Ethane-1,1,2-trisphosphonic acid hemihydrate

International audienceEthane-1,1,2-tris­phosphonic acid crystallizes as a hemihydrate, C2H9O9P3·0.5H2O, in which the water O atom lies on an inversion centre in the space group P21/c. The acid com­ponent, which contains a short but noncentred O-H...O hydrogen bond, adopts a gauche conformation. The acid components are linked by an extensive series of O-H...O hydrogen bonds to form layers, which are linked into pairs by the water mol­ecule

Assembly of benzene-1,3,5-tris(methylenephosphonic acid) and guanidinium salt: Single crystal-X-ray characterisation and 31P, solid state NMR investigations

International audienceThe co-crystallisation of benzene-1,3,5-tris(methylenephosphonic acid) [C9H15O9P3] 1 with guanidinium chloride [CH6N3]Cl, yields compound 2 that possesses the following composition [CH6N3]3 [C9H13O9P3] [C9H14O9P3]. The crystal structure of this supramolecular material, which possesses six crystallographically inequivalent phosphorus atoms, is reported. The packing of this 3D-supramolecular arrangement reveals the presence of 33 hydrogen bonds engaging the couples phosphonic acid-guanidinium and phosphonic acid-phosphonic acid. Solid-State MAS NMR of the sensitive 31P nucleus in this supramolecular arrangement is used in order to develop alternative analytical method to get information on supra-molecular assemblies. 31P through-space single quantum – double quantum correlation experiments have been performed leading to two possible assignments of the 6 crystallographic P sites to the corresponding resonances in the 1D 31P MAS NMR spectrum

Anti-AIDS agents 88. Anti-HIV conjugates of betulin and betulinic acid with AZT prepared via click chemistry

In the present study, a new strategy to link AZT with betulin/betulinic acid (BA) by click chemistry was designed and achieved. This conjugation via a triazole linkage offers a new direction for modification of anti-HIV triterpenes. Click chemistry provides an easy and productive way for linking two molecules, even when one of them is a large natural product. Among the newly synthesized conjugates, compounds 15 and 16 showed potent anti-HIV activity with EC(50) values of 0.067 and 0.10 µM, respectively, which are comparable to that of AZT (EC(50): 0.10 µM) in the same assay