Methylidynetrisphosphonates: Promising C-1 building block for the design of phosphate mimetics

作者：Romanenko Vadim D; Kukhar Valery P^*

来源：Beilstein Journal of Organic Chemistry, 2013, 9: 991-1001.

DOI：10.3762/bjoc.9.114

• biomimetic synthesis
• C-1 building blocks
• phosphorylation
• polyphosphonates
• synthetic methods

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 C-1 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.

• 出版日期2013-5-24