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Chemical and Enzymatic Incorporation of Boron into DNA

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Advances in Neutron Capture Therapy

Abstract

Neutron capture events occurring in the cell nucleus associated with genetic material should be highly lethal.1,2 We and others have prepared a variety of boronated nucleic acid derivatives or DNA binding boronated ligands toward achieving this goal.3 Approaches we have used include synthesis of nucleosides with N-boronated bases4 and (oligo)nucleotides with boronation on the phosphodiester backbone.5 Previously, we reported that the radiolabeled [2-14C]2’-deoxycytidine-N3-cyanoborane was taken up much faster in leukemic Tmolt3 cells than in rapidly dividing non-tumorous human Bg-9 fibroblasts.6 Evidence was also reported for a greater percentage of binding or incorporation into the DNA and RNA of cancer cells than in non-cancer cells.

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References

  1. T. Kobayashi and K. Kanda, Analytical calculation of boron-10 dosage in cell nucleus for neutron capture therapy, Radiat. Res. 91:71 (1982).

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  2. D. Gabel, S. Foster, and R.G. Fairchild, The Monte-Carlo simulation of the biological effect of the 10B(nα)7Li reaction in cells and tissue and its implication for boron neutron capture therapy, Radiat. Res. 111:14 (1987).

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  4. A. Sood, B.R. Shaw, and B.F. Spielvogel, Boron containing nucleic acids: Synthesis of cyanoborane adducts of 2’-eoxynucleosides, J. Amer. Chem. Soc. 111:9234 (1989).

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  6. A. Sood, B.F. Spielvogel, B.R. Shaw, L.D. Carlton, B.S. Burnham, E.S. Hall, and I.H. Hall, The synthesis and antineoplastic activity of 2’ deoxynucleoside-cyanoboranes in murine and human culture cells, Anti Cancer Res. 12:335 (1992).

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  8. For a recent review, see S.T. Crooke, Therapeutic Applications of Oligonucleotides, Bio Technol. 10:882 (1992).

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© 1993 Springer Science+Business Media New York

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Spielvogel, B.F., Sood, A., Powell, W., Tomasz, J., Porter, K., Shaw, B.R. (1993). Chemical and Enzymatic Incorporation of Boron into DNA. In: Soloway, A.H., Barth, R.F., Carpenter, D.E. (eds) Advances in Neutron Capture Therapy. Springer, Boston, MA. https://doi.org/10.1007/978-1-4615-2978-1_80

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  • DOI: https://doi.org/10.1007/978-1-4615-2978-1_80

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4613-6296-8

  • Online ISBN: 978-1-4615-2978-1

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