Grape polyphenol resveratrol and the related molecule 4-hydroxystilbene induce growth inhibition, apoptosis, S-phase arrest, and upregulation of cyclins A, E, and B1 in human SK-Mel-28 melanoma cells

Journal of Agricultural and Food Chemistry

Volumn 51, Issue 16, 2003, Pages 4576-4584

  Larrosa, Mar ^a   Tomás Barberán, Francisco A ^a   Espín, Juan Carlos ^a  

^a RESEARCH GROUP ON QUALITY   (Spain)

Author keywords

4 hydroxystilbene; Apoptosis; Cancer; Cell cycle; Cyclin; Flow cytometry; Grape polyphenol; Melanoma; Resveratrol; SK Mel 28; Stilbene; Stilbenemethanol

Indexed keywords

4 HYDROXYSTILBENE; 4 STILBENEMETHANOL; CYCLIN A; CYCLIN B1; CYCLIN E; PICEATANNOL; POLYPHENOL DERIVATIVE; RESVERATROL; STILBENE DERIVATIVE; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; APOPTOSIS; ARTICLE; CANCER CELL CULTURE; CANCER GROWTH; CANCER INHIBITION; CELL CYCLE G0 PHASE; CELL CYCLE G1 PHASE; CELL CYCLE S PHASE; CONCENTRATION RESPONSE; CONTROLLED STUDY; CYTOTOXICITY; DRUG EFFECT; DRUG POTENCY; DRUG STRUCTURE; FLOW CYTOMETRY; GRAPE; GROWTH INHIBITION; HUMAN; HUMAN CELL; MELANOMA CELL; METHODOLOGY; PROTEIN EXPRESSION; UPREGULATION;

APOPTOSIS; CELL CYCLE; CELL DIVISION; CYCLIN A; CYCLIN B; CYCLIN E; CYCLINS; FRUIT; HUMANS; MELANOMA; S PHASE; STILBENES; TUMOR CELLS, CULTURED; VITIS;

ANIMALIA; VITIS SP.;

EID: 0041802931     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf030073c     Document Type: Article

References (35)

