First metal-containing histamine H3 receptor ligands.
Iron-containing ligands targeting the human histamine H(3) receptor (hH(3)R) were prepared. The compounds contain ferrocene sandwich complexes coupled via different linkers to a basic hH(3)R antagonist/inverse agonist pharmacophore. In a click chemistry approach, a triazole was successfully inserted as a new linking element. Two ferrocenylmethylamines and a ferrocenyltriazole were the most affine hH(3)R ligands within this series, showing receptor binding in the nano- and subnanomolar concentration range.
Sander
Kerstin
K
Johann Wolfgang Goethe University, Institute of Pharmaceutical Chemistry, Biocenter, Max-von-Laue-Strasse 9, 60438 Frankfurt am Main, Germany.
Kottke
Tim
T
Hoffend
Claas
C
Walter
Miriam
M
Weizel
Lilia
L
Camelin
Jean-Claude
JC
Ligneau
Xavier
X
Schneider
Erich H
EH
Seifert
Roland
R
Schwartz
Jean-Charles
JC
Stark
Holger
H
D005296:Ferrous Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006633:Histamine Antagonists / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D008024:Ligands; D000075163:Metallocenes; D015394:Molecular Structure; D018100:Receptors, Histamine H3 / Q000187:drug effects / Q000378:metabolism*; D014230:Triazoles / Q000737:