Synthesis of dendritic bisphosphonates as bone targeting ligands

Kazuma Shimoda, Takahiro Mitsuoka, Kenta Ueda, Hiroshi Suemune, Go Hirai, Mariko Aso

Research output: Contribution to journalArticle

Abstract

A dendritic bisphosphonate carrying three bisphosphonate (BP) units in close proximity was designed as a ligand to conjugate large therapeutic molecules for their bone selective delivery. The Bu 3 P-catalyzed conjugate addition of nitromethane to vinylidene bisphosphonate was effective to construct a quaternary carbon center carrying BP units. Owing to multivalent interactions, the dendritic bisphosphonate showed considerable affinity for the bone mineral hydroxyapatite even in the presence of a competitor, demonstrating potential as a bone targeting ligand.

Original languageEnglish
Pages (from-to)4528-4531
Number of pages4
JournalTetrahedron Letters
Volume59
Issue number51
DOIs
Publication statusPublished - Dec 19 2018

Fingerprint

Diphosphonates
Bone
Ligands
Bone and Bones
Durapatite
Minerals
Carbon
Molecules

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Synthesis of dendritic bisphosphonates as bone targeting ligands. / Shimoda, Kazuma; Mitsuoka, Takahiro; Ueda, Kenta; Suemune, Hiroshi; Hirai, Go; Aso, Mariko.

In: Tetrahedron Letters, Vol. 59, No. 51, 19.12.2018, p. 4528-4531.

Research output: Contribution to journalArticle

Shimoda, Kazuma ; Mitsuoka, Takahiro ; Ueda, Kenta ; Suemune, Hiroshi ; Hirai, Go ; Aso, Mariko. / Synthesis of dendritic bisphosphonates as bone targeting ligands. In: Tetrahedron Letters. 2018 ; Vol. 59, No. 51. pp. 4528-4531.
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