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

Journal Article (Journal Article)

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

Full Text

Duke Authors

Cited Authors

  • Spielvogel, BF; Sood, A; Shaw, BR; Hall, IH

Published Date

  • January 1, 1991

Published In

Volume / Issue

  • 63 / 3

Start / End Page

  • 415 - 418

Electronic International Standard Serial Number (EISSN)

  • 1365-3075

International Standard Serial Number (ISSN)

  • 0033-4545

Digital Object Identifier (DOI)

  • 10.1351/pac199163030415

Citation Source

  • Scopus