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Profiling of Volatile Components Using Gas Chromatography-Mass Spectrometry in Commercial Pine Needle (Pinus densiflora S. and Z.) Powder

  • Kim, Joo-Shin (School of Life Sciences, Food and Nutritional Sciences Programme, The Chinese University of Hong Kong) ;
  • Chung, Hau-Yin (School of Life Sciences, Food and Nutritional Sciences Programme, The Chinese University of Hong Kong)
  • 투고 : 2011.02.16
  • 심사 : 2011.03.07
  • 발행 : 2011.03.31

초록

Volatile components in commercial pine needle (Pinus densiflora S. and Z.) powder were extracted using simultaneous steam distillation and a solvent extraction (SDE) apparatus, and were analyzed by gas chromatography-mass spectrometry (GC-MS). A total of 230 compounds divided into 13 groups were identified, which included alcohols (42), ketones (39), aldehydes (32), terpenes (30), alkenes (17), esters (14), furans (14), benzenes (10), alkanes (8), napthalenes (7), acids (6), miscellaneous compounds (6), and phenols (5). Among the 230 compounds identified, 96 compounds were positively confirmed and quantified, and the rest of the compounds were tentatively identified. The major volatile components identified at relatively high levels were dodecanoic acid, hexadecanoic acid, hexanal, benzaldehyde, (Z)-3-hexen-1-ol, 1-penten-3-one, limonene, and $\beta$-caryophyllene oxide. Among the groups, terpenes accounted for 60.18% of the total concentration of all the volatile components. Some volatile components might account for the unique aroma and the biological activity of the sample.

