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Quantitative Analysis of Cinnamaldehyde, Cinnamylalcohol and Salicylaldehyde in Commercial Biopesticides Containing Cinnamon Extract Using Gas Chromatography - Flame Ionization Detector

Lim, Sung-Jin;Lee, Ji-Hye;Kim, Jin-Hyo;Choi, Geun-Hyoung;Cho, Nam-Jun;Park, Byung-Jun

  • Received : 2014.05.26
  • Accepted : 2014.09.20
  • Published : 2014.09.30

Abstract

BACKGROUND: In an environment-friendly agriculture, plant extracts have been perceived as alternatives of synthetic pesticides. The Environment-friendly Agriculture Promotion Act of Korea has approved cinnamon extract as a matter for the production of commercial biopesticides. Thirteen commercial biopesticides containing cinnamon extract have been marketed locally. However, the analytical method for the quality control of these biopesticides containing cinnamon extract has not been studied. METHODS AND RESULTS: Cartridge clean-up method for the determination of cinnamaldehyde, cinnamylalcohol and salicylaldehyde in biopesticides containing cinnamon extract was developed and validated by gas chromatography (GC). The clean-up method was optimized with HLB SPE cartridges for the bioactive substance in biopesticides containing cinnamon extract, and the eluate was analyzed by GC. The developed method was validated, and the LOQ and recovery rates of cinnamaldehyde, cinnamylalcohol and salicylaldehyde were 0.139, 0.067 and $0.062mgL^{-1}$ and 84.2, 86.5 and 82.1%, respectively. The contents of cinnamaldehyde, cinnamylalcohol and salicylaldehyde were analyzed using the developed method in the 13 commercial biopesticides. Results showed 0.06-17.37%,

