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Analysis of the essential oil composition of fresh Panax ginseng root and identification of novel phenylalkenal compounds

  • Dae-Woon Kim (Department of Food Science and Technology, Jeonbuk National University) ;
  • Young-Hoi Kim (Department of Food Science and Technology, Jeonbuk National University) ;
  • Tae-Young Kim (Institute of Jinan Red Ginseng) ;
  • Han-Suk Choi (Department of Agriculture and Fisheries Processing, Korea National College of Agriculture and Fisheries) ;
  • Myung-Kon Kim (Department of Food Science and Technology, Jeonbuk National University)
  • Received : 2023.10.18
  • Accepted : 2023.11.22
  • Published : 2023.12.30

Abstract

This study investigated the essential oil composition of fresh Panax ginseng root and identified novel compounds from ginseng oil. The oil was divided into five fractions (neutral, basic, phenolic, acidic, and aldehydic). In total, 149 constituents, including 29, 19, and 38 compounds in the basic, phenolic, and aldehydic fractions, respectively, were identified by gas chromatography (GC) and GC-mass spectrometry (MS). The primary constituents of the total ginseng volatile oil were α-humulene (13.91% as a peak area), bicyclogermacrene (13.59%), β-caryophyllene (8.24%), α-neoclovene (7.78%), and α- and β-panasinsenes (5.14% and 7.53%). The primary constituents of the basic fraction were 2-isopropyl-3-methoxypyrazine (35.51%), 3-sec-butyl-2-methoxy-5-methylpyrazine (31.54%), 2-isobutyl-3-methoxypyrazine (8.64%), and 2-methoxy-3-methylpyrazine (8.40%), whereas in the phenolic fraction, these were benzoic (25.40%), octanoic (11.57%), nonanoic (9.16%), propionic (6.35%), and decanoic acids (6.16%). The primary constituents of the aldehydic fraction were 4-(2-furyl)-3-buten-2-one (23.41%), benzaldehyde (10.18%), cis-2-heptanal (9.42%), 3-(α-furyl)-propenal (8.51%), and 2-phenyl-2-butenal (7.28%). Among these, the phenylalkenal compounds, including 2-phenyl-2-butenal, 2-methyl-3-phenyl-2-propenal, 5-methyl-2-phenyl-2-pentenal, 5-methyl-2-phenyl-2-hexenals, 2-phenyl-2-octenal, and 2-phenyl-2-nonenal, were newly identified in this study as ginseng volatile constituents. Furthermore, 2-phenyl-2-nonenal was identified as a plant-based volatile constituent for the first time in this study.

Keywords

Acknowledgement

Acknowledge only those people and their institutions that have made significant contributions to the research. And note the funding agency and appropriate grant number (2021381C10-2323-BD02).