1. Hall, H. I.; Miller, D. R.; Rogers, J. D.; Bewerse, B. Update on the incidence and mortality from melanoma in the United States. J. Am. Acad. Dermatol. 1999, 40, 25-42.
2. Gilchrest, B. A.; Eller, M. S.; Geller, A. C.; Yaar, M. The pathogenesis of melanoma induced by ultraviolet radiation. New Engl. J. Med. 1999, 340, 1341-1348.
3. Bastuji-Garin, S.; Diepgen, T. L. Cutaneous malignant melanoma, sun exposure, and sunscreen use: epidemiological evidence. Br. J. Dermatol. 2002, 146, 24-30.
4. Gusman, J.; Malonne, H.; Atassi, G. A reappraisal of the potential chemopreventive and chemotherapeutic properties of resveratrol. Carcinogenesis 2001, 22, 1111-1117.
5. Olas, B.; Wachowicz, B. Resveratrol and vitamin C as antioxidants in blood platelets. Thromb. Res. 2002, 15, 143-148.
6. Bertelli, A. A.; Giovannini, L.; Giannessi, D.; Migliori, M.; Bernini, W.; Fregoni, M.; Bertelli, A. Antiplatelet activity of synthetic and natural resveratrol in red wine. Int. J. Tissue React. 1995, 17, 1-3.
7. Martínez, J.; Moreno, J. J. Effect of resveratrol, a natural polyphenolic compound, on reactive oxygen species and prostagladin production. Biochem. Pharmacol. 2000, 59, 865-870.
8. Gehm, B. D.; McAndrews, J. M.; Chien, P. Y.; Jamesson, J. L. Resveratrol, a polyphenolic compound found in grapes and wine, is an agonist for the estrogen receptor. Proc. Natl. Acad. Sci. U.S.A. 1997, 94, 14138-14143.
9. Hung, L. M.; Chen, J. K.; Huang, S. S.; Lee, R. S.; Su, M. J. Cardioprotective effect of resveratrol, a natural antioxidant derived from grapes. Cardiovasc. Res. 2000, 47, 549-555.
10. Schneider, Y.; Vincent, F.; Duranton, B.; Badolo, L; Gossé, F.; Bergmann, C.; Seiler, N.; Raul, F. Anti-proliferative effect of resveratrol, a natural component of grapes and wine, on human colonic cancer cells. Cancer Lett. 2000, 158, 85-91.
11. Park, J. W.; Choi, Y. J.; Jang, M. A.; Lee, Y. S.; Jun, D. Y.; Suh, S. I.; Baek, W. K.; Suh, M. H.; Jin, I. N.; Kwon, T. K. Chemopreventive agent resveratrol, a natural product derived from grapes, reversibly inhibits progression through S and G2 phases of the cell cycle in U937 cells. Cancer Lett. 2001, 163, 43-49.
12. Wolter, F.; Akoglu, B.; Clausnitzer, A.; Stein, J. Downregulation of the cyclin D1/Cdk4 complex occurs during resveratrol-induced cell cycle arrest in colon cancer cell lines. J. Nutr. 2001, 131, 2197-2203.
13. Nakagawa, H.; Kiyozuka, Y.; Uemura, Y.; Senzaki, H.; Shikata, N.; Hioki, K.; Tsubura, A. Resveratrol inhibits human breast cancer cell growth and may mitigate the effect of linoleic acid, a potent breast cancer cell stimulator. J. Cancer Res. Clin. Oncol. 2001, 127, 258-264.
14. Joe, A. K.; Liu, H.; Suzui, M.; Vural, M. E.; Xiao, D.; Weinstein, I. B. Resveratrol induces growth inhibition, S-phase arrest, apoptosis, and changes in biomarker expression in several human cancer cell lines. Clin. Cancer Res. 2002, 8, 893-903.
15. Della Ragione, F.; Cucciolla, V.; Borriello, A.; Della Pietra, V.; Racioppi, L.; Soldati, G.; Manna, C.; Galletti, P.; Zappia, V. Resveratrol arrests the cell division cycle at S/G2 phase transition. Biochem. Biophys. Res. Commun. 1998, 250, 53-58.
16. Clement, M. V.; Hirpara, J. L.; Chawdhury, S. H.; Pervaiz, S. Chemopreventive agent resveratrol, a natural product derived from grapes triggers CD95 signaling-dependent apoptosis in human tumor cells. Blood 1998, 92, 996-1002.
17. Bernhard, D.; Tinhofer, I.; Tonko, M.; Hübl, H.; Ausserlechner, M. J.; Grell, R.; Kofler, R.; Csordas, A. Resveratrol causes arrest in the S-phase prior to Fas-independent apoptosis in CEM-C7H2 acute leukaemia cells. Cell Death Differ. 2000, 7, 834-842.
18. Maccarrone, M.; Lorenzon, T.; Guerrieri, P.; Agro, A. F. Resveratrol prevents apoptosis in K562 cells by inhibiting lipoxigenase and cyclooxygenase activity. Eur. J. Biochem. 1999, 265, 27-34.
19. Cantos, E.; Espín, J. C.; Tomás-Barberán, F. A. Postharvest induction modeling method using UV irradiation pulses for obtaining resveratrol-enrichment table grapes: a new "functional" fruit?. J. Agric. Food Chem. 2001, 49, 5052-5058.
20. Cantos, E.; Espín, J. C.; Tomás-Barberán, F. A. Postharvest Stilbene-Enrichment of Red and White Table Grape Varieties Using UV-C Irradiation Pulses. J. Agric. Food Chem. 2002, 50, 6322-6329.
21. Bertelli, A.; Bertelli, A. A.; Gozzini, A.; Giovanni, L. Plasma and tissue resveratrol concentrations and pharmacological activity. Drugs Exp. Clin. Res. 1998, 24, 133-138.
22. Maxwell, S.; Cruickshank, A.; Thorpe, G. Red wine and antioxidant activity in serum. Lancet 1994, 344, 193-194.
23. Caltagirone, S.; Rossi, C.; Poggi, A.; Ranelletti, F. O.; Natali, P. G.; Brunetti, M.; Aiello, F. B.; Piantelli, M. Flavonoids apigenin and quercetin inhibit melanoma growth and metastatic potential. Int. J. Cancer 2000, 87, 595-600.
24. Asensi, M.; Medina, I.; Ortega, A.; Carretero, J.; Baño, M. C.; Obrador, E.; Estrela, J. Inhibition of cancer growth by resveratrol is related to its low bioavailability. Free Radical Biol. Med. 2002, 33, 387-398.
25. Fuggeta, M. P. Antitumor effect of resveratrol on human cell lines. Tumor Biol. 2002, 23S, 70.
26. 1 cell cycle arrest in murine melanoma in vitro and in vivo. Nutr. Cancer 1997, 29, 104-113.
27. Veierod, M. B.; Thelle, D. S.; Laake, P. Diet and risk of cutaneous malignant melanoma: a prospective study of 50 757 Norwegian men and women. Int. J. Cancer 1997, 71, 600-604.
28. Gong, J.; Bathia, U.; Traganos, F.; Darzynkiewicz, Z. Expression of cyclins A, D2 and D3 in individual normal mitogen stimulated lymphocytes and in MOLT-4 leukemic cells analyzed by multiparameter flow cytometry. Leukemia 1995, 9, 893-899.
29. Bruggisser, R.; von Daekiken, K.; Jundt, G.; Schaffner, W.; Tullberg-Reiner, H. Interference of plant extracts, phytoestrogens and antioxidants with the MTT tetrazolium assay. Planta Med. 2002, 68, 445-448.
30. Stivala, L. A.; Savio, M.; Carafoli, F.; Perusca, P.; Bianchi, L.; Maga, G.; Forti, L.; Pagnoni, U. M.; Albini, A.; Prosperi, E.; Vannini, V. Specific structural determinants are responsible for the antioxidant activity and cell cycle effects of resveratrol. J. Biol. Chem. 2001, 276, 22586-22594.
31. Salucci, M.; Stivala, L. A.; Maiani, G.; Bugianesi, R.; Vannini, V. Flavonoids uptake and their effect on cell cycle of human colon adenocarcinoma cells (Caco2). Br. J. Cancer 2002, 86, 1645-1651.
32. 1-phase arrest of cell cycle and induction of apoptosis in human epidermoid carcinoma A431 cells. Clin. Cancer Res. 2001, 7, 14666-14673.
33. Atten, M. J.; Attar, B. M.; Milson, R.; Holian, O. Resveratrol-induced inactivation of human gastric adenocarcinoma cells through a protein kinase C-mediated mechanism. Biochem. Pharmacol. 2001, 62, 1423-1432.
34. Le, N. T. V.; Richardson, D. R. The role of iron in cell cycle progression and the proliferation of neoplastic cells. Biochim. Biophys. Acta 2002, 1603, 31-46.
35. Morris, G. Z.; Williams, R. L.; Elliott, M. S.; Beebe, S. J. Resveratrol induces apoptosis in LNCaP cells and requires hydroxyl groups to decrease viability in LNCaP and DU 145 cells. Prostate 2002, 52, 319-329.