Methylidynetrisphosphonates: Promising C1 building block for the design of phosphate mimetics.

Beilstein J Org Chem

Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences, 02660 Kyiv, Ukraine. ; Tel: 38 044 5732525.

Published: June 2013

Methylidynetrisphosphonates are representatives of geminal polyphosphonates bearing three phosphonate (PO3H2) groups at the bridged carbon atom. Like well-known methylenebisphosphonates (BPs), they are characterized by a P-C-P backbone structure and are chemically stable mimetics of the endogenous metabolites, i.e., inorganic pyrophosphates (PPi). Because of its analogy to PPi and an ability to chelate metal ions, the 1,1,1-trisphosphonate structure is of great potential as a C1 building block for the design of phosphate mimetics. The purpose of this review is to present a concise summary of the state of the art in trisphosphonate chemistry with particular emphasis on the synthesis, structure, reactions, and potential medicinal applications of these compounds.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3678598PMC
http://dx.doi.org/10.3762/bjoc.9.114DOI Listing

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