Synthesis, Solution, and Structural Characterization of Tetrahydrofuranyl-2,2-Bisphosphonic Acid Disodium Salt

Synthesis, Solution, and Structural Characterization of Tetrahydrofuranyl-2,2-Bisphosphonic Acid Disodium Salt

Bisphosphonates are biologically relevant therapeutics for bone disorders and cancer. Reaction of γ-chlorobutyric acid, phosphorus acid, and phosphorus trichloride without the use of solvent gave the tetrahydrofuranyl-2,2-bisphosphonate sodium salt (Na2H2L). The Na2H2L was isolated, characterized in...

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Main Authors: Elena Maltezou, Marios Stylianou, Sudeshna Roy, Chryssoula Drouza, Anastasios D. Keramidas
Format: Article
Language:English
Published: Hindawi Limited 2010-01-01
Series:Bioinorganic Chemistry and Applications
Online Access:http://dx.doi.org/10.1155/2010/563875
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spelling doaj-f96608542aa04fdbb25729a546e7cb242020-11-24T23:34:34ZengHindawi LimitedBioinorganic Chemistry and Applications1565-36331687-479X2010-01-01201010.1155/2010/563875563875Synthesis, Solution, and Structural Characterization of Tetrahydrofuranyl-2,2-Bisphosphonic Acid Disodium SaltElena Maltezou0Marios Stylianou1Sudeshna Roy2Chryssoula Drouza3Anastasios D. Keramidas4Department of Chemistry, University of Cyprus, 1678 Nicosia, CyprusDepartment of Chemistry, University of Cyprus, 1678 Nicosia, CyprusDepartment of Chemistry, University of Cyprus, 1678 Nicosia, CyprusAgricultural Production and Biotechnology and Food Science, Cyprus University of Technology, 3036 Lemesos, CyprusDepartment of Chemistry, University of Cyprus, 1678 Nicosia, CyprusBisphosphonates are biologically relevant therapeutics for bone disorders and cancer. Reaction of γ-chlorobutyric acid, phosphorus acid, and phosphorus trichloride without the use of solvent gave the tetrahydrofuranyl-2,2-bisphosphonate sodium salt (Na2H2L). The Na2H2L was isolated, characterized in solution by H, C, and P NMR spectroscopy and in solid state by single X-Ray crystallography. The crystal structure showed that the Na2H2L forms in the crystal infinite two-dimensional sheets stacked one parallel to the other. A comparison of the chelating properties of H2L2− with similar hydroxyl bisphosphonate ligands shows that the strength of the Na–O(furanyl/hydroxyl) bond is directly related to the total charge of the ligand anion.http://dx.doi.org/10.1155/2010/563875
collection DOAJ
language English
format Article
sources DOAJ
author Elena Maltezou
Marios Stylianou
Sudeshna Roy
Chryssoula Drouza
Anastasios D. Keramidas
spellingShingle Elena Maltezou
Marios Stylianou
Sudeshna Roy
Chryssoula Drouza
Anastasios D. Keramidas
Synthesis, Solution, and Structural Characterization of Tetrahydrofuranyl-2,2-Bisphosphonic Acid Disodium Salt
Bioinorganic Chemistry and Applications
author_facet Elena Maltezou
Marios Stylianou
Sudeshna Roy
Chryssoula Drouza
Anastasios D. Keramidas
author_sort Elena Maltezou
title Synthesis, Solution, and Structural Characterization of Tetrahydrofuranyl-2,2-Bisphosphonic Acid Disodium Salt
title_short Synthesis, Solution, and Structural Characterization of Tetrahydrofuranyl-2,2-Bisphosphonic Acid Disodium Salt
title_full Synthesis, Solution, and Structural Characterization of Tetrahydrofuranyl-2,2-Bisphosphonic Acid Disodium Salt
title_fullStr Synthesis, Solution, and Structural Characterization of Tetrahydrofuranyl-2,2-Bisphosphonic Acid Disodium Salt
title_full_unstemmed Synthesis, Solution, and Structural Characterization of Tetrahydrofuranyl-2,2-Bisphosphonic Acid Disodium Salt
title_sort synthesis, solution, and structural characterization of tetrahydrofuranyl-2,2-bisphosphonic acid disodium salt
publisher Hindawi Limited
series Bioinorganic Chemistry and Applications
issn 1565-3633
1687-479X
publishDate 2010-01-01
description Bisphosphonates are biologically relevant therapeutics for bone disorders and cancer. Reaction of γ-chlorobutyric acid, phosphorus acid, and phosphorus trichloride without the use of solvent gave the tetrahydrofuranyl-2,2-bisphosphonate sodium salt (Na2H2L). The Na2H2L was isolated, characterized in solution by H, C, and P NMR spectroscopy and in solid state by single X-Ray crystallography. The crystal structure showed that the Na2H2L forms in the crystal infinite two-dimensional sheets stacked one parallel to the other. A comparison of the chelating properties of H2L2− with similar hydroxyl bisphosphonate ligands shows that the strength of the Na–O(furanyl/hydroxyl) bond is directly related to the total charge of the ligand anion.
url http://dx.doi.org/10.1155/2010/563875
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AT mariosstylianou synthesissolutionandstructuralcharacterizationoftetrahydrofuranyl22bisphosphonicaciddisodiumsalt
AT sudeshnaroy synthesissolutionandstructuralcharacterizationoftetrahydrofuranyl22bisphosphonicaciddisodiumsalt
AT chryssouladrouza synthesissolutionandstructuralcharacterizationoftetrahydrofuranyl22bisphosphonicaciddisodiumsalt
AT anastasiosdkeramidas synthesissolutionandstructuralcharacterizationoftetrahydrofuranyl22bisphosphonicaciddisodiumsalt
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