Korean Journal of Pharmacognosy (생약학회지)

The Korean Society of Pharmacognosy (한국생약학회)
권호 표지

Phenolic Compounds from Capsiccum annuum Leaves Showing Radical Scavenging Effect

고추 잎에서 라디칼소거활성을 가지는 페놀성 화합물의 분리

  • Choi, Jang-Gi (Department of Oriental Medicine Resources and Research Institute of Korean Oriental Medicine, Sunchon National University) ;
  • Hur, Jong-Moon (Department of Oriental Medicine Resources and Research Institute of Korean Oriental Medicine, Sunchon National University) ;
  • Cho, Hyun-Woo (Department of Oriental Medicine Resources and Research Institute of Korean Oriental Medicine, Sunchon National University) ;
  • Park, Jong-Cheol (Department of Oriental Medicine Resources and Research Institute of Korean Oriental Medicine, Sunchon National University)
  • 최장기 (국립순천대학교 한약자원학과 및 한의약연구소) ;
  • 허종문 (국립순천대학교 한약자원학과 및 한의약연구소) ;
  • 조현우 (국립순천대학교 한약자원학과 및 한의약연구소) ;
  • 박종철 (국립순천대학교 한약자원학과 및 한의약연구소)
  • Published : 2007.09.30
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Abstract

In the present study, we investigated the antioxidant activity of methanol extract and its organic fractions (n-hexane, $CH_2Cl_2$, EtOAc, n-BuOH and $H_2O$) of Capsiccum annuum leaves against 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical. As results, methanol extract, and its ethyl acetate and n-butanol fractions showed good scavenging effect at 100 ${\mu}g/ml$. Four compounds were isolated from the ethyl acetate fraction through silica gel and Sephadex LH-20 column chromatographies. Their chemical structures were elucidated as apigenin (1), vanillic acid (2), uracil (3) and apigenin $7-O-{\beta}-D-apiofuranosyl(1{\rightarrow}2)-{\beta}-D-glucopyranoside$ (4) by comparison of spectral data with those in reference. $IC_{50}$ value of compound 2 was 14.7 ${\mu}g/ml$, while compounds 1, 3 and 4 had no effect on the DPPH radical.

