110466-07-4Relevant academic research and scientific papers
Calix[4]arene methylenebisphosphonic acids as calf intestine alkaline phosphatase inhibitors
Vovk, Andriy I.,Kalchenko, Vitaly I.,Cherenok, Sergey A.,Kukhar, Valery P.,Muzychka, Oxana V.,Lozynsky, Myron O.
, p. 3162 - 3166 (2004)
Calix[4]arenes bearing one or two methylenebisphosphonic acid fragments were prepared via addition of diethylphosphite to the parent calix[4]arene aldehydes. The resulting compounds displayed stronger inhibition of calf intestine alkaline phosphatase than simple methylenebisphosphonic or 4-hydroxyphenyl methylenebisphosphonic acids. The action of these phosphorylated calix[4]arenes is concordant with partial mixed-type inhibition. The inhibition constants Ki and Ki′ for the calix[4]arene bis(methylenebisphosphonic) acid in Tris-HCl buffer at pH 9 are 0.38 μM and 2.8 μM respectively. The replacement of the phosphoric acid moieties on the macrocycle with diethylphosphonates results in a sharp decrease of its inhibitory action. Preorganizing phosphonic acid fragments using a calixarene platform therefore provides a promising approach for the design of efficient alkaline phosphatase inhibitors.
α-SUBSTITUIERTE PHOSPHONATE 54. SYNTHESE VON 4-HYDROXYPHENYLMETHAN-BISPHOSPHONSAEURE
Gross, Hans,Ozegowski, Sigrid
, p. 1 - 5 (2007/10/02)
3,5-Di-tert-butyl-4-hydroxyphenylmethane phosphonic acid diethylester (5) and NBS gave the benzylbrominated phosphonate (6), which could be converted with triethylphosphite into the bisphosphonate (4) in high yields.The bisphosphonate (4) with trimethylsi