References

  1. Attele AS, Wu JA, Yuan CS. Ginseng pharmacology. Multiple constituents and multiple actions. Biochem Pharmacol, 58, 1685-1693 (1999) https://doi.org/10.1016/S0006-2952(99)00212-9
  2. Bak MJ, Jun M, Jeong WS. Antioxidant and hepatoprotective effects of the red ginseng essential oil in H2O2-treated HepG2 cells and CCl4-treated mice. Int J Mol Sci, 13, 2314-2330 (2012) https://doi.org/10.3390/ijms13022314
  3. Bonvehi JS. Investigation of aromatic compounds in roasted cocoa powder. Eur Food Res Technol, 221, 19-29 (2005) https://doi.org/10.1007/s00217-005-1147-y
  4. Cha YJ, Wang W, Kim JH, Seok H. Principle component analysis of reaction flavor compounds generated in the hydrolysate of soy sauce residue. J Korean Soc Food Sci Nutr, 48, 73-82 (2019) https://doi.org/10.3746/jkfn.2019.48.1.073
  5. Cho IH, Lee HJ, Kim YS. Differences in the volatile compositions of ginseng species (Panax sp.). J Agric Food Chem, 60, 7616-7622 (2012) https://doi.org/10.1021/jf301835v
  6. Choi KT, Yang DC. Pharmacological effects and medicinal components of Korean ginseng (Panax ginseng C. A. Meyer). The Korean Ginseng Res Indus, 6, 1-21 (2012)
  7. Chung IM, Praveen N, Ahmad A. Essential oil composition and antioxidant activity of Panax ginseng of different regions in Korea. Asian J Chem, 23, 3699-3702 (2011)
  8. Coghe S, Martens E, DHollander H, Dirinck PJ, Delvaux FR. Sensory and instrumental flavour analysis of wort brewed with dark specialty malts. J Inst Brew, 110, 94-103 (2004) https://doi.org/10.1002/j.2050-0416.2004.tb00188.x
  9. Counet C, Callemen D, Ouwerx C, Collin S. Use of gas chromatography-olfactometry to identify key odorant compounds in dark chocolate. Comparison of samples before and after conching. J Agric Food Chem, 50, 2385-2391 (2002) https://doi.org/10.1021/jf0114177
  10. Cullere L, Ferreira V, Cacho J. Analysis, occurrence and potential sensory significance of aliphatic aldehydes in white wines. Food Chem, 127, 1397-1403 (2011) https://doi.org/10.1016/j.foodchem.2011.01.133
  11. De Schutter DP, Saison D, Delvaux F, Dedrelinckx G, Rock JM, Neven H, Delvaux FR. Characterization of volatiles in unhopped wort. J Agric Food Chem, 56, 246-254 (2008) https://doi.org/10.1021/jf072619r
  12. Han SK, Park SN. Extraction, component analysis and antibacterial activity of Panax ginseng absolute essential oil. J Soc Cosmet Scientists Korea, 34, 67-73 (2008)
  13. Iwabuchi H, Yoshikura M, Ikawa Y, Kamisako W. Studies on the sesquiterpenoids of Panax ginseng C. A. Meyer. Isolation and structure determination of sesquiterpene alcohols, panasinsenols A and B. Chem Pharm Bull, 35, 1975-1981 (1987) https://doi.org/10.1248/cpb.35.1975
  14. Iwabuchi H, Yoshikura M, Kamisako W. Studies on the sesquiterpenoids of Panax ginseng C. A. Meyer. II. Isolation and structure determination of ginsenol, a novel sesquiterpene alcohol. Chem Pharm Bull, 36, 2447-2451 (1988)
  15. Iwabuchi H, Yoshikura M, Kamisako W. Studies on the sesquiterpenoids of Panax ginseng C. A. Meyer. III. Chem Pharm Bull, 37, 509-510 (1989) https://doi.org/10.1248/cpb.37.509
  16. Iwabuchi H, Yoshikura M, Obata S, Kamisako W. Studies on the aroma constituents of crude drug. I. On the aroma constituents of ginseng radix. Yakugaku Zasshi, 104, 951-958 (1984) https://doi.org/10.1248/yakushi1947.104.9_951
  17. Jee HS, Chang KH, Park SH, Kim KT, Paik HD. Morphological characterization, chemical components, and biofunctional activities of Panax ginseng, Panax quinquefolium, and Panax notoginseng roots: A comparative study. Food Rev Inter, 30, 91-111 (2014) https://doi.org/10.1080/87559129.2014.883631
  18. Kawamoto H, Takeshita F, Murata K. Inhibitory effects of essential oil extracts from Panax plants against β-secretase, cholinesterase, and amyloid aggregation. Nat Prod Comm, 14, 1-7 (2019) https://doi.org/10.1177/1934578X19881549
  19. Kim HJ, Kang HJ, Seo JY, Lee CH, Kim YS, Kim JS. Antiobesity effect of oil extract of ginseng. J Med Food, 14, 573-583 (2011) https://doi.org/10.1089/jmf.2010.1313
  20. Kim MW, Park JD. Studies on the volatile flavor component of fresh ginseng. Korean J Ginseng Sci, 8, 22-31 (1984)
  21. Kim Y, Lee JW, Jo IH, Kwon N, Kim D, Chung JW, Bang KH, Sung J. Volatile compositions of Panax ginseng and Panax quinquifolium grown for different cultivation years. Foods, 12, 136 (2023)
  22. Ko SR, Choi KJ, Kim YH. Comparative study on the essential oil components of Panax species. Korean J Ginseng Sci, 20, 42-48 (1996)
  23. Kubeczka KH. Progress in isolation techniques for essential oil constituent. In: Essential Oils and Aromatic Plants, Svendsen AB, Scheffer JJC (Editors), Martinus Nijhoff/W. Junk Publishers, Noordwijkerhout, The Netherlands, p 107-126 (1984)
  24. Mancuso C, Santangelo R. Panax ginseng and Panax quinquefolius: From pharmacology toxicology. Food Chem Toxicol, 107, 362-372 (2017) https://doi.org/10.1016/j.fct.2017.07.019
  25. Park JD. Recent studies on the chemical constituents of Korean ginseng (Panax ginseng C. A. Meyer). Korean J Ginseng Sci, 20, 389-415 (1996)
  26. Plotto A, Margaria CA, Goodner KL, Goodrich R, Baldwin EA. Odour and flavour thresholds for key aroma components in an orange juice matrix: Terpenes and aldehydes. Flavour Fragr J, 19, 491-498 (2004) https://doi.org/10.1002/ffj.1470
  27. Richter R, Basar S, Koch A, Konig WA. Three sesquiterpene hydrocarbons from the roots of Panax ginseng C. A. Meyer (Araliaceae). Phytochemistry, 66, 2708-2713 (2005) https://doi.org/10.1016/j.phytochem.2005.09.012
  28. Shui M, Feng T, Tong Y, Zhuang H, Lo C, Sun H, Chen L, Song S. Characterization of key aroma compounds and construction of flavor base module of Chinese sweet oranges. Molecules, 24, 2384 (2019)
  29. Torres-Moreno M, Tarrega A, Blanch C. Effect of cocoa roasting time on volatile composition of dark chocolates from different origins determined by HS-SPME/GC-MS. CYTA-J Food, 19, 81-95 (2021) https://doi.org/10.1080/19476337.2020.1860137
  30. Truong VL, Jeong WS. Red ginseng (Panax ginseng Meyer) oil: A comprehensive review of extraction technologies, chemical composition, health benefits, molecular mechanisms, and safety. J Ginseng Res, 46, 214-224 (2022) https://doi.org/10.1016/j.jgr.2021.12.006
  31. Ullah HMA, Lee YY, Kim M. Kim TW, Saba E, Kwak YS, Sandhu MA, Rhee MH. Red ginseng oil attenuates oxidative stress and offers protection against ultraviolet-induced photo toxicity. Oxid Med Cell Longev, 2021, 5538470 (2021)
  32. Van Den Dool H, Kratz PD. A generalization of the retention index system including linear temperature programmed gas-liquid partition chromatography. J Chromatogr, 11, 463-471 (1957) https://doi.org/10.1016/S0021-9673(01)80947-X
  33. Yoshihara K, Hirose Y. The sesquiterpene of ginseng. Bull Chem Soc Japan, 48, 2078-2080 (1975) https://doi.org/10.1246/bcsj.48.2078
  34. Zhang H, Sun Y, Mao K, Jang W, Le F, Wang M, Zhou W, Sun Z. Separation and determination of the volatile oil of the parts of the ginseng growing on the ground, Korean J Ginseng Sci, 14, 229-236 (1990)