Keywords

References

  1. Berke, T. G. and Shieh, S. C. (2001) Capsicum, chillies, paprika, bird's eye chilli. In Peter K. V. (ed.), Handbook of herbs and spices (Vol. 1), 111-122, Woodhead Publishing Ltd., Cambridge
  2. 김소자 (1999) 전통 고추장의 암예방 기능성, 박사학위논문, 동덕여자대학교 대학원
  3. 강소신의학원 (1998) 중약대사전, 871-873. 도서출판 정담, 서울
  4. 정보섭, 신민교 (1998) 도해향약(생약)대사전, 820-822. 영림사, 서울
  5. Materska, M. and Perucka, I. (2005) Antioxidant activity of the main phenolic compounds isolated from hot pepper fruit (Capsicum annuum L.). J. Agric. Food Chem., 53: 1750- 1756 https://doi.org/10.1021/jf035331k
  6. Kawaguci, Y., Ochi, T., Takaishi, Y., Kawazoe, K. and Lee, K. H. (2004) New sesquiterpenes from Capsicum annuum. J. Nat. Prod., 67: 1893-1896 https://doi.org/10.1021/np0305472
  7. Davis, B. H., Mathews, S. and Kirk, J. T. O. (1970) The nature and biosynthesis of the carotenoids of different colour varieties of Capsicum annuum. Phytochemistry, 9: 797-805 https://doi.org/10.1016/S0031-9422(00)85183-3
  8. Materska, M., Piacente, S., Stochmal, A., Pizza, C., Oleszek, W. and Perucka, I. (2003) Isolation and structure elucidation of flavonoid and phenolic acid glycosides from pericarp of hot pepper fruit Capsicum annuum L. Phytochemistry, 63: 893-898 https://doi.org/10.1016/S0031-9422(03)00282-6
  9. Tomas, F. and Ferreres, F. (1980) Flavonoids from the leaves of Capsicum annuum (Solanaceae). I. Major component. Afinidad, 37: 517-518
  10. Yahara, S., Kobayashi, N., Izumitani, Y. and Nohara, T. (1991) Solanaceous plants. XXIII. New acyclic diterpene glycosides, capsianosides VI, G and H from the leaves and stems of Capsicum annuum L. Chem. Pharm. Bull., 39: 3258-3260 https://doi.org/10.1248/cpb.39.3258
  11. Park, K. Y., Lee, K. I. and Rhee, S. H. (1992) Inhibitory effect of Green-yellow vegetables on the mutagenicity in Salmonella assay system and on the growth of AZ-521 human gastric cancer cells. J. Korean Soc. Food Nutr., 21: 149-153
  12. Kim, J. H., Jeong, C. H. and Shin, K. H. (2003) Biological activities of solvent fractions of Capsicum annuum leaves. Korean J. Food Preserv., 10: 540-546
  13. Park, J. C., Chung, S. K., Hur, J. M., Lee, J. H., Choi, M. R., Song, S. H. and Choi, J. W. (1997) Effects of the components and extracts of some edible and medicinal plants on the formation of lipid peroxide in rat liver homogenate. J. Korean Soc. food Sci. Nutr., 26: 1159-1163
  14. Ra, K. S., Jeong, S. C., Suh, H. J., Park, H. S., Baik, H. S., Choi, J. W. and Lee, Y. S. (2002) Isolation and characterization of complement system activating polyscaccharides from the hot water extract of the leaves of Capsicum annuum L. Korean J. Life Sci., 12: 87-95 https://doi.org/10.5352/JLS.2002.12.1.087
  15. Han, X. H., Hong, S. S., Hwang, J. S., Lee, M. K., Hwang, B. Y. and Ro, J. S. (2007) Monoamine oxidase inhibitory components from Cayratia japonica. Arch. Pharm. Res., 30: 13-17 https://doi.org/10.1007/BF02977772
  16. He, X. and Liu, R. H. (2006) Carnberry phytochemicals: isolation, structure elucidation, and their antiproliferative and antioxidant activities. J. Agric. Food Chem., 54: 7069-7074 https://doi.org/10.1021/jf061058l
  17. Lee, S. H., Kang, S. S. and Shin, K. H. (2002) Coumarins and a pyrimidine from Angelica gigas roots. Natural Product Sciences, 8: 58-61
  18. Harbone, J. B. and Mabry, T. J. (1982) The flavonoids: advances in research, 41. Chapman and Hall, London
  19. Cornelius, C. W. (1999) Flavonoid glycosides from Crotalaria podocarpa. Phytochemistry, 51: 705-707 https://doi.org/10.1016/S0031-9422(99)00065-5
  20. Kang, K. S., Kim, H. Y., Pyo, J. S. and Yokoawa, T. (2006) Increase in the free radical scavenging activity of ginseng by heat-processing. Biol. Pharm. Bull., 29: 750-754 https://doi.org/10.1248/bpb.29.750
  21. Kang, K. S., Yokozawa, T., Kim, H. Y. and Park J. H. (2006) Study on the nitric oxide scavenging effects of ginseng and its compounds. J. Agric. Food Chem., 54: 2558-2562 https://doi.org/10.1021/jf0529520
  22. Yasuda, T., Takasawa A., Nakazawa T., Ueda J. and Ohsawa, K. (2003) Inhibitory effects of urinary metabolites on platelet aggregation after orally administering Shimotsu-To, a traditional Chinese medicine, to rats. J. Pharm. Pharmacol., 55: 239-244 https://doi.org/10.1211/002235702531
  23. Li, T. and Yu, J. (1998) Studies on the chemical constituents of the leaves from Artabotrys hexapetalus. Yao Xue Xue Bao, 33: 591-596
  24. Valko, M., Leibfritz, D., Moncol, J., Cronin, M. T., Mazur, M. and Telser, J. (2007) Free radicals and antioxidants in normal physiological functions and human disease. Int. J. Biochem. Cell Biol., 39: 44-84 https://doi.org/10.1016/j.biocel.2006.07.001