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Synthesis and biological evaluation of alpha-halogenated bisphosphonate and phosphonocarboxylate analogues of risedronate.

Abstract:

Alpha-halogenated analogues of the anti-resorptive bisphosphonate risedronate (5, Ris) and its phosphonocarboxylate cognate (7, 3-PEHPC) were synthesized and compared with 5, 7, and the corresponding desoxy analogues in bone mineral affinity and mevalonate pathway inhibition assays. The Ris (5e-h) and 3-PEHPC (7e-h) analogues had decreased bone mineral affinity, confirming that the alpha-OH group in 5 and 7 enhances bone affinity. The 5 alpha-halo-analogues potently inhibited farnesyl pyropho...

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Publication status:
Published

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Publisher copy:
10.1021/jm0702884

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Institution:
University of Oxford
Department:
Oxford, MSD, NDORMS
Role:
Author
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Journal:
Journal of medicinal chemistry
Volume:
50
Issue:
24
Pages:
5967-5975
Publication date:
2007-11-05
DOI:
EISSN:
1520-4804
ISSN:
0022-2623
URN:
uuid:614c8fca-0223-4157-95d6-c40937a79081
Source identifiers:
107760
Local pid:
pubs:107760

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