참고문헌

  1. Hotta M, Ogata K, Nitta A, Hosikawa K, Yanagi K, Yamazaki K. 1989. Useful plants of the world. Heibonsha, Tokyo, Japan. p 816.
  2. Kim YS, Shin DH. 2005. Volatile components and antibacterial effects of pine needle (Pinus densiflora S. and Z.) extracts. Food Microbiol 22: 37-42. https://doi.org/10.1016/j.fm.2004.05.002
  3. Lee JG, Lee CG, Kang JJ, Buglass AJ, Lee GH. 2005. Determination of optimum conditions for the analysis of volatile components in pine needles by double-shot pyrolysis- gas chromatography-mass spectrometry. J Chromatogr A 1089: 227-234. https://doi.org/10.1016/j.chroma.2005.06.060
  4. Korea Food Drug & Administration. 1997. An illustrated guide to medicinal plants. Woojin Publishing Co., Seoul, Korea. p 95.
  5. Yu EJ, Kim TH, Kim KH, Lee HJ. 2004a. Aroma-active compounds of Pinus densiflora (red pine) needles. Flavour Fragr J 19: 532-537. https://doi.org/10.1002/ffj.1337
  6. Jung MJ, Jung HA, Kang SS, Hwang GS, Choi JS. 2009. A new abietic acid-type diterpene glucoside from the needles of Pinus densiflora. Arch Pharm Res 32: 1699-1704. https://doi.org/10.1007/s12272-009-2206-x
  7. Kang SK, Kang KH, Choi OJ, Kim YW, Kim YD. 1996. Volatile flavor compounds of Pinus densiflora Sieb and Zucc according to extracting solvents and steam distillation method. Korean J Diet Cult 11: 403-408.
  8. Lee E. 2003. Effects of powdered pine needle (Pinus densiflora Seib. et Zucc.) on serum and liver lipid composition and antioxidative capacity in rats fed high oxidized fat. J Korean Soc Food Sci Nutr 32: 926-930. https://doi.org/10.3746/jkfn.2003.32.6.926
  9. Hong TK, Lim MH, Lee JH. 2001. The functional effects of pine needles and their application to foods. Kor Food Sci Ind 34: 48-52.
  10. Jo JE, Lee MJ, Lee YB, Yun JR. 1999. Comparison of volatile compounds of Pinus densiflora on kinds of extraction solvents and parts of Pinus. J Korean Soc Food Nutr 28: 973-979.
  11. Kim KY, Chung HJ. 2000. Flavor compounds of pine sprout tea and pine needle tea. J Agric Food Chem 48: 1269-1272. https://doi.org/10.1021/jf9900229
  12. Tsitsimpikou C, Petrakis PV, Ortiz A, Harvala C, Roussis V. 2001. Volatile needle terpenoids of six Pinus Species. J Essent Oil Res 13: 174-178. https://doi.org/10.1080/10412905.2001.9699652
  13. Likens ST, Nickerson GB. 1964. Detection of certain hop oil constituents in brewing products. Am Soc Brew Chem Proc 2: 5-13.
  14. Kim JS, Chung HY. 2009. GC-MS analysis of the volatile components in dried boxthorn (Lycium chinensis) fruit. J Korean Soc Appl Biol Chem 52: 516-524. https://doi.org/10.3839/jksabc.2009.088
  15. Chung HY, Fung PK, Kim JS. 2005. Aroma impact components in commercial plain sufu. J Agric Food Chem 53: 1684-1691. https://doi.org/10.1021/jf048617d
  16. Van den Dool H, Kratz PD. 1963. A generation of the retention index system including linear temperature programmed gas liquid partition chromatography. J Chromatogr 2: 463-471.
  17. AOAC. 1980. Official methods of analysis. 13th ed. Association of Official Analytical Chemists, Washinton, DC, USA.
  18. Lee HG, Han JY. 2002. Sensory and textural characteristics of Solsulgi using varied levels of pine leaves powders and different types of sweetners. Korean J Soc Food Cookery Sci 18: 165-172.
  19. Woo GY, Kim KH, Lee MJ, Lee YB, Yoon JA. 1999. A comparison of volatile compounds in pine extracts obtained by supercritical fluid extraction with those by simultaneous steam distillation solvent extraction. Korean J Food Sci Technol 31: 1268-1274.
  20. Aldrich. 2007. Flavors and fragrances. International edition, Sigma-Aldrich Co., Milwaukee, WI, USA.
  21. Hogan JS, Pankey JW, Duthie AH. 1987. Growth inhibition of mastitis pathogens by long-chain fatty acids. J Dairy Sci 70: 927-934. https://doi.org/10.3168/jds.S0022-0302(87)80096-6
  22. Feng S, Zeng W, Luo F, Zhao J, Yang Z, Sun Q. 2010. Antibacterial activity of organic acids in aqueous extracts from pine needles (Pinus massoniana Lamb.). Food Sci Biotechnol 19: 35-41. https://doi.org/10.1007/s10068-010-0005-2
  23. Hatanaka A. 1993. The biogeneration of green odor by green leaves. Phytochemistry 34: 1201-1218. https://doi.org/10.1016/0031-9422(91)80003-J
  24. Yu EJ, Kim TH, Kim KH, Lee HJ. 2004b. Characterization of aroma-active compounds of Abies nephrolepis (Khingan fir) needles using aroma extract dilution analysis. Flavour Fragr J 19: 74-79. https://doi.org/10.1002/ffj.1314
  25. Guo W, Sasaki N, Fukuda M, Yagi M, Watanabe N, Sakata K. 1998. Isolation of an aroma precursor of benzaldehyde from tea leaves (Camellia sinensis var. sinensis cv. Yabukita). Biosci Biotechnol Biochem 62: 2052-2054. https://doi.org/10.1271/bbb.62.2052
  26. Seo WH, Baek HH. 2009. Characteristics aroma-active compounds of Korean perilla (Perilla frutescens Britton) leaf. J Agric Food Chem 57: 11537-11542. https://doi.org/10.1021/jf902669d
  27. Kurose K, Okamura D, Yatagai M. 2007. Composition of the essential oils from the leaves of nine Pinus species and cones of three of Pinus species. Flavour Fragr J 22: 10-20. https://doi.org/10.1002/ffj.1609
  28. Matsui T, Guth H, Grosch W. 1998. A comparative study of potent odorants in peanut, hazelnut, and pumpkin seed oils on the basis of aroma extract dilution of headspace samples (GCOH). Lipid-Fett 100: 51-56. https://doi.org/10.1002/(SICI)1521-4133(199802)100:2<51::AID-LIPI51>3.0.CO;2-W
  29. van Ruth SM, SS Emad SS, Morrissey PA. 2001. Influence of methanolic extracts of soybean seeds and soybean oil on lipid oxidation in linseed oil. Food Chem 75: 177-185. https://doi.org/10.1016/S0308-8146(01)00195-9
  30. Furia TE, Bellanca N. 1975. Fenaroli’s handbook of flavor ingredients. 2nd ed. CRC Press, Cleveland, OH, USA. p 45.
  31. Eakin NAM. 1979. Terpenoids and flavonoids. Academic Press, New York, NY, USA. p 65.
  32. Burdock GA. 1994. Fenaroli’s handbook of flavor ingredients. 3rd ed. CRC Press, Boca Raton, FL, USA. p 68.
  33. Ka MH, Choi EH, Chun HS, Lee KG. 2005. Antioxidative activity of volatile extracts isolated from Angelica tenuissimae roots, peppermint leaves, pine needles, and sweet flag leaves. J Agric Food Chem 53: 4124-4129. https://doi.org/10.1021/jf047932x
  34. Pakdel H, Sarron S, Roy C. 2001. $\alpha$-Terpineol from hydration of crude sulfate turpentine oil. J Agric Food Chem 49: 4337-4341. https://doi.org/10.1021/jf010341b
  35. Petrakis PV, Tsitsimpikou C, Tzakou O, Vagias C, Roussis V. 2001. Needle volatiles from five Pinus species growing in Greece. Flavour Fragr J 16: 249-252. https://doi.org/10.1002/ffj.990
  36. Krauze-Baranowaka M, Mardarowicz M, Wiwart M, Poblock L, Dynowska M. 2002. Antifungal activity of the essential oils from some species of the genus Pinus. Z Naturforsch 57c: 478-482.
  37. Sacchetti G, Maietti S, Muzzoli M, Scaglianti M, Manfredini S, Radice M, Bruni R. 2005. Comparative evaluation of 11 essential oils of different origin as functional antioxidants, antiradicals and antimicrobials in foods. Food Chem 91: 621-632. https://doi.org/10.1016/j.foodchem.2004.06.031
  38. Yatagai M, Sato T. 1986. Terpenes of leaf oils from conifers. Biochem Syst Ecol 14: 469-478. https://doi.org/10.1016/0305-1978(86)90004-9
  39. Sultan Z, Jeon YM, Moon SS. 2008. Labdane-type diterpenes active against acne from pine cones (Pinus densiflora). Planta Med 74: 449-452. https://doi.org/10.1055/s-2008-1034321

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