DOI QR코드

DOI QR Code

Chemical Characterization of Neutral Extracts Prepared by Treating Pinus radiata Bark with Sodium Bicarbonate

  • MUN, Ji Sun (Department of Carbon Materials and Fiber Engineering, Jeonbuk National University) ;
  • KIM, Hwan Chul (Department of Carbon Materials and Fiber Engineering, Jeonbuk National University) ;
  • MUN, Sung Phil (Department of Wood Science and Technology, Jeonbuk National University)
  • Received : 2020.10.07
  • Accepted : 2020.10.29
  • Published : 2020.11.25

Abstract

A neutral extract (NE), that is soluble in cold water and has excellent antioxidant activity, from Pinus radiata pine bark was prepared by sodium bicarbonate treatment, and its chemical characteristics were investigated. NE was prepared by treating P. radiata bark with 0.8% NaHCO3 aqueous solution with a 5 : 1 liquor-to-bark ratio at boiling temperature for 1 h, resulting in 44% yield and final pH of 6.66. The yield of NE was 11% higher than that of the hot water extract (HWE) due to the increase in the solubility of polyphenols, the main component in the bark, by NaHCO3 treatment. NE was characterized through FT-IR, NMR, and MALDI TOF MS analyses. The results indicated that NE is mostly composed of proanthocyanidins (PAs) consisting of procyanidin (PC) units. The acetylated neutral extract (Ac-NE) had weight average molecular weight (${\bar{M}}w$) of 5,300 Da. The Ac-NE had wide molecular weight distribution and its polydispersity (${\bar{M}}w/{\bar{M}}n$) was 6 times higher than that of pure PA. The antioxidant activity of NE was determined by 2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging assay and showed that NE had comparable antioxidant activity with pure PA.

