Antioxidant Properties and Quantification of Phenolic Compounds from Safflower (Carthamus tinctorius L.) Seeds

  • Kim, Eun-Ok (Department of Food Science and Nutrition, Catholic University of Daegu) ;
  • Oh, Ji-Hae (Department of Food Science and Nutrition, Catholic University of Daegu) ;
  • Lee, Sung-Kwon (Department of Food Science and Nutrition, Catholic University of Daegu) ;
  • Lee, Jun-Young (Department of Food Science and Nutrition, Catholic University of Daegu) ;
  • Choi, Sang-Won (Department of Food Science and Nutrition, Catholic University of Daegu)
  • Published : 2007.02.28


The antioxidant properties of twelve phenolic compounds, including matairesinol 4'-O-$\beta$-D-glucoside, 8'-hydroxyarctigenin 4'-O-$\beta$-D-glucoside, matairesinol, 8'-hydroxyarctigenin, N-feruloylserotonin 5-O-$\beta$-D-glucoside, N-(p-coumaroyl)-serotonin-5-O-$\beta$-D-glucoside, N-feruloylserotonin, N-(p-coumaroyl)serotonin, luteolin 7-O-$\beta$-D-glucoside, luteolin, acacetin 7-O-$\beta$-glucuronide, and acacetin, isolated from defatted safflower (Carthamus tinctorius L.) seeds were evaluated with regard to the DPPH, superoxide and hydroxyl radicals. Additionally, levels of phenolic compounds were determined by HPLC in two cultivars of safflower seeds. Among them, four serotonin derivatives showed potent DPPH ($IC_{50}=10.83-21.75\;{\mu}M$) and hydroxyl ($IC_{50}=75.93-374.63\;{\mu}M$) radical scavenging activities, and their activities were significantly stronger than that of ${\alpha}-tocopherol$. Four flavonoids ($IC_{50}=170.65-275.83\;{\mu}M$) and four lignans ($IC_{50}=114.22-406.10\;{\mu}M$) exhibited significant superoxide and hydroxyl radical scavenging activities, respectively, whereas these compounds contained less activity toward the DPPH and hydroxyl radicals than serotonin derivatives. The levels of serotonin derivatives, lignans and flavonoids in safflower seeds of two cultivars ranged from 49.30 to 260.40, 3.72 to 158.90, and 11.72 to 214.97 mg% (dry base), respectively. Of the two cultivars, 'Cheongsu' had somewthat higher concentrations of phenolic compounds than 'Uisan'. These results suggest that phenolic compounds in safflower seeds may playa role as protective phytochemical antioxidants against reactive oxygen-mediated pathological diseases.


