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6-deoxy-6-bromo-ascorbic acid inhibits growth of mouse melanoma cells

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Research in Experimental Medicine

Summary

The influence of 6-deoxy-6-bromo-ascorbic acid (6-Br-AA) and ascorbic acid (AA) on the growth of mouse melanoma cell line b16, mouse fibroblasts (L929), and human cervical carcinoma HeLa cells was examined by in vitro experiments. 6-Br-AA was added in concentrations 10−1 to 10−8 M and for incubation periods of 2, 18, 24 and 72h. The present results indicate that 6-Br-AA exhibits a highly pronounced inhibiting effect on growth and DNA synthesis of melanoma cells. Inhibitory effect of 6-Br-AA was confirmed by the in vivo experiments. The tumor-suppressing effect on solid melanoma B16 was attained with 9 mg per mouse given three times daily for 16 days. Our preliminary results indicate that 6-Br-AA could serve as a potential antitumor agent.

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References

  1. Banić S (1981) Vitamin C acts as a cocarcinogen to methyl-cholanthrene in guinea pigs. Cancer Lett 11:239–242

    Article  PubMed  Google Scholar 

  2. Benedict WF, Wheatley WL, Jones PA (1980) Inhibition of chemically induced morphological transformation and reversion of the transformed phenotype by ascorbic acid in CH310T1/2 cells. Cancer Res 40:2796–2801

    PubMed  CAS  Google Scholar 

  3. Benedict WF, Wheatley WL, Jones PA (1982) Differences in anchorage-dependent growth and tumorgenicities between transformed C3H10T1/2 cells with morphologies that are or are not reverted to a normal phenotype by ascorbic acid. Cancer Res 42:1041–1045

    PubMed  CAS  Google Scholar 

  4. Bram S, Froussard P, Guichard, M, Jasmin C, Augery Y, Sinoussi-Barre F, Wray W (1980) Vitamin C preferential toxicity for malignant melanoma cells. Nature 284:629–631

    Article  PubMed  CAS  Google Scholar 

  5. Cameron E, Pauling L, Leibowitz B (1979) Ascorbic acid and cancer: a review. Cancer Res 39:663–681

    PubMed  CAS  Google Scholar 

  6. Eckert-Maksić M, Bischof P, Maksić ZB (1986) Geometric and electronic structure of vitamin C radicals. A semiempiricals study. J Mol Struct Theochem 139:179–195

    Article  Google Scholar 

  7. Ecker-Maksić M, Bischof, P, Maksić ZB (1987) Theoretical studies of vitamin C and related systems. In: Maksić ZB (ed) Modelling of structure and properties of molecules. Ellis Horwood, Chichester, pp 315–329

    Google Scholar 

  8. Edgar J (1969) Is dehydroascorbic acid and inhibitor in the regulation of cell division in plants and animals? Experientia 25:1214–1215

    Article  PubMed  CAS  Google Scholar 

  9. Frei B, England L, Ames BN (1989) Ascorbate is an outstanding antioxidant in human blood plasma. Proc Natl Acad Sci USA 76:6377

    Article  Google Scholar 

  10. Gol-Winkler R, De Clerck Y, Gieler JE (1980) Ascorbic acid effect on methylcholanthrene-induced transformation in C3H10T1/2 clone 8 cells. Toxicology 17:237–239

    Article  PubMed  CAS  Google Scholar 

  11. Kiss K, Berg KP, Dirscherl A, Oberhansli WE, Arnold W (1980) Synthese und Eigenschaften von 6-Desoxy-6-Halogen-Derivaten der l-Acorbinsäure. Helv Chim Acta 63:1728–1739

    Article  CAS  Google Scholar 

  12. Meyskens FL JR, Prasad KN (eds) (1986) Vitamins and cancer, Humana Press, Clifton, NJ

    Google Scholar 

  13. Mirvish S (1981) In: Zedeck MS, Lipkin (eds) Inhibition of tumor induction and development. Plenum Press, New York, pp 101–126

    Google Scholar 

  14. Omura H, Tomita Y, Yasuhiko N, Murakami H (1974) Anti-tumor potential of some ascorbate derivatives. J Fac Agric Kyushu Univ 18:189–195

    Google Scholar 

  15. Pauling L (1986) How to live longer and feel better Freeman, New York

    Google Scholar 

  16. Pavelić K (1985) l-Ascorbic acid-induce DNA strand breaks and cross links in human neuroblastoma cells. Brain Res 342:369–373

    Article  PubMed  Google Scholar 

  17. Prasad KN, Nobles E, Sinha PK, Ramanujam M, Sakamoto A (1979) Sodium ascorbate potentiates the growth inhibitory effect of certain agents on neuroblastoma cells in culture. In: Hanck A, Ritzel G (eds) Vitamin C, recent advances and aspects in virus diseases, cancer and in lipid metabolism. Hans Huber, Bern, pp 155–166

    Google Scholar 

  18. Ramel C, Alekperov UK, Ames BN, Kada T, Wattenberg LW (1986) Inhibitors of mutagenesis and their relevance to carcinogenesis. Report by ICPEMC Expert Group on Anti-mutagens and Desmutagens. Mutat Res 168:47–65

    PubMed  CAS  Google Scholar 

  19. Rosin MP, Peterson AR, Stich HF (1980) The effect of ascorbate on 3-methylcholanthrene-induced cell transformation in C3H10T1/2 mouse-embryo fibroblast cell cultures. Mutat Res 72: 533–537

    PubMed  CAS  Google Scholar 

  20. Šušković BA (1985) A new method for the preparation of 6-deoxy-6-halogen ascorbic acid derivatives. Croat Chem Acta 58:231–237

    Google Scholar 

  21. Yamafuji K, Nakamura Y, Omura H, Soedi T, Gyotoku K (1971) Anti-tumor potency of ascorbic, dehydro-ascorbic or 2,3-diketogulonic acid and their action on deoxyribonucleic acid. Z Krebsforsch 76:1–7

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Ruder Bošković Institute, Bijenička c. 54, 41000, Zagreb, Yugoslavia

    M. Osmak, M. Eckert-Maksić, K. Pavelić, Z. B. Maksić, R. Spaventi, L. Beketić & I. Kovacek

  2. Faculty of Natural Sciences and Mathematics, University of Zageb, 41000, Zagreb, Yugoslavia

    Z. B. Maksić

  3. PLIVA Pharmaceutical Works, I.L. Ribara 89, 41000, Zagreb, Yugoslavia

    B. Šušković

Authors
  1. M. Osmak
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  2. M. Eckert-Maksić
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  3. K. Pavelić
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  4. Z. B. Maksić
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  5. R. Spaventi
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  6. L. Beketić
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  7. I. Kovacek
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  8. B. Šušković
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Osmak, M., Eckert-Maksić, M., Pavelić, K. et al. 6-deoxy-6-bromo-ascorbic acid inhibits growth of mouse melanoma cells. Res. Exp. Med. 190, 443–449 (1990). https://doi.org/10.1007/BF00000050

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  • DOI: https://doi.org/10.1007/BF00000050

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