DOI QR코드

DOI QR Code

Differential Effects of Resveratrol and its Oligomers Isolated from Seeds of Paeonia lactiflora (Peony) on Proliferation of MCF-7 and ROS 17/2.8 Cells

  • Kim, Hyo-Jin (Department of Food Science and Nutrition, Catholic University of Daegu) ;
  • Lee, Won-Jung (Department of Physiology, School of Medicine, Kyungpook National University) ;
  • Park, Yun-Hee (Department of Physiology, School of Medicine, Kyungpook National University) ;
  • Cho, Sung-Hee (Department of Food Science and Nutrition, Catholic University of Daegu) ;
  • Park, Sang-Won (Department of Food Science and Nutrition, Catholic University of Daegu)
  • Published : 2003.12.01

Abstract

A methanol extract from seeds of Paeonia lactiflora (Paeoniaceae, peony) was found to possess different antiproliferative activities against four different human cancer cell lines: Hela, MCF-7, HepG2 and HT-29. Furthermore, five different methanol (20, 40, 60, 80 and 100 % MeOH) fractions obtained by fractionation of the methanol extract of the seeds on a Diaion HP-20 column exhibited differential antiproliferative effects against the above four cancer cell lines. Among five fractions, the 60 % MeOH fraction showed relatively lower antiproliferative activity on MCF-7 estrogen-sensitive breast cancer cell than the other cancer cell lines. Systematic separation of 60% the MeOH fraction by silica gel and Sephadex LH-20 columns led to the isolation of four known stilbenes, trans-resveratrol (1), trans-(+)- $\varepsilon$ -viniferin (2), gnetin H (3) and suffruticosol B (4). The four stilbenes (1∼4) exerted differential biphasic effects on cell proliferation of MCF-7 cells in a similar manner as genistein, a soybean isoflavone used as a positive reference, in the concentration range from 1.0 to 200 $\mu$M. Three stilbenes (1 ∼ 3) weakly stimulated the proliferation of MCF -7 cells at doses below 10 JIM. However, strong antiproliferative effects on MCF-7 cell were exerted by extract 1 at a dose of 200 JIM, and by 2 and 3 at doses above 25 $\mu$M. In contrast, 4 inhibited the proliferation of MCF-7 cell at a dose below 25 $\mu$M, but stimulated cell proliferation at concentrations of 50 and 100 $\mu$M. All four stilbenes (1∼4) stimulated the proliferation of ROS 17/2.8 osteoblast-like cells in the range of 10$^{-10}$ ∼10$^{-1}$ $\mu$M. Compound 1 exhibited especially potent proliferative activity, although its activity was weaker than that of genistein. Additionally, three resveratrol oligomers (2∼4) also exhibited concentration-dependently moderate proliferative activity, but less than that of 1. These results suggest that resveratrol, and its dimer and trimers from the seeds of Paeonia lactiflora may act as a phytoestrogen, but in a somewhat different manner from that of genistein.

