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Synthesis and binding affinities of fluoroalkylated raloxifenes.

Abstract：

:Three fluoroalkylated derivatives (1-3) of the selective estrogen receptor modulator (SERM), raloxifene, have been synthesized. The key step in the synthesis is the C-C bond formation of benzo[b]thiophene and a substituted phenyl group (ring C) using a Stille reaction. The in vitro binding affinities of the substituted raloxifenes 1-3 are 45, 60, 89%, respectively, relative to the affinity of estradiol, which is higher than the affinity of raloxifene itself (25%). When labeled with the positron-emitting radionuclide, these compounds might be useful as PET imaging agents for estrogen receptor-positive breast tumors.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Lee KC,Moon BS,Lee JH,Chung KH,Katzenellenbogen JA,Chi DY

doi

10.1016/s0968-0896(03)00362-6

subject

Has Abstract

pub_date

2003-08-15 00:00:00

pages

3649-58

issue

17

eissn

0968-0896

issn

1464-3391

pii

S0968089603003626

journal_volume

11

pub_type

杂志文章

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