Journal of Applied Biological Chemistry

The Korean Society for Applied Biological Chemistry (한국응용생명화학회)
권호 표지

Antioxidant Activities of Acetylmartynosides from Clerodendron trichotomum

  • Chae, Sung-Wook (Natural Products Research Institute and College of Pharmacy, Seoul National University) ;
  • Kang, Kyoung-Ah (Department of Biochemistry, College of Medicine and Applied Radiological Science Research Institute, Cheju National University) ;
  • Kim, Ju-Sun (Natural Products Research Institute and College of Pharmacy, Seoul National University) ;
  • Kim, Ho-Kyoung (Department of Herbal Resources Research, Korea Institute of Oriental Medicine) ;
  • Lee, Eun-Ju (Natural Products Research Institute and College of Pharmacy, Seoul National University) ;
  • Hyun, Jin-Won (Department of Biochemistry, College of Medicine and Applied Radiological Science Research Institute, Cheju National University) ;
  • Kang, Sam-Sik (Natural Products Research Institute and College of Pharmacy, Seoul National University)
  • Published : 2007.12.31
Download PDF
⟨ Previous Next ⟩

Abstract

Two acetylmartynosides, 2"-acetylmartynoside and 3"-acetylmartynoside were isolated from the $CH_2Cl_2$ fraction of Clerodendron trichotomum (Verbenaceae) by open column chromatography and MPLC. Their chemical structures were identified by the direct comparison of spectral data reported in the literature, and their antioxidant properties were evaluated. Both compounds showed antioxidant activity based on evaluations of intracellular ROS and DPPH radical scavenging activities.

Keywords

References

  1. Bravo L (1998) Polyphenols: chemistry, dietary sources, metabolism, and nutritional significance. Nutr Rev 56, 317-333 https://doi.org/10.1111/j.1753-4887.1998.tb01670.x
  2. Chae S, Kang KA, Kim JS, Hyun JW, and Kang SS (2006) Trichotomoside: a new antioxidative phenylpropanoid glycoside from Clerodendron trichotomum. Chem Biodivers 3, 41-48 https://doi.org/10.1002/cbdv.200690005
  3. Halliwell B and Gutteridge JMC (1998) Free Radicals in Biology and Medicine, pp. 22-35, Oxford University Press, New York
  4. Huang KC (1993) The Pharmacology of Chinese Herbs, pp. 71-72, CRC press, USA
  5. Ichi T, Shimizu T, and Yoshihira K (1996) Biotechnology in Agriculture and Forestry, vol. 37. Medicinal and Aromatic Plants IX, p. 108, Springer, Berlin Heidelberg
  6. Iwadare S, Shizuri Y, Sasaki K, and Hirata Y (1974) Isolation and structure of trichotomine and trichotomine G1. Tetrahedron 30, 4105-4111 https://doi.org/10.1016/S0040-4020(01)97392-2
  7. Kawai K, Amano T, Nishida R, Kuwahara Y, and Fukami H (1998) Clerodendrins from Clerodendron trichotomum and their feeding stimulant activity for the turnip sawfly. Phytochem 49, 1975-1980 https://doi.org/10.1016/S0031-9422(98)00431-2
  8. Kawai K, Nishida R, and Fukami H (1999) Clerodendrin I, a new neoclerodane diterpenoid from Clerodendron trichotomum. Biosci Biotechnol Biochem 63, 1795-1797 https://doi.org/10.1271/bbb.63.1795
  9. Kawano N, Miura H, and Kamo Y (1967) Studies on the components of Clerodendron trichotomum Thumb. II. Yakugaku Zasshi 87, 1146-1148 https://doi.org/10.1248/yakushi1947.87.9_1146
  10. Kim HJ, Woo ER, Shin CG, Hwang DJ, Park H, and Lee YS (2001) HIV-1 integrase inhibitory phenylpropanoid glycosides from Clerodendron trichotomum. Arch Pharm Res 24, 286-291 https://doi.org/10.1007/BF02975093
  11. Leitao SG, Kaplan MA, and delle Monache F (1994) Phenylpropanoid glucosides from Aegiphila obducta. J Nat Prod 57, 1703-1707 https://doi.org/10.1021/np50114a013
  12. Lo SF, Nalawade SM, Mulabagal V, Matthew S, Chen CL, Kuo CL, and Tsay HS (2004) In Vitro Propagation by Asymbiotic Seed Germination and 1,1-Diphenyl-2-picrylhydrazyl (DPPH) Radical Scavenging Activity Studies of Tissue Culture Raised Plants of Three Medicinally Important Species of Dendrobium. Biol Pharm Bull 27, 731-735 https://doi.org/10.1248/bpb.27.731
  13. Ludvigsson J (1993) Intervention at diagnosis of type I diabetes using either antioxidants or photopheresis. Diabetes Metab Rev 9, 329-336 https://doi.org/10.1002/dmr.5610090414
  14. Marja PK, Anu IH, Heikki JV, Jussi-Pekka R, Kalevi P, Tytti SK, and Marina H (1999) Antioxidant activity of plant extracts containing phenolic compounds. J Agric Food Chem 47, 3954-3962 https://doi.org/10.1021/jf990146l
  15. Morita N, Arisawa M, Ozawa H, Chen CS, and Kan WS (1977) Clerodendroside, a new glycoside from the leaves of Clerodendron trichotomum Thunb. var. fargesii Rehd. Yakugaku Zasshi 97, 976-979 https://doi.org/10.1248/yakushi1947.97.9_976
  16. Okigawa M, Hatanaka H, and Kawano N (1970) A new glycoside, acacetin-7-glucurono-($1\rightarrow2$)-glucuronide from the leaves of Clerodendron trichotomum. Tetrahedron Lett 33, 2935-2936
  17. Polidori MC, Stahl W, Eichler O, Niestroj I, and Sies H (2001) Profiles of antioxidants in human plasma. Free Radic Biol Med 30, 456-462 https://doi.org/10.1016/S0891-5849(00)00345-2
  18. Rice-Evans C, Miller NJ, Bolwell GP, Bramley PM, and Pridham JB (1995) The relative antioxidant activities of plant-derived polyphenolic flavonoids. Free Radic Res 22, 375-383 https://doi.org/10.3109/10715769509145649
  19. Rosenkranz AR, Schmaldienst S, Stuhlmeier KM, Chen W, Knapp W, and Zlabinger GJ (1992) A microplate assay for the detection of oxidative products using 2',7'-dichlorofluorescin- diacetate. J Immunol Meth 156, 39-45 https://doi.org/10.1016/0022-1759(92)90008-H
  20. Sakurai A and Kato T (1983) A new glycoside, kusaginin isolated from Clerodendron trichotomum. Bull Chem Soc Jpn 56, 1573-1574 https://doi.org/10.1246/bcsj.56.1573