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Synthesis of 5-phosphonate analogues of myo-inositol 1,4,5-trisphosphate: possible intracellular calcium antagonists

✍ Scribed by C.E. Dreef; W. Schiebler; G.A. van der Marel; J.H. van Boom

Publisher: Elsevier Science
Year: 1991
Tongue: French
Weight: 294 KB
Volume: 32
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)79454-8

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✦ Synopsis

The racemlc 5phosphonate analogues IV and V of myuinosltol 1,4,5trrsphosphate were readily accessible by btsphosphorylatlon of the common precursor 6, removal of the pmethoxybenzyl group, phosphonylabon and subsequent hydrogenolysls of the benzyl protectmg groups The methylphosphonate analogue IV acted as a calcium antagonist In permeablllzed human platelets, whereas the (difluoromethyl)phosphonate V exhibited only very little antagonlstlc acttvlty

It IS generally accepted now that hydrolysis of phosphatldylmosltol [4,5]blsphosphate by receptor mediated actlvatlon of phosphollpase C results in the formation of myo-inositol 1,4,5-trrsphosphate

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