Isolated and Identification of Biological Activity Compounds from Leaves and Stem of Paeonia lactiflora Pallas

작약 잎과 줄기의 생리활성 물질 분리 및 동정

  • Kim, Se-Jong (Research Institute of Natural Product, Gyeongbuk Agricultural Technology Administration) ;
  • Park, Jun-Hong (Research Institute of Natural Product, Gyeongbuk Agricultural Technology Administration) ;
  • Choi, Seong-Yong (Research Institute of Natural Product, Gyeongbuk Agricultural Technology Administration) ;
  • Son, Kun-Ho (Department of Food and Nutrition, Andong National University) ;
  • Kim, Kil-Ung (College of Agriculture and Life Science, Kyungpook National University)
  • 김세종 (경북농업기술원 신물질연구소) ;
  • 박준홍 (경북농업기술원 신물질연구소) ;
  • 최성용 (경북농업기술원 신물질연구소) ;
  • 손건호 (안동대학교 식품영양학과) ;
  • 김길웅 (경북대학교 농업생명과학대학)
  • Published : 2007.02.28

Abstract

This study was conducted to identify physiologically active substances from leaves and stems of peony plant. MeOH extracts and column chromatography were employed to isolate active compounds and chemical structure were identified by IR, UV, Mass and NMR. The results obtained can be summerized as followings : Chemical structure of compound 1 was identified as oleanolic acid (white color form) of triterpenoid group, which is firstly identified from the above part of peony. Compound 2 was identified as kaempferol (yellow needle form) of flavonoid group, which was firstly identified from the root, leaf and stem of peony. Compound 3 was identified as methyl gallate (white power form) of phenol group, which was firstly identified from the above part of peony. Compound 4 was identified as astragalin (bright yellow needle form) of flavonoid group, that was firstly identified from the leaf and stem of peony. Compound 5 was identified as paeoniflorin (white color form) of monoterpene group, that was firstly identified from the above part of peony.

작약의 지상부인 잎과 줄기에서 물질을 분리 동정하기 위해 MeOH 추출 및 column chromatograpy하여 단일 물질 5종을 분리하였으며, 분리한 물질에 대하여 IR, UV, Mass, NMR 등을 이용하여 화학구조를 동정하였다. 그 결과 oleanolic acid, kaempferol, methyl gallate, astragalin, paeoniflorin의 구조가 확인되었으며 이들 화합물은 작약의 지상부인 잎과 줄기에서는 처음으로 분리되었다.

