nantaya, C., Janusz, M.G., 2006. Quantitative evaluation of the antioxidant properties of garlic and shallot preparation, J. Nutr. 22, 266-274. https://doi.org/10.1016/j.nut.2005.05.010
  17. Ogita, A., Nagao, Y., Fujita, K.I., Tanaka, T., 2007. Amplification of vacuole-targeting fungicidal activity of antibacterial antibiotic polymyxin B by allicin, an allyl sulfur compound from garlic, J. Antibiot. 60, 511-518. https://doi.org/10.1038/ja.2007.65
  18. Pirsaheb, M., Fattahi, N., Shamsipur, M., 2013. Determination of organophosphorous pesticides in summer crops using ultrasound-assisted solvent extraction followed by dispersive liquid-liquid microextraction based on the solidification of floating organic drop, Food Control 34, 378-385. https://doi.org/10.1016/j.foodcont.2013.05.013
  19. Pongsak, R., Parichat, P., 2008. Diallyl sulfide content and antimicrobial activity against food-borne pathogenic bacteria of chives(Allium schoenoprasum), Biosci. Biotechnol. Biochem. 72, 2987-2991. https://doi.org/10.1271/bbb.80482
  20. Sabik, H., Jeannot, R., 1998. Determination of organonitrogen pesticides in large volumes of surface water by liquid-liquid and solid-phase extraction using gas chromatography with nitrogen-phosphorus detection and liquid chromatography with atmospheric pressure chemical ionization mass spectrometry, J. Chromatogra. A 818, 197-207. https://doi.org/10.1016/S0021-9673(98)00555-X
  21. Simonetti, G., 1990. Simon & Schuster's Guide to Herbs and Spices. Simon & Schuster, Inc., USA.
  22. Tacx, J.C.J.F., German, A.L., 1989. Study on the feasibility of TLC/FID to reveal chemical composition distributions of copolymers obtained by emulsion process, J. Polym. Sci., Polym. Chem. Edn. 27, 817-827. https://doi.org/10.1002/pola.1989.080270307
  23. Wang, X., Zhao, X., Liu, X., Li, Y., Fu, L., Hu, J., Huang, C., 2008. Homogeneous liquid-liquid extraction combined with gas chromatography-electron capture detector for the determination of three pesticide residues in solils, Anal. Chim. Acta 620, 162-169. https://doi.org/10.1016/j.aca.2008.05.021
  24. Yan, H., Cheng, X., Yan, K., 2012. Rapid screening of five phthalate esters from beverages by ultrasound-assisted surfactant-enhanced emulsification microextraction coupled with gas chromatography, Analyst 137, 4860-4866. https://doi.org/10.1039/c2an36046b
  25. Yu, T., Wu, C., Liou, Y., 1989. Volatile compounds from garlic, J. Agric. Food Chem. 37, 725-730. https://doi.org/10.1021/jf00087a032

Cited by

  1. Quantitative Analysis of Allylmethyl Sulfide, Dimethyl Disulfide, and Dipropyl Sulfide in Biopesticides Containing Allium sativum Extract Using Gas Chromatography Mass Spectrometry–Head Space Sampler vol.34, pp.3, 2015, https://doi.org/10.5338/KJEA.2015.34.3.28