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Synthesis of novel progestin-rhenium conjugates as potential ligands for the progesterone receptor.

Abstract：

:To assist in the development of technetium-based radiopharmaceuticals that are useful for the diagnostic imaging of steroid receptor-positive breast tumors, we have synthesized a series of small-sized metal chelates according to 'n + 1' mixed-ligand, thioether-carbonyl and organometallic designs. In these preliminary investigations, rhenium was used as a model for the radioactive technetium. The metal chelates contain the rhenium metal in several oxidation states, being + 5, + 3, and + 1, and they were attached to 21-substituted progesterone derivatives. A competitive receptor-binding assay (rat uterine cytosol, 0 degrees C) was used to determine the binding affinity of these conjugates for the progesterone receptor. The highest affinity of 9% (RU5020 = 100%) was obtained with a '3 + 1' mixed-ligand complex, containing a NMe group as the central donor atom in the tridentate ligand part. This value reflects a relative binding affinity of 75% compared with the parent steroid progesterone.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Wüst F,Skaddan MB,Leibnitz P,Spies H,Katzenellenbogen JA,Johannsen B

doi

10.1016/s0968-0896(99)00119-4

subject

Has Abstract

pub_date

1999-09-01 00:00:00

pages

1827-35

issue

9

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(99)00119-4

journal_volume

7

pub_type

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