References

  1. J Endocrinol v.52 Sterolid and phytoestrogen binding to sheep utering receptors in vitro Shutt DA;Cox RJ https://doi.org/10.1677/joe.0.0520299
  2. Lancet v.II Excretion of the lignans enterolactone and enterodiol and of equol in omnivorous and vegetarian postmenopausal women and in women with breast cancer Adlercreutz H;Fotsis T;Heikkinen R;Dwyer JT;Woods M;Goldin BR;Gorach SL
  3. Nutr Res v.17 The effects of phytoestrogens on bone Anderson JJB;Garner SC https://doi.org/10.1016/S0271-5317(97)00156-5
  4. Baillieres Clin Endocrinol Metab v.24 Epidemiology of phytoestrogens Adlercreuz H
  5. J Agric Food Chem v.24 Antioxidative and antihemolytic activities of soybean isoflavones Naim M;Gestetner B;Bonid A;Birk Y https://doi.org/10.1021/jf60208a029
  6. Obstet Gynecol Clin North Am v.21 Compliance problems with hormone replacement therapy Stumpf PG;Trolice MP
  7. New Eng J Med v.332 The use of estrogens and progestins and the risk of breast cancer in postmenopausal women Colditz GA;Hankinson SE;Hunter DJ;Willett WC;Manson JE;Stampfer MJ;Hennekens C;Rosner B;Speizer FE https://doi.org/10.1056/NEJM199506153322401
  8. Physiol Plant Pathol v.9 The production of resveratorl by Vitis vinifera and other members of the Vitaceae as a response to infection or injury Langcake P;Pryce RJ https://doi.org/10.1016/0048-4059(76)90077-1
  9. J Agric Food Chem v.48 Isolation and identification of stilbenes in two varieties of Polygonum cuspidatum Vastano BC;Chen Y;Zhu N;Ho CT;Zhou Z;Rosen RT https://doi.org/10.1021/jf9909196
  10. Science v.275 Cancer chemopreventive activity of resveratrol, a natural poduct derived from grapes Jang M;Cai J;Udeani G;Slowing KV;Thomas CF;Beecher CWW;Fong HHS;Farnsworth NR;Kinghorn AD;Mehta RG;Moon RC;Pezzuto JM https://doi.org/10.1126/science.275.5297.218
  11. Life Sci v.66 Biological effects of resveratrol Fremont L https://doi.org/10.1016/S0024-3205(99)00410-5
  12. Proc Natl Acad Sci USA v.94 Resveratrol, a polyphenolic compound found in grapes and wine, is an agonist for the estogen receptor Gehm BD;McAndrews JM;Chien PY;Jameson JL https://doi.org/10.1073/pnas.94.25.14138
  13. Biochem Biophys Res Commun v.253 Resveratrol stimulates the proliferation and differentiation of osteoblastic MC3T3-El cells Mizutani K;Ikeda K;Kawai Y;Yamori Y https://doi.org/10.1006/bbrc.1998.9870
  14. Biochem Biophys Res Commun v.274 Resveratrol inhibits AGEs-induced proliferation and collagen synthesis activity in vascular smooth muscle cells from stroke prone spontaneously hypertensive rats Mizutain K;Ikeda K;Yamori Y https://doi.org/10.1006/bbrc.2000.3097
  15. J Nutr Sci Vitaminol v.46 Resveratrol attenuates ovariectomy-induced hypertension and bone loss in strok-prone spontaneoulsy hypertensive rats Mizutani K;Ikeda K;Kawai Y;Yamori Y https://doi.org/10.3177/jnsv.46.78
  16. Endocrinol v.140 Is resveratrol an estrogen agonist in growing rats Tutner R;Evans GL;Zhang M;Maran A;Sibonga JD https://doi.org/10.1210/en.140.1.50
  17. Phytochemistry v.32 Distribution of resveratrol oli gomers in plants Sotheeswaran S;Pasupathy V https://doi.org/10.1016/S0031-9422(00)95070-2
  18. Chem Pharm Bull v.48 Stilbenoids isolated from stem bark of Shorea hemsleyana Ito T;Tanaka T;Ido Y;Nakaya KI;Iinuma M;Riswan S
  19. Planta Med v.65 In vitro test systems for the evaluation of the estrogenic activity of natural products Diel P;Smolnikar K;Michna H https://doi.org/10.1055/s-1999-13980
  20. Chem Pharm Bull v.48 Medicinal foodstuffs. XVIII. Phytoestrogens from the aerial part of Petroselinum crispum Mill. (Parsley) and structures of 6"-acetylapiin and a new monoterpene glycoside, petroside Yoshikawa M;Uemura T;Shimoda H;Kishi A;Kawahara Y;Matsuda H https://doi.org/10.1248/cpb.48.1039
  21. Planato Med v.66 Isoflavonoids from Pueraria mirfica and their estrogenic activity Chansakaow S;Ishikawa T;Sekine K;Okada M;Higuchi Y;Kudo M;Chaichantipyuth C
  22. Calcif Tissue Int v.71 Bone-protecting effect of safflower seeds in ovariectomized rats Kim HJ;Bae YC;Park RW;Choi SW;Cho SH;Choi YS;Lee WJ https://doi.org/10.1007/s00223-001-1080-4
  23. Arch Pharm Res v.25 Cytotoxic and antimutagenic stilbenes from seeds of Paeonia lactilfora Kim HJ;Jang EJ;Bae SJ;Shim SM;Park HD;Rhee CH;Park JH;Choi SW https://doi.org/10.1007/BF02976629
  24. Cancer Res v.48 Evaluation of a soluble tetrazolium/formazan assay for cell growth and drug sensitivity in culture using human and other tumor cell lines Scudiero DA;Shoemaker RH;Paull KD;Monks A;Tierney S;Nofziger TH;Currens MJ;Seniff D;Boyd MR
  25. Phytochemistry v.30 A tetrastilbene from Carex pumila Kawabata J;Mishima M;Kurihara H;Mizutani J;Kobophenol B https://doi.org/10.1016/0031-9422(91)83744-6
  26. Int J Oncol v.12 Antiproliferative effect of synthetic resveratrol on human breast epithelial cells Mgbonyebi OP;Russo J;Russo IH
  27. J Cell Physiol v.179 Resveratrol, a natural product derived from grape, exhibits antiesrogenic activity and inhibits the growth of human breast cancer cells Lu R;Serrero G https://doi.org/10.1002/(SICI)1097-4652(199906)179:3<297::AID-JCP7>3.0.CO;2-P
  28. Tetrahedron v.55 Identification and ecdysteroid antagonist activity of three resveratrol trimers (Suffruticosols A, B and C)from Paeonia suffruticosa Sarker SD;Whiting P;Dinan L;Sik V;Rees HH https://doi.org/10.1016/S0040-4020(98)01049-7

Cited by

  1. Chemistry and Biology of Resveratrol-Derived Natural Products vol.115, pp.17, 2015, https://doi.org/10.1021/cr500689b