3-O-Phosphate ester conjugates of 17-β-O-{1-[2-carboxy-(2-hydroxy-4- methoxy-3-carboxamido)anilido]ethyl}1,3,5(10)-estratriene as novel bone-targeting agents

Shama Nasim, Ashish P. Vartak, William M. Pierce, K. Grant Taylor, Ned Smith, Peter A. Crooks

Research output: Contribution to journalArticlepeer-review

8 Scopus citations

Abstract

A series of 3-O-phosphorylated analogs (4-10) of a novel bone-targeting estradiol analog (3) were synthesized after a thorough study of the reaction of 3 with a selection of phosphoryl chlorides under a variety of reaction conditions. Evaluation of these novel phosphate analogs for affinity for hydroxyapatite revealed that they bind with equal or higher affinity when compared to the bone tissue accumulator, tetracycline.

Original languageEnglish (US)
Pages (from-to)7450-7453
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume20
Issue number24
DOIs
StatePublished - Dec 15 2010

Keywords

  • Bone-targeting agents
  • Hydroxyapatite binding
  • Osteoporosis
  • Phosphate esters

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