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From boron analogues of amino acids to boronated dna: Potential new pharmaceuticals and neutron capture agents

Publication ,  Journal Article
Spielvogel, BF; Sood, A; Shaw, BR; Hall, IH
Published in: Pure and Applied Chemistry
January 1, 1991

We have been extensively involved in the synthesis of isoelectronic and isostructural boron analogues of the a-amino acids. These have ranged from simple glycine analogues such as H3NBH2COOH and Me2NHBH2COOH to alanine analogues. A diverse variety of analogues, including precursors and derivatives (such as peptides) have expressed potent pharmacological activity, including anticancer, antiinflammatory, analgesic, and hypolipidemic activity in animal model studies and in vitro cell cultures. More recently we have been involved in boronated nucleosides and (oligo)nucleotides. Synthetic oligonucleotide analogues or “antisense”agents can interact with a complementary nucleic acid sequence thereby blocking the biological effect of the target sequence. Toward this goal, we have prepared nucleosides which have been boronated on the pyrimidine and purine bases.We have also established that an entirely new class of nucleic acid derivatives is feasible in which one of the non-bridging oxygens in the intemucleotide phosphodiester linkage can be replaced by an isoelectronic analogue, the borane group, (BH3). The boronated oligonucleotides can be viewed as hybrids of thenormal oxygen oligonucleotides and the methylphosphonate oligonucleotides. © 1991, IUPAC

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Published In

Pure and Applied Chemistry

DOI

EISSN

1365-3075

ISSN

0033-4545

Publication Date

January 1, 1991

Volume

63

Issue

3

Start / End Page

415 / 418

Related Subject Headings

  • General Chemistry
  • 34 Chemical sciences
  • 03 Chemical Sciences
 

Citation

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Spielvogel, B. F., Sood, A., Shaw, B. R., & Hall, I. H. (1991). From boron analogues of amino acids to boronated dna: Potential new pharmaceuticals and neutron capture agents. Pure and Applied Chemistry, 63(3), 415–418. https://doi.org/10.1351/pac199163030415
Spielvogel, B. F., A. Sood, B. R. Shaw, and I. H. Hall. “From boron analogues of amino acids to boronated dna: Potential new pharmaceuticals and neutron capture agents.” Pure and Applied Chemistry 63, no. 3 (January 1, 1991): 415–18. https://doi.org/10.1351/pac199163030415.
Spielvogel BF, Sood A, Shaw BR, Hall IH. From boron analogues of amino acids to boronated dna: Potential new pharmaceuticals and neutron capture agents. Pure and Applied Chemistry. 1991 Jan 1;63(3):415–8.
Spielvogel, B. F., et al. “From boron analogues of amino acids to boronated dna: Potential new pharmaceuticals and neutron capture agents.” Pure and Applied Chemistry, vol. 63, no. 3, Jan. 1991, pp. 415–18. Scopus, doi:10.1351/pac199163030415.
Spielvogel BF, Sood A, Shaw BR, Hall IH. From boron analogues of amino acids to boronated dna: Potential new pharmaceuticals and neutron capture agents. Pure and Applied Chemistry. 1991 Jan 1;63(3):415–418.
Journal cover image

Published In

Pure and Applied Chemistry

DOI

EISSN

1365-3075

ISSN

0033-4545

Publication Date

January 1, 1991

Volume

63

Issue

3

Start / End Page

415 / 418

Related Subject Headings

  • General Chemistry
  • 34 Chemical sciences
  • 03 Chemical Sciences