Keywords

References

  1. Choung MG (2002) Variation of Boactive Component Contents in plant parts of Paeonia lactiflora Pall. Korean J. Medicinal crop Sci. 10(5):392-398
  2. Choung MG, Kang KH (1997) Isoation and determination of paeoniflorin and albiflorin in Korea peony (Paeonia lactiflora P.) root. Korean J. Medicinal Crop Sci. 5(4):249-254
  3. Hiraoka A, Maeda M (1979) A new acylated flavonol glycoside from Cyathea contaminans Copel. and its distribution in the Pterophyta. Chem. Pharm. Bull. 27(12):3130-3136 https://doi.org/10.1248/cpb.27.3130
  4. Kaneda M, Iitakawa Y, Shibata S (1972) Chemical studies on the oriental plant drugs X. The absolute structures of paeoniflorin, albiflorin, oxypaeoniflorin and benzoylpaeoniflorin isolated from Chinese peony root. Tetrahedron 28:4309-4317 https://doi.org/10.1016/S0040-4020(01)88953-5
  5. Kang SS, Kim JS, Yun HS, Han BH (1993) Phytochemical studies on Paeoniae Radix. Kor. J. Pharmacogn. 24(3):247-250
  6. Kang SS, Shin KH, Chi HJ (1989) Galloylpaeoniflorin, a new monoterpene glucoside from paeony roots. Korean Journal Pharmacogenosy 20(1):48-49
  7. Kim HJ, Ha SC, Choi SW (2002) Inhibition of tyrosinase and lipoxygenase activities by resveratrol and its derivatives from seeds of Paeonia lactiflora. Nurtaceuticals & Food 7(4):447-450
  8. Lee MS, Lim SC, Park HJ (1994) Phthalate ester and flavonoids isolated from leaves of Erythronium Japonicum. Korean J. Medicinal Crop Sci. 2(1):67-72
  9. Mabry TJ, Markham KR, Thomas MB (1970) The systematic identification of flavonoids, Springer-Verlag, N. Y. p. 41-56
  10. Mahato SB, Ganguly AN, Sahu NP (1982) Steroid saponins. Phytochemistry 21:959-977 https://doi.org/10.1016/S0031-9422(00)82400-0
  11. Markham KR (1982a) Techniques of Flavonoid Identification, Academic Press, London p. 70-71
  12. Markham KR (1982b) Techniques of Flavonoid Identification, Academic Press, London p. 87-90
  13. Markham KR, Ternai B, Stanley R, Geiger H, Mabry TJ (1978) Varvone-13 NMR studies of flavonoids-III. Naturally occurring flavonoid glycosides and their acylated derivatives, Tetrahedron 34:1389-1397 https://doi.org/10.1016/0040-4020(78)88336-7
  14. Nishizawa M, Yamagishi T, Nonaka GI, Nishioka I (1980) Structure of gallotannins in paeoniae radix. Chem. pharm. Bull. 28(9):2850-2852 https://doi.org/10.1248/cpb.28.2850
  15. Park HJ, Kwon SH, Yun SY, Lee KT (2000) Isolation of steroids and flavonoids from the herbs of Hypericum ascyron L. Kor. J. Pharmacogn. 31(1):39-44
  16. Park JC, Kim SH (1995) Flavonoid analysis from the leaves of Eucommia ulmoides. Journal of the Korean Society of Food and nutrition 24(6)901-905
  17. Park JG, Park JC, Hur JM, Park SJ, Choi, DR, Shin DY, Park KY, Cho HW, Kim MS (2000) Phenolic compounds from Orostachys Japonicus having anti-HIV-1 protease activity. Natural product sciences 6(3):117-121
  18. Park JC, Yu YB, Lee JH, Choi JS, Ok KD (1996b) Phenolic compounds from the rachis of Cedrela sinensis. Kor. J. Pharmacogn. 27(3):219-223
  19. Shibata S, Nakahara M (1963) Studies on the constituents of Japanse and Chinese crude drugs. VIII. Paeoniforin, a glucoside of Chinese paeony root (1). Chem. Pharm. Bull. 11:372-378 https://doi.org/10.1248/cpb.11.372
  20. Shimizu M, Hayashi T, Morita N, Kimura I, Kimura M (1981) Paeoniflorigenone, a new monoterpene from peony root. Tetrahedron Lett. 22:3069-3070 https://doi.org/10.1016/S0040-4039(01)81829-3
  21. Shoyama Y, Yamada Y, Nishioka I, Matsunaka H (1990) Depigmentation and Inhibition of cell growth of B-16 melanoma cells by compounds isolated from Paeonia suffruticosa callus. Plant Cell Reports 8:11-713
  22. Soka T (1985) Encyclopedia of Chinese Medicine 3:2066-2070
  23. Tokyo, Japan. Son KH, Kuon SY, Kim HP, Chang HW, Kang SS (1998) Constituents from Syzygium aromaticum Merr. et Perry 4(4):263-267
  24. 강광희, 정상환, 정명근 (1992) 고 Paeoniflorn 작약품종선발에 관한 연구. 과학기술처. UR 대응농업기술개발과제
  25. 강삼식 (1987) Amyrin계 화합물의 _${\beta}$C-NMR spectroscopy. 생약학회지 18:151-167
  26. 강삼식, 손건호 (2000) 천연물성분 구조결정법. 서울대학교출판부 p. 1-884
  27. 김창민, 신민교, 이경순, 안덕균 (1998) 중약대사전 4:2179-2189 제8권. 도서출판 정담 p. 4839-4845
  28. 이철희, 이형규, 박경국, 박철호, 이부용, 성락술, 이승호 (2002) 생물산업 발전을 위한 자원식물의 이용. 충북대학교 생물건강산업개발연구 센터
  29. 장일무 (1996) 전통동양약물데이터 베이스. 서울대학교 천연물과학연구소
  30. 정보섭, 신민교 (1998) 도해향약(생약)대사전(식물편). 도서출판영림사 p. 523-527