Charge-Compensated Metallacarborane Building Blocks for Conjugation with Peptides.

Abstract

The cobalt bis(dicarbollide) complex [commo-3,3'-Co(1,2-C2 B9 H11 )2 ](-) has captured much attention in biochemical and medical contexts, in particular for the treatment of tumors by boron neutron capture therapy (BNCT). Derivatives of cobalt bis(dicarbollide) are commonly prepared through ring-opening reactions of cyclic oxonium ions, so the corresponding products are usually charged. Furthermore, attempts to incorporate cobalt bis(dicarbollide) into peptides are rare, despite obvious potential advantages. Here the synthesis of an imidazolium-based charge-compensated cobalt bis(dicarbollide) building block, which allows additional modifications with moieties of biochemical relevance, such as monosaccharides, is reported. Furthermore, conjugates of these building blocks with the Y1 -receptor-selective derivative of neuropeptide Y ([F(7) ,P(34) ]-NPY) retained excellent response to hY1 receptors found to be overexpressed in breast tumors and metastases.

• Authors: René Frank, Verena M Ahrens, Solveig Boehnke, Annette G Beck-Sickinger, Evamarie Hey-Hawkins
• Journal: Chembiochem : a European journal of chemical biology (Chembiochem) Vol. 17 Issue 4 Pg. 308-17 (Feb 15 2016) ISSN: 1439-7633 [Electronic] Germany
• PMID: 26662708 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Chemical References

• Boranes
• Coordination Complexes
• Neuropeptides
• Receptors, Neuropeptide Y
• neuropeptide Y-Y1 receptor
• Cobalt

Topics

• Amino Acid Sequence
• Boranes (chemical synthesis, chemistry, pharmacology)
• Boron Neutron Capture Therapy
• Cobalt (chemistry, pharmacology)
• Coordination Complexes (chemical synthesis, chemistry, pharmacology)
• HEK293 Cells
• Humans
• Models, Molecular
• Molecular Sequence Data
• Neoplasms (radiotherapy)
• Neuropeptides (chemical synthesis, chemistry, pharmacology)
• Receptors, Neuropeptide Y (metabolism)