DOI QR코드

DOI QR Code

오미자 (Schisandra chinensis Baillon)로 부터 추출한 리그난이 고추종자의 발아에 미치는 영향

Effect of Lignans from Schisandra chinensis Baillon on Seed Germination in Pepper

  • 신우정 (부산대학교 생명자원과학대학 원예생명과학과) ;
  • 이유진 (부산대학교 생명자원과학대학 원예생명과학과) ;
  • 손병구 (부산대학교 생명자원과학대학 원예생명과학과) ;
  • 강점순 (부산대학교 생명자원과학대학 원예생명과학과) ;
  • 이용재 (부산대학교 생명자원과학대학 원예생명과학과) ;
  • 박영훈 (부산대학교 생명자원과학대학 원예생명과학과) ;
  • 이영근 (부산대학교 생명자원과학대학 식품공학과) ;
  • 김용철 (부산대학교 생명자원과학대학 식물생명과학과) ;
  • 최인수 (부산대학교 생명자원과학대학 식물생명과학과) ;
  • 김선태 (부산대학교 생명자원과학대학 식물생명과학과) ;
  • 최영환 (부산대학교 생명자원과학대학 원예생명과학과)
  • Shin, Woo-Jung (Department of Horticultural Bioscience, College of Natural Resources and Life Science, Pusan National University) ;
  • Lee, You-Jin (Department of Horticultural Bioscience, College of Natural Resources and Life Science, Pusan National University) ;
  • Son, Beung-Gu (Department of Horticultural Bioscience, College of Natural Resources and Life Science, Pusan National University) ;
  • Kang, Jum-Soon (Department of Horticultural Bioscience, College of Natural Resources and Life Science, Pusan National University) ;
  • Lee, Yong-Jae (Department of Horticultural Bioscience, College of Natural Resources and Life Science, Pusan National University) ;
  • Park, Young-Hoon (Department of Horticultural Bioscience, College of Natural Resources and Life Science, Pusan National University) ;
  • Lee, Young-Geun (Department of Food Science and Technology, College of Natural Resources and Life Science, Pusan National University) ;
  • Kim, Yong-Cheol (Department of Plant Bioscience, College of Natural Resources and Life Science, Pusan National University) ;
  • Choi, In-Soo (Department of Plant Bioscience, College of Natural Resources and Life Science, Pusan National University) ;
  • Kim, Sun-Tae (Department of Plant Bioscience, College of Natural Resources and Life Science, Pusan National University) ;
  • Choi, Young-Whan (Department of Horticultural Bioscience, College of Natural Resources and Life Science, Pusan National University)
  • 투고 : 2010.01.18
  • 심사 : 2010.03.05
  • 발행 : 2010.03.30

초록

오미자의 헥산 추출물로부터 dibenzocyclooctadiene류인 schisandrin 1143.7 mg, schisandrin C 317.3 mg, gomisin A 261.4 mg 및 gomisin N 213.4 mg을 순수분리하여 구조를 동정하였다. 각각의 리그난은 $^1H$-NMR, $^{13}C$-NMR 및 GC-MS 스펙트럼으로부터 구조를 동정하였다. 오미자로부터 분리한 schisandrin, schisandrin C, gomisin A 및 gomisin N을 $10^{-5}\;M$, $10^{-6}\;M$$10^{-7}\;M$로 조정한 용액에 1시간 침지 후 발아율을 비교하였다. Gomisin A의 처리 시 모든 농도에서 발아율이 억제되었고, 농도가 높을수록 발아 억제효과가 높았다. Gomisin N처리 시에는 대조구에 비하여 모든 농도에서 발아율이 높았다. 리그난 처리 48시간 후 발아율은 대조구와 비교한 결과, schisandrin C와 gomisin A는 발아율을 억제하였다. 따라서 오미자로부터 추출한 리그난은 종자발아를 촉진시키는 효과가 있었고, 이차대사산물로서는 많이 함유되어 있으므로 생장조절제로서 이용가능이 있을 것으로 기대한다.