  1. Moslen MT. Reactive oxygen species in normal physiology, cell injury and phagocytosis. Adv. Exp. Med. Biol., 366: 12-18 (1994)
  2. Halliwell B, Gutteridge JMC. Free radicals, ageing, and disease. Chapter 8, pp. 416-493. In: Free Radicals in Biology and Medicine. Oxford University Press Inc., New York, NY, USA (1996)
  3. Frei B. Nonenzymatic antioxidant defense systems. pp. 107-120. In: Natural Antioxidants in Human Health and Disease. Briviba K, Sies H (eds). Academic Press, London, UK (1994)
  4. Larson RA. The antioxidants of higher plants. Phytochemistry 27: 969-978 (1987)
  5. Scalbert A, Williamson G. Dietary intake and bioavailability of polyphenols. J. Nutr. 130: 2073S-2085S (2000)
  6. Hasler CM. Functional foods: Their role in disease prevention and health promotion. Food Technol.-Chicago 52: 63-70 (1998)
  7. Park YH, Park HK, Lee HJ, Park SM, Choi SW, Lee WJ. Phytoestrogen-induced phosphorylation of MAP kinase in osteoblasts is mediated by membrane estrogen receptor. Korean J. Physiol. Pharmacol. 6: 165-169 (2002)
  8. Kim HJ, Bae YC, Park RW, Choi SW, Cho SH, Choi YS, Lee WJ. Bone protecting effect of safflower seeds in ovariectomized rats. Calcified Tissue Int. 71: 88-94 (2002)
  9. Cho SH, Lee HL, Kim TH, Choi SW, Lee WJ, Choi YS. Effects of defatted safflower seed extract and phenolic compounds in diet on plasma and liver lipid in ovariectomized rats fed high-cholesterol diets. J. Nutr. Sci. Vitaminol. 50: 32-37 (2004)
  10. Zhang HL, Nagatsu A, Watanabe T, Sakakibara J, Okuyama H. Antioxidative compounds isolated from safflower (Carthamus tinctorious L.) oil cake. Chem. Pharm. Bull. 45: 1910-1914 (1997)
  11. Kang GH, Chang EJ, Choi SW. Antioxidative activity of phenolic compounds in roasted safflower seeds. J. Korean Soc. Food Sci. Nutr. 4: 221-225 (1999)
  12. Roh JS, Sun WS, Oh SU, Lee JI, Oh WT, Kim JH. In vitro antioxidant activity of safllower (Carthamus tinctorious L.) seeds. Food Sci. Biotechnol. 8: 88-92 (1999)
  13. Kawashima S, Hayashi M, Takii T, Kimura H, Ahang HL, Nagatsu A, Sakakibara J, Murata K, Oomoto Y, Onozaki K. Serotonin derivative, N-(p-coumaroyl)serotonin, inhibits the production of TNF-$\alpha$, IL-$1{\alpha}$, IL-$I{\beta}$, and IL-6 by endotoxin stimulated human blood monocytes. J. Interf. Cytok. Res. 18: 423-428 (1998)
  14. Bae SJ, Shim SM, Park YJ, Lee JY, Chang EY, Choi SW. Cytotoxicity of phenolic compounds isolated from seeds of safflower (Carthamus tinctorius L.) on cancer cell lines. Food Sci. Biotechnol. 11: 140-146 (2002)
  15. Takii T, Hayashi M, Hiroma H, Chiba T, Kawashima S, Zhang HL, Nagatsu A, Sakakibara J, Onozaki K. Serotonin derivative, N-(P-coumaroyl)serotonin, isolated from safflower (Carthamus tinctorious L.) oil cake augments the proliferation of normal human and mouse fibroblasts in synergy with basic fibroblast growth factor ($\beta$FGF) of epidermal growth factor (EGF). J. Biochem. 125: 910-915 (1999)
  16. Roh JS, Han JY, Kim JH, Hwang JK. Inhibitory effects of active compounds isolated from safflower (Carthamus tinctorius L.) seeds for melanogenesis. Biol. Pharm. Bull. 27: 1976-1978 (2004)
  17. Kim JH, Kwak DY, Choi MS, Moon KD. Comparison of the chemical compositions of Korean and Chinese safflower (Carthamus tinctorius L.) seed. Korean J. Food Sci. Technol. 31: 912-918 (1999)
  18. Kwon YJ, Rhee SJ, Chu JW, Choi SW. Comparison of radical scavenging activity of extracts of mulberry juice and cake prepared from mulberry (Morus spp.) fruit. J. Food Sci. Nutr. 10: 111-117 (2005)
  19. Palter R, Lundin RE, Haddon WF. A cathartic lignan glycoside isolated from Carthamus tinctorus. Phytochemistry 11: 2871-2874 (1972)
  20. Sakamura A, Terayama Y, Kawakatsu S, Ichihara A, Saito H. Conjugated serotonins and phenolic constituents in safflower seed (Carthamus tinctorious L.). Agr. Biol. Chem. Tokyo 44: 2951-2954 (1980)
  21. Lee JY, Chang EJ, Kim HJ, Park JH, Choi SW. Antioxidative flavonoids from leaves of Cathamus tinctorius. Arch. Pharm. Res. 25: 313-319 (2002)
  22. Rahman MMA, Dewick PM, Jackson DE, Lucas JA. Lignans of Forsythia intermedia. Phytochemistry 29: 1971-1980 (1990)
  23. Blois MS. Antioxidant determination by the use of stable free radical. Nature 4617: 1198-1200 (1958)
  24. Chen JH, Ho CT. Antioxidant activities of caffeic acid and its related hydroxycinnamic acid compounds. J. Agr. Food Chem. 45: 2374-2378 (1997)
  25. Cos P, Ying L, Calomme M, Hu JP, Cimanga K, Poel BV, Pieters L, Vlietinck AJ, Berghe DV. Structure-activity relationship and classification of flavonoids as inhibitors of xanthine oxidase and superoxide scavengers. J. Nat. Prod. 61: 71-76 (1998)
  26. Haraguchi H. Antioxidative plant constituents. Chapter 9, pp. 339-377. In: Bioactive Compounds from Natural Sources. Tringali C (ed). Taylor & Francis, London, UK (2001)
  27. Chimi H, Cillard J, Cillard P, Rahmani M. Peroxyl and hydroxyl radical scavenging activity of some natural phenolic antioxidants. J. Am. Oil Chem. Soc. 68: 307-312 (1991)
  28. Husain SR, Cillard J, Cillard P. Hydroxyl radical scavenging activity of flavonoids. Phytochemistry 26: 2489-2491 (1987)
  29. Puppo A. Effect of flavonoids on hydroxyl radical formation by fenton-type reactions; Influence of the iron chelator. Phytochemisty 31: 85-88 (1991)
  30. Naczk M, Shahidi F. Phenolic compounds in plant foods: Chemistry and health benefits. Nutraceuticals Food 8: 200-218 (2003)