Korean Journal of Pharmacognosy (생약학회지)

The Korean Society of Pharmacognosy (한국생약학회)
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Phenolic Compounds from the Twigs of Corylopsis coreana Uyeki and Their Cytotoxic Activity

히어리나무의 페놀성 화합물 및 세포독성활성

  • Kwon, Oh Kil (Natural Product Laboratory, School of Pharmacy, Sungkyunkwan University) ;
  • Kim, Chung Sub (Natural Product Laboratory, School of Pharmacy, Sungkyunkwan University) ;
  • Suh, Won Se (Natural Product Laboratory, School of Pharmacy, Sungkyunkwan University) ;
  • Park, Kyoung Jin (Natural Product Laboratory, School of Pharmacy, Sungkyunkwan University) ;
  • Cha, Joon Min (Natural Product Laboratory, School of Pharmacy, Sungkyunkwan University) ;
  • Choi, Sang Un (Korea Research Institute of Chemical Technology) ;
  • Kwon, Hak Cheol (Natural Product Research Center, Korea Institute of Science and Technology) ;
  • Lee, Kang Ro (Natural Product Laboratory, School of Pharmacy, Sungkyunkwan University)
  • 권오길 (성균관대학교 약학대학 천연물약품화학연구실) ;
  • 김충섭 (성균관대학교 약학대학 천연물약품화학연구실) ;
  • 서원세 (성균관대학교 약학대학 천연물약품화학연구실) ;
  • 박경진 (성균관대학교 약학대학 천연물약품화학연구실) ;
  • 차준민 (성균관대학교 약학대학 천연물약품화학연구실) ;
  • 최상운 (한국화학연구원) ;
  • 권학철 (한국과학기술연구원 천연물연구소) ;
  • 이강노 (성균관대학교 약학대학 천연물약품화학연구실)
  • Received : 2016.02.04
  • Accepted : 2016.03.18
  • Published : 2016.03.31
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Abstract

Phytochemical investigation of the twigs of Corylopsis coreana afforded 10 phenolic compounds, bergenin (1), 6'-O-galloylbergenin (2), 3'-O-galloylbergenin (3), (-)-catechin (4), (-)-epicatechin (5), (-)-epicatechin-3-O-galloyl ester (6), 4-methoxy-3,-5-dihydroxybenzoic acid (7), gallic acid (8), 2,4,6-trimethoxyphenol-1-O-${\beta}-\small{D}$-glucopyranoside (9), and 2,4,6-trimethoxyphenol-1-O-${\beta}-\small{D}$-(6-O-galloyl)-glucopyranoside (10). Their structures were characterized by spectroscopic data and identified by comparing these data with those in the literatures. The compounds 3, 9 and 10 were isolated for the first time from this source. All the isolates (1-10) were tested for their cytotoxic activity against A549, SK-OV-3, SK-MEL-2, and HCT15 cell lines in vitro using the SRB bioassay. The compounds 5, 7 and 8 exhibited selective cytotoxic activity against SK-MEL-2 cell line.

Keywords

References

  1. 이창복 (2003) 원색대한식물도감, 500. 향문사, 서울.
  2. 박종희 (2004) 한국약초도감, 636. 신일상사, 서울.
  3. Kim, M. H., Ha, S. Y., Oh, M. H., Kim, H. H., Kim, S. R. and Lee, M. W. (2013) Anti-oxidative and anti-proliferative activity on human prostate cancer cells lines of the phenolic compounds from Corylopsis coreana Uyeki. Molecules 18: 4876-4886. https://doi.org/10.3390/molecules18054876
  4. Iwashina, T., Kitajima, J. and Takemura, T. (2012) Flavonoids from the leaves of six Corylopsis species (Hamamelidaceae). Biochem. Syst. Ecol. 44: 361-363. https://doi.org/10.1016/j.bse.2012.06.017
  5. Patel, D. K., Patel, K., Kumar, R., Gadewar, M. and Tahilyani, V. (2012) Pharmacological and analytical aspects of bergenin: a concise report. Asian Pac. J. Tro. Dis. 163-167
  6. Skehan, P., Stroreng, R., Scudiero, D., Monks, A., Mcmahon, J., Vistica, D., Warren, J. T., Bokesch, H., Kenney, S. and Boyd, M. R. (1990) New colorimetric cytotoxicity assay for anti-cancer-drug screening. J. Natl. Cancer Inst. 82: 1107-1112. https://doi.org/10.1093/jnci/82.13.1107
  7. Nunomura, R. C. S., Oliveira, V. G., Da Silva, S. L. and Nunomura, S. M. (2009) Characterization of bergenin in Endopleura uchi bark and its anti-inflammatory activity. J. Braz. Chem. Soc. 20: 1060-1064. https://doi.org/10.1590/S0103-50532009000600009
  8. Sariga, C. D., Shakila, R. and Kothai, S. (2015) Isolation, characterization and quantification of bergenin from Syzygium cumini stem bark. Int. Res. J. Pharm. 6: 108-110. https://doi.org/10.7897/2230-8407.06225
  9. Taneyama, M., Yoshida, S., Kobayashi, M. and Hasegawa, M. (1983) Isolation of norbergenin from Saxifraga stolonifera. Phytochemistry 22: 1053-1054. https://doi.org/10.1016/0031-9422(83)85064-X
  10. Yoshida, T., Takama, T. and Okuda, T. (1982) Bergenin derivatives from Mallotus japonicas. Phytochemistry 20: 1180-1182.
  11. Hongmei, P., Bin, C., Fu, L. and Mingkui, W. (2013) Chemical constituents from the stems of Dendrobium denneanum (ll). Chin. J. Appl. Environ Biol. 19: 952-955. https://doi.org/10.3724/SP.J.1145.2013.00952
  12. Nonaka, G., Nishimura, H. and Nishioka, I. (1982) Tannins and related compounds. IV. seven new phenol glucoside gallates from Quercuss tenphylla MAKINO (1). Chem. Pharm. Bull. 30: 2061-2067. https://doi.org/10.1248/cpb.30.2061
  13. Lin, H. Y., Kuo, Y. H., Lin, Y. L. and Chiang, W. C. (2009) Antioxidative Effect and active components from leaves of Lotus (Nelumbo nucifera). J. Agric. Food Chem. 57: 6623-6629. https://doi.org/10.1021/jf900950z
  14. Foo, L. Y., Lu, Y., Howell, A. B. and Vorsa, N. (2000) The structure of cranberry proanthocyanidins which inhibit adherence of uropathogenic P-fimbriated Escherichia coli in vitro. Phytochemistry 54: 173-181. https://doi.org/10.1016/S0031-9422(99)00573-7
  15. Braca, A., Politi, M., Sanogo, R., Sanou, H., Morelli, I., Pizza, C. and De Tommasi, N. (2003) Chemical composition and antioxidant activity of phenolic compounds from wild and cultivated Sclerocarya birrea (Anacardiaceae) leaves. J. Agric. Food Chem. 51: 6689-6695. https://doi.org/10.1021/jf030374m
  16. Saxena, G., McCutcheon, A. R., Farmer, S. Towers, G. H. N. and Hancock, R. E. W. (1994) Antimicrobial constituents of Rhus glabra. J. Ethnopharmacol. 42: 95-99. https://doi.org/10.1016/0378-8741(94)90102-3
  17. Ning, D. S., Yan, X. X., Huang, S. S., Cheng, L., Li, J. and Pan, Z. H. (2015) Studies on chemical constituents of zhuang medicine Excoecaria venenata and their cytotoxic activity. Chn. J. Chin. Mat. Med. 40: 686-690.