In this study, the effects of dibenzocyclooctadiene on seed germination were investigated in pepper. Four $C_{18}$ dibenzocyclooctadiene lignans - schisandrin (1143.7 mg), schisandrin C (317.3 mg), gomisin A (261.4 mg) and gomisin N (213.4 mg) - were isolated from hexane extracts of the fruits of Schisandra chinensis. The molecular structures of the four lignans were elucidated based on spectroscopic analyses including 1D NMR experiments, and bi comparing their spectroscopic data with those of previous literatures. Seeds were immersed in $10^{-5}\;M$ schisandrin, $10^{-6}\;M$ schisandrin C and $10^{-7}\;M$ gomisin A and gomisin N for 1 hr and incubated at $25^{\circ}C$ in the dark for germination. Compared to untreated control, treatment with schisandrin C and gomisin A suppressed seed germination at 48 hrs after incubation, whereas treatment with gomisin N increased germination rate at 48 hrs after incubation. The results of the germination activity of the lignans from S. chinensis confirm their potential plant growth role, and the relative natural abundances of these metabolites suggest their potential use as natural plant growth regulators.

키워드

참고문헌

  1. Avula, B., Y. W. Choi, P. V. Srinivas, and I. A. Khan. 2005. Quantitative determination of lignan constituents from Schisandra chinensis by liquid chromatography. Chromatographia 61, 515-518. https://doi.org/10.1365/s10337-005-0547-2
  2. Chang, G. T., S. K. Kang, J. H. Kim, K. H. Chung, Y. C. Chang, and C. H. Kim. 2005. Inhibitory effect of the Korean herbal medicine, Dae-Jo-Whan, on platelet-activating factor-induced platelet aggregation. J. Ethnopharmacol. 102, 430-439. https://doi.org/10.1016/j.jep.2005.07.003
  3. Chen, D. F., S. X. Zhang, M. Kozuka, Q. Z. Sun, J. Feng, Q. Wang, T. Mukainaka, Y. Nobukuni, H. Tokuda, H. Nishino, H. K. Wang, S. L. Morris-Natschke, and K. H. Lee. 2002. Interiotherins C and D, two new lignans from Kadsura interior and antitumor-promoting effects of related neolignans on epstein-barr virus activation. J. Nat. Prod. 65, 1242-1245. https://doi.org/10.1021/np0105127
  4. Choi, Y. W., T. Satoshi, I. K. Shabana, P. V. Srinivas, F. Daneel, J. Zhao, and I. A. Khan. 2006. Schisandrene, a dibenzocyclooctadiene lignan from Schisandra chinensis: Structure-antioxidant activity relationships of dibenzocyclooctadiene lignans. J. Nat. Prod. 69, 356-359. https://doi.org/10.1021/np0503707
  5. Deng, X., X. Chen, R. Yin, Z. Shen, L. Qiao, and K. Bi. 2008. Determination of deoxyschizandrin in rat plasma by LC-MS. J. of Pharmaceu. and Biomed. Anal. 46, 121-126. https://doi.org/10.1016/j.jpba.2007.10.006
  6. Francesca, C., D. Brigida, D. Marina, F. Antonio, and Z. Armando. 2003. Lignans and neolignans from Brassica fruticulosa: Effects on seed germination and plant growth. J. Agric. Food Chem. 51, 6165-6172. https://doi.org/10.1021/jf034644c
  7. Ikeya, Y., H. Taguchi, I. Yosioka, and H. Kobayashi. 1979. The constituents of Schizandra chnensis $B_{AILL}$. I. Isolation and structure determination of five new lignans, gomisin A, B, C, F and G, and the absolute structure of schizandrin. Chem. Pharm. Bull. 27, 1383-1394. https://doi.org/10.1248/cpb.27.1383
