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Literature DB >> 12052172

Bisphosphonate prodrugs.

Abstract

Bisphosphonates (BP) are pyrophosphate analogs having a P-C-P backbone. The oral bioavailability of BPs is ca. 1%, due to high ionisation at physiological pH. Using the prodrug approach, oral absorption can be increased by masking one or more ionizable groups (clodronate, etidronate), or using a targeting carrier system (alendronate, pamitronate).

Entities: Chemical Disease

Mesh：

Substances：

Year: 2002 PMID： 12052172 DOI： 10.2174/0929867023369998

Source DB: PubMed Journal: Curr Med Chem ISSN： 0929-8673 Impact factor: 4.530

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Cited

10 in total

1. Structural requirements for bisphosphonate binding on hydroxyapatite: NMR study of bisphosphonate partial esters.

Authors: Elina Puljula; Petri Turhanen; Jouko Vepsäläinen; Maelle Monteil; Marc Lecouvey; Janne Weisell
Journal: ACS Med Chem Lett Date: 2015-02-21 Impact factor: 4.345

2. Bisphosphonamidate clodronate prodrug exhibits potent anticancer activity in non-small-cell lung cancer cells.

Authors: Marie R Webster; Ming Zhao; Michelle A Rudek; Christine L Hann; Caren L Freel Meyers
Journal: J Med Chem Date: 2011-09-09 Impact factor: 7.446

Review 3. Prodrugs of pyrophosphates and bisphosphonates: disguising phosphorus oxyanions.

Authors: Emma S Rudge; Alex H Y Chan; Finian J Leeper
Journal: RSC Med Chem Date: 2022-03-01

4. Methyl [hydr-oxy(phen-yl)phosphono-meth-yl]phospho-nate methanol solvate.

Authors: Nathalie Dupont; Pascal Retailleau; Evelyne Migianu-Griffoni; Carole Barbey
Journal: Acta Crystallogr Sect E Struct Rep Online Date: 2008-09-06

5. SYNTHESIS OF SYMMETRICAL METHYLENEBIS(ALKYL HYDROGEN PHOSPHONATES) BY SELECTIVE CLEAVAGE OF METHYLENEBIS(DIALKYL PHOSPHONATES) WITH MORPHOLINE.

Authors: Gantla Vidyasagar Reddy; Hollie K Jacobs; Aravamudan S Gopalan; Richard E Barrans; Mark L Dietz; Dominique C Stepinski; Albert W Herlinger
Journal: Synth Commun Date: 2011-10-18 Impact factor: 2.007

6. Design, Synthesis, Pharmacokinetics, and Biodistribution of a Series of Bone-Targeting EP4 Receptor Agonist Prodrugs for Treatment of Osteoporosis and Other Bone Conditions.

Authors: Marion Thévenin; Gang Chen; Srinivas Kantham; Chunxiang Sun; Michael Glogauer; Robert N Young
Journal: ACS Pharmacol Transl Sci Date: 2021-03-10

Bisphosphonate prodrugs.

1. Structural requirements for bisphosphonate binding on hydroxyapatite: NMR study of bisphosphonate partial esters.

2. Bisphosphonamidate clodronate prodrug exhibits potent anticancer activity in non-small-cell lung cancer cells.

Review 3. Prodrugs of pyrophosphates and bisphosphonates: disguising phosphorus oxyanions.

4. Methyl [hydr-oxy(phen-yl)phosphono-meth-yl]phospho-nate methanol solvate.

5. SYNTHESIS OF SYMMETRICAL METHYLENEBIS(ALKYL HYDROGEN PHOSPHONATES) BY SELECTIVE CLEAVAGE OF METHYLENEBIS(DIALKYL PHOSPHONATES) WITH MORPHOLINE.

6. Design, Synthesis, Pharmacokinetics, and Biodistribution of a Series of Bone-Targeting EP4 Receptor Agonist Prodrugs for Treatment of Osteoporosis and Other Bone Conditions.

7. Drug-Eluting Biodegradable Implants for the Sustained Release of Bisphosphonates.

8. Preparation of mixed trialkyl alkylcarbonate derivatives of etidronic acid via an unusual route.

9. Synthesis of novel (1-alkanoyloxy-4-alkanoylaminobutylidene)-1,1-bisphosphonic acid derivatives.

10. Unexpected degradation of the bisphosphonate P-C-P bridge under mild conditions.