Keywords

References

  1. Bayne, K. 2015. Wood quality considerations for radiata pine in international markets. New Zealand Journal of Forestry 59(4): 23-31.
  2. Choi, Y.H., Song, C.H., Mun, S.P. 2018. Proanthocyanidin-rich Pinus radiata bark extract inhibits mast cell-mediated anaphylaxis-like reactions. Phytotherapy Research 32(2): 290-297. https://doi.org/10.1002/ptr.5973
  3. Ghosh, D., Mukherjee, P.K. 2009. Natural Medicines: Clinical Efficacy, Safety and Quality. 1st Ed, CRC Press, Florida, USA.
  4. He, L., Liang, L., Lubman, D.M. 1995. Continuousflow MALDI mass spectrometry using an ion trap/reflectron time-of-flight detector. Analytical Chemistry 67(22): 4127-4132. https://doi.org/10.1021/ac00118a015
  5. Jeong, S.H., Mun, S.P. 2018. Preparation and chemical characterization of alkaline extracts from Pinus radiata bark. Jinju, Republic of Korea, Proc. of 2018 the Korean Society of Wood Science and Technology (KSWST 2005), p. 101.
  6. Kim, Y.G., Park, H.Y. 2004. The effects of Pycnogenol on DNA damage in vitro and expression of superoxide dismutase and HP1 in Escherichia coli SOD and catalase deficient mutant cells. Phytotherapy Research 18(11): 900-905. https://doi.org/10.1002/ptr.1538
  7. Korea Forest Service (KFS). 2020. Statistical Yearbook of Forestry (Report No. 49).
  8. Kraus, T.E., Yu, Z., Preston, C.M., Dahlgren, R.A., Zasoski, R.J. 2003. Linking chemical reactivity and protein precipitation to structural characteristics of foliar tannins. Journal of Chemical Ecology 29(3): 703-730. https://doi.org/10.1023/A:1022876804925
  9. Ku, C.S., Mun S.P. 2008. Antioxidant properties of monomeric, oligomeric, and polymeric fractions in hot water extract from Pinus radiata bark. Wood Science and Technology 42(1): 47-60. https://doi.org/10.1007/s00226-007-0150-9
  10. Ku, C.S., Mun, S.P. 2007. Characterization of proanthocyanidin in hot water extract isolate from from Pinus radiata bark. Wood Science and Technology 41(3): 235-247. https://doi.org/10.1007/s00226-006-0103-8
  11. Ku, C.S., Mun, S.P., Jang, J.P. 2011. Effects of water extraction temperatures on the yield, molecular weight, and antioxidant activity of proanthocyanidins extracted from Pinus radiata bark. Forest Products Journal 61(4): 321-325. https://doi.org/10.13073/0015-7473-61.4.321
  12. Mun, S.P. 2014. Efficacy and reusability of commercial adsorbent for isolation of proanthocyanidins from hot water extract of Pinus radiata bark. Journal of the Korean Wood Science and Technology 42(2): 207-213. https://doi.org/10.5658/WOOD.2014.42.2.207
  13. Mun, S.P., Lim, S.Y. 2008. Preparation of proanthocyanidin-rich extract from Pinus radiata bark by weak-alkaline treatment. Jinju, Republic of Korea, Proc. of 2008 the Korean Forestry Society (KFS), pp. 410-413.
  14. Mun, S.P., Nicholas, D. D. 2017. Effect of proanthocyanidin-rich extracts from Pinus radiata bark on termite feeding deterrence. Journal of the Korean Wood Science and Technology 45(6): 720-727. https://doi.org/10.5658/WOOD.2017.45.6.720
  15. Murphy, G., Cown, D. 2015. Within-tree, between-tree, and geospatial variation in estimated Pinus radiata bark volume and weight in New Zealand. New Zealand Journal of Forestry Science, 45(1): article No. 18, 1-7.
  16. Newman, R.H., Porter, L.J. 1992. Solid state 13C-NMR studies on condensed tannins. In: Plant polyphenols, Basic Life Science 59, Ed. by Hemingway, R.W., Laks, P.E., Springer, Boston, USA, p 346.
  17. Packer, L., Rimbach, G., Virgili, F. 1999. Antioxidant activity and biologic properties of a proanthocyanidinrich extract from pine (Pinus maritima) bark, pycnogenol. Free Radical Biology and Medicine 27(5-6): 704-724. https://doi.org/10.1016/S0891-5849(99)00090-8
  18. Pavia, D.L., Lampman, G.M., Kriz, G.S. 1996. Introduction to spectroscopy: A guide for students of organic chemistry. 2nd Ed, Harcourt Brace College Publishers, California, USA, pp. 49-50.
  19. Pizzi, A. 1982. Pine tannin adhesives for particleboard. Holz als Roh-und Werkstoff 40: 293-301. https://doi.org/10.1007/BF02610623
  20. Prior, R.L., Gu, L. 2005. Occurrence and biological significance of proanthocyanidins in the American diet. Phytochemistry 66(18): 2264-2280. https://doi.org/10.1016/j.phytochem.2005.03.025
  21. Rohdewald, P. 2002. A review of the French maritime pine bark extract (Pycnogenol), a herbal medication with a diverse clinical pharmacology. International Journal of Clinical Pharmacology and Therapeutics 40(4): 158-168. https://doi.org/10.5414/CPP40158
  22. Sealy-Fisher, V.J., Pizzi, A. 1992. Increased pine tannins extraction and wood adhesives development by phlobaphenes minimization. Holzals Roh-und Werkstoff 50(5): 212-220. https://doi.org/10.1007/BF02663290
  23. TAPPI (Technical Association of the Pulp and Paper Industry) Method. Solvent extractives of wood and pulp, T 204 cm-07. 2007.
  24. TAPPI (Technical Association of the Pulp and Paper Industry) Method. Water solubility of wood and pulp, T 207 cm-08. 2008.
  25. TAPPI (Technical Association of the Pulp and Paper Industry) Method. Ash in wood, pulp, paper and paperboard: combustion at 525℃, T 211 om-02. 2002.
  26. TAPPI (Technical Association of the Pulp and Paper Industry) Method. One percent sodium hydroxide solubility of wood and pulp, T 212 om-02. 2002.
  27. TAPPI (Technical Association of the Pulp and Paper Industry) Method. Acid-insoluble lignin in wood and pulp, T 222 om-06. 2006.
  28. Vorm, O., Roepstorff, P., Mann, M. 1994. Improved resolution and very high sensitivity in MALDI TOF of matrix surfaces made by fast evaporation. Analytical Chemistry 66(19): 3281-3287. https://doi.org/10.1021/ac00091a044
  29. Yazaki, Y., Hillis, W. 1977. Polyphenolic extractives of Pinus radiata bark. Holzforschung 31(1): 20-25. https://doi.org/10.1515/hfsg.1977.31.1.20