Keywords

Biopesticide;Cinnamaldehyde;Cinnamon;Cinnamylalcohol;Salicylaldehyde

References

  1. Arnason, J.T., Philogene, B.J.R., Morand, P., Imrie, K., Iyengar, S., Duval, F., Soucy-Breau, C., Scaiano, J.V., Werstiuk, N.H., Hasspieler, B., Downe, A.E.R., 1989. Insecticides of Plant Origin, in: Arnason, J.T., Philogene, B.J.R., Morand, P. (Eds), ACS symposium series no. 387. American Chemical Society, Washington, D.C., USA, pp. 164-172.
  2. Aruoma, O., Laughton, M., Halliwell, B., 1989. Carnosin, homocarnosin and anserine: could they act as antioxidants in vivo, Biochem. J. 264, 863-869. https://doi.org/10.1042/bj2640863
  3. Cerejeira, M.J., Viana, P., Batista, S., Pereira, T., Silva, E., Valerio, M.J., Silva, A., Ferreira, M., Silva-Fernandes, A.M., 2003. Pesticides in Portuguese surface and ground waters, Water Res. 37, 1055-1063. https://doi.org/10.1016/S0043-1354(01)00462-6
  4. Cheng, S.S., Liu, J.Y., Hsui, Y.R., Chang, S.T., 2006. Chemical polymorphism and antifungal activity of essential oils from leaves of different provenances of indigenous cinnamon (Cinnamomum osmophloeum), Bioresour. Technol. 97, 306-312. https://doi.org/10.1016/j.biortech.2005.02.030
  5. Cheng, S.S., Liu, J.Y., Huang, C.G., Hsui, Y.R., Chen, W.J., Chang, S.T., 2009. Insecticidal activities of leaf essential oils from Cinnamomum osmophloeum against three mosquito species, Bioresour. Technol. 100, 457-464. https://doi.org/10.1016/j.biortech.2008.02.030
  6. Ding, Y., Wua, E.Q., Liang, C., Chen, J., Tran, M.N., Hong, C.H., Jang, Y., Park, K.L., Bae, K.H., Kim, Y.H., Kang, J.S., 2011. Discrimination of cinnamon bark and cinnamon twig samples sourced from various countries using HPLC-based fingerprint analysis, Food Chem. 127, 755-760. https://doi.org/10.1016/j.foodchem.2011.01.011
  7. 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
  8. Friedman, M., Kozukue, N., Harden, L.A., 2000. Cinnam aldehyde content in foods determined by gaschromatography-mass spectrometry, J. Agric. Food Chem. 48, 5702-5709. https://doi.org/10.1021/jf000585g
  9. Jakhetia, V., Patel, R., Khatri, P., Khatri, P., Pahuja, N., Garg, S., Pandey, A., Sharma, S., 2010. Cinnamon: A pharmacological review, J. Adv. Sci. Res. 1, 19-23.
  10. Jayaprakasha, G.K., Negi, P.S., Jena, P.S., Jagan Mohan Rao, L., 2007. Antioxidant and antimutagenic activities of Cinnamomum zeylanicum fruit extracts, J. Food Compos. Analysis 20, 330-336. https://doi.org/10.1016/j.jfca.2006.07.006
  11. Jayaprakasha, G.K., Rao, L.J.M., 2011. Chemistry, biogenesis, and biological activities of Cinnamomum zeylanicum, Crit. Rev. Food Sci. Nutr. 51, 547-562. https://doi.org/10.1080/10408391003699550
  12. Jayatilaka, A., Poole, S.K., Poole, C.F., Chichila, T.M.P., 1995. Simultaneous micro steam distillation/solvent extraction for the isolation of semivolatile flavor compounds from cinnamon and their separation by series coupled-column gas chromatography, Anal. Chim. Acta 302: 147-162. https://doi.org/10.1016/0003-2670(94)00445-R
  13. Katsumata, H., Fujii, A., Kaneco, S., Suzuki, T., Ohta, K., 2005. Determination of simazine in water samples by HPLC after preconcentration with diatomaceous earth, Talanta 65, 129-134.
  14. Kim, J.H., Smith, A., 2001. Distribution of organochlorine pesticides in soils from South Korea, Chemosphere 43, 137-140. https://doi.org/10.1016/S0045-6535(00)00281-2
  15. Kim, S.H., Hyun, S.H., Choung, S.Y., 2006. Anti-daibetic effect of cinnamon extract on blood glucose in db/db mice, J. Enthnoparmacol. 104, 119-123. https://doi.org/10.1016/j.jep.2005.08.059
  16. 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.
  17. 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.
  18. Lopez-Malo, A., Alzamora, S.M., Palou, E., 2002. Aspergillus flavus dose response curves to selected natural and synthetic antimicrobials, Int. J. Food Microbiol. 73, 213-218. https://doi.org/10.1016/S0168-1605(01)00639-0
  19. Matan, N., Rimkeeree, H., Mawson, A.J., Chompreeda, P., Haruthaithanasan, V., Parker, M., 2006. Antimicrobial activity of cinnamon and clove oils under modified atmosphere conditions, Int. J. Food Microbiol. 107, 180-185. https://doi.org/10.1016/j.ijfoodmicro.2005.07.007
  20. Mathew, S., Abraham, T.E., 2006. Studies on the antioxidant activities of cinnamon (Cinnamomum verum) bark extracts, through various in vitro models, Food Chem. 94, 520-528. https://doi.org/10.1016/j.foodchem.2004.11.043
  21. Nguefack, J., Leth, V., Amvam Zollo, P.H., Mathur, S.B., 2004. Evaluation of five essential oils from aromatic plants of Cameroon for controlling food spoilage and mycotoxin producing fungi, Int. J. Food Microbiol. 94, 329-324. https://doi.org/10.1016/j.ijfoodmicro.2004.02.017
  22. Oerke, E.C., 2006. Crop losses to pests, J. Agric. Sci. 144, 31-43. https://doi.org/10.1017/S0021859605005708
  23. Ouattara, B., Simard, R.E., Holley, R.A., Piette, G.J.P., Begin, A., 1997. Antibacterial activity of selected fatty acids and essential oils against six meat spoilage organisms, Int. J. Food Microbiol. 37, 155-162. https://doi.org/10.1016/S0168-1605(97)00070-6
  24. Pimentel, D., 2005. Environmental and economic costs of the application of pesticides primarily in the United States, Environ. Dev. Sustain. 7, 229-252. https://doi.org/10.1007/s10668-005-7314-2
  25. Saxena, R.C., 1989. Insecticides of plant origin in: Arnason, J.T., Philogene, B.J.R., Morand, P. (Eds.), ACS symposium series no. 387. American Chemical Society, Washington, D.C., USA, pp. 110-135.
  26. Srivastava, D., Cohen, D.E., 2009. Identification of the constituent of balsam of peru in tomatoes, Dermatitis 20, 99-105.
  27. Tabak, M., Armon, R., Neeman, I., 1999. Cinnamon extratcts' inhibitory effect of Helicobacter pylori, J. Enthnoparmacol. 67, 269-277. https://doi.org/10.1016/S0378-8741(99)00054-9
  28. 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. Part A: Polym. Chem. 27, 817-827. https://doi.org/10.1002/pola.1989.080270307
  29. Tripathi, G., Kachhwaha, N., Dabi, I., 2009. Impact of phorate on malate dehydrogenases, lactate dehydrogenase and proteins of epigeic, anecic and endogeic earthworms. Pest. Biochem. Physiol. 95, 100-105. https://doi.org/10.1016/j.pestbp.2009.07.004
  30. Tung, Y.T., Chua, M.T., Wang, S.Y., Chang, S.T., 2008. Anti-inflammation activities of essential oil and its constituents from indigenous cinnamon (Cinnamomum osmophloeum) twigs, Biores. Technol. 99, 3908-3913. https://doi.org/10.1016/j.biortech.2007.07.050
  31. Wang, S.Y., Chen, P.F., Chang, S.T., 2005. Antifungal activities of essential oils and their constituents from indigenous cinnamon (Cinnamomum osmophloeum) leaves against wood decay fungi, Bioresour. Technol.96, 813-818. https://doi.org/10.1016/j.biortech.2004.07.010
  32. Wink, M., 1993. Production and application of phytochemicals from an agricultural perspective. Phytochemistry and Agriculture, in: Van BeeK, T.A., Breteler, H. (Eds), Vol. 34. Clarendon Press, Oxford, United Kingdom, pp. 171-213.
  33. Yajima, I., Yanai, T., Nakamura, M., Sakakibara, H., Uchida, H., Hayashi, K., 1983. Volatile flavor compounds of boiled buckwheat flour, Agric. Biol. Chem. 47, 729-738. https://doi.org/10.1271/bbb1961.47.729
  34. 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
  35. Yang, Y.C., Lee, H.S., Lee, S.H., Marshall Clark, J., Ahn, Y.J., 2005. Ovicidal and adulticidal activities of Cinnamomum zeylanicum bark essential oil compounds and related compounds against Pediculus humanus capitis (Anoplura: Pediculicidae), Int. J. Parasitol. 35, 1595-1600. https://doi.org/10.1016/j.ijpara.2005.08.005
  36. Janes, D., Kreft, S., 2008. Salicylaldehyde is a characteristicaroma component of buckwheat groats, Food Chem.109, 293‐298

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Acknowledgement

Supported by : National Academy of Agricultural Science