  8. Ikeya, Y., H. Taguchi, and I. Yosioka. 1982. The constituents of Schizandra chinensis BAILL. X. The structures of $\gamma$-schizandrin and four new lignans, (-)-gomisins L1 and L2, (${\pm}$)-gomisin M1 and (+)-gomisin M2. Chem. Pharm. Bull. 30, 132-139. https://doi.org/10.1248/cpb.30.132
  9. Jang, E. H., Y. H. Pyo, and M. S. Ahn. 1996. Antioxidant effect of Omija (Scizandra chinensis Baillon) extracts. Korean J. Soc. Food Cookery Sci. 12, 372-376.
  10. Kochetkov, N. K., A. Y. Khorlin, O. S. Chizhov, and V. I. Sheichenko. 1961. Schisandrin, a lignan of unusual structure. Tetrahedron Lett. 2, 730-734. https://doi.org/10.1016/S0040-4039(01)91684-3
  11. Lavie, D., E. C. Levy, A. Cohen, M. Evenari, and Y. Gutterman. 1974. New germination inhibitor from Aegilops ovata. Nature 249, 388. https://doi.org/10.1038/249388a0
  12. Long, Z. Z. and S. S. Xie. 1979. Experimental study on the enhancement of the immunosuppresive effect of cortisone by wurenchun, an extract of Schizandra chinensis Baill I. Isolation and structure determination of five new lignans A, B, C, F and G and the absolute structure of schzandrin. Chem. pharmacol. Bull. 27, 1383-1394. https://doi.org/10.1248/cpb.27.1383
  13. Lu, H. and G. Liu. 1992. Anti-oxidant activity of dibenzocyclooctene lignans isolated from chisandraceae. Planta Med. 58, 311-313. https://doi.org/10.1055/s-2006-961473
  14. Nakajima, K., H. Taguchi, Y. Ikeya, T. Endo, and I. Yosioka. 1983. The constituents of Schizandra chinensis BAILL. XIII. Quantitative analysis of lignans in the fruits of Schizandra chinensis Baill. by high performance liquid chromatography. Jpn. J. Pharm. Soc. 103, 743-749.
  15. Nishiyama, N., P. J. Chu, and H. Saito. 1996. A herbal prescription, S113m, consisting and schizandra, improves learning performance in senescence accelerated mouse. Biol. Pharm. Bull. 19, 388-393. https://doi.org/10.1248/bpb.19.388
  16. Nomura, M., M. Nakachiyama, T. Hida, T. Ohtaki, K. Sudo, T. Aizawa, M. Aburada, and K. I. Miyamoto. 1994. Gomisin A, a lignan component of Schizandra fruits, inhibits development of preneoplastic lesions in rat liver by 3'-methyl-1,4-dimethylaminoazobenzwne. Cancer Lett. 76, 11-18. https://doi.org/10.1016/0304-3835(94)90128-7
  17. Ohtaki, Y., T. Hida, K. Hiramatsu, M. Kanitani, T. Ohshima, M. Nomura, H. Wakita, M. Aburada, and K. I. Miyamoto. 1996. Deoxycholic acid as an endogenous risk factor for hepatocarcinogenesis and effects of gomisin A, a lignan component of Schizandra fruits. Anticancer Res. 16, 751-755. https://doi.org/10.1097/01.cad.0000171515.27439.de
  18. Oliva, A., R. M. Moraes, S. B. Watson, S. O. Duke, and F. E. Dayan. 2002. Aryltetralin lignans inhibit plant growth by affecting the formation of mitotic microtubular organizing centers. Pestic. Biochem. Physiol. 72, 45-54. https://doi.org/10.1006/pest.2002.2582
  19. Opletal, L., H. Sovova, and M. Bartlova. 2004. Dibenzo [a,c]cyclooctadiene lignans of the genus Schisandra: importance, isolation and determination. J. Chrom. B 812, 357-371. https://doi.org/10.1016/j.jchromb.2004.07.040
