Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences, 02660 Kyiv, Ukraine. ; Tel: 38 044 5732525.
Beilstein J Org Chem. 2013 May 24;9:991-1001. doi: 10.3762/bjoc.9.114. Print 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.
亚甲基二膦酸盐是桥碳原子上带有三个膦酸根(PO3H2)基团的双膦酸盐的代表。与著名的亚甲基双膦酸盐(BPs)一样,它们具有 P-C-P 主链结构,是内源性代谢物无机焦磷酸盐(PPi)的化学稳定类似物。由于其与 PPi 的相似性和螯合金属离子的能力,1,1,1-三膦酸盐结构作为磷酸类似物设计的 C1 构建块具有很大的潜力。本综述的目的是对三膦酸盐化学的最新进展进行简明总结,特别强调这些化合物的合成、结构、反应和潜在的医学应用。