  20. Park, C., Y. W. Choi, S. K. Hyun, H. J. Kwon, H. J. Hwang, G. Y. Kim, B. T. Choi, B. W. Kim, I. W. Choi, S. K. Moon, W. J. Kim, and Y. H. Choi. 2009. Induction of G1 arrest and apoptosis by schisandrin C isolated from Schizandra chinensis Baill in human leukemia U937 cells. International J. of Mol. Med. 24, 495-502.
  21. Park, J. Y., H. K. Shin, Y. J. Lee, Y. W. Choi, S. S. Bae, and C. D. Kim. 2009. The mechanism of vasorelaxation induced by Schisandra chinensis extract in rat thoracic aorta. J. Ethnopharm. 121, 69-73. https://doi.org/10.1016/j.jep.2008.09.031
  22. Park, J. Y., S. J. Lee, M. R. Yun, K. W. Seo, S. S. Bae, Y. J. Lee, W. J. Shin, Y. W. Choi, and C. D. Kim. 2007. Gomisin A from Schisandra chinensis induces endothelium-dependent and direct relaxation in rat thoracic aorta. Planta Med. 73, 1537-1542. https://doi.org/10.1055/s-2007-993757
  23. Randahawa, M. A., Z. A. Cheema, and M. A. Ali. 2002. Allelopathic effect of sorghum water extract on the germination and seedling growth of Trianthema portulacastrum. Inter. J. of Agri. & Bio. 1560-8530.
  24. Rimando, A. M., F. E. Dayan, J. R. Mikell, and R. M. Moraes. 1999. Phytotoxic lignans of Leucophyllum frutescens. Nat. Toxins 7, 39-43. https://doi.org/10.1002/(SICI)1522-7189(199902)7:1<39::AID-NT38>3.0.CO;2-2
  25. Russo, V. M., C. L. Webber III, and D. L. Myersb. 1997. Kenaf extract affects germination and post-germination development of weed, grass and vegetable seeds. Ind. Crops and Prod. 6, 59-69. https://doi.org/10.1016/S0926-6690(96)00206-3
  26. Szabo, M. and A. Garay. 1790. Changes in phenolics during the germination of Arctium lappa with special respect to arctiine. Acta Bot. Acad. Sci. Hung. 16, 207.
  27. Taguchi, H. and Y. Ikeya. 1975. The constituents of Schizandra chinensis BAILL. I. The structures of gomisin A, B and C. Chem. Pharm. Bull. 23, 3296-3298. https://doi.org/10.1248/cpb.23.3296
  28. Wu, M. D., R. L. Huang, L. M. Y. Kuo, C. C. Hung, C. W. Ong, and Y. H. Kuo. 2003. The anti-HBsAg (human type B hepatitis, surface antigen) and anti-HBeAg (human type B hepatitis, e antigen) C18 dibenzocyclooctadiene lignans from Kadsura matsudai and Schizandra arisanensis. Chem. Pharm. Bull. 51, 1233-1236. https://doi.org/10.1248/cpb.51.1233
  29. Yasukawa, K., Y. Ikeya, H. Mitsuhashi, M. Iwasaki, M. Aburada, S. Nakagawa, M. Takeuchi, and M. Takido. 1992. Gomisin A inhibits tumor promotion by 12-O-tetra-decanoylphorbol-13-acetate in two-stage carcinogenesis in mouse skin. Oncology 49, 68-71. https://doi.org/10.1159/000227014
  30. Yoshihara, T., Y. Katsuyoshi, and S. Sakamura. 1982. A lignan stress compound in potato infected with nematode (Globodera rostochiensis). Agric. Biol. Chem. 46, 853-854. https://doi.org/10.1271/bbb1961.46.853

피인용 문헌

  1. Changes of Antioxidant Activity and Lignan Contents in Schisandra chinensis by Harvesting Times vol.19, pp.6, 2011, https://doi.org/10.7783/KJMCS.2011.19.6.414
  2. Germination Rate and Radicle Growth Inhibition in Crops by Total Petroleum Hydrocarbons (TPH) vol.32, pp.4, 2013, https://doi.org/10.5338/KJEA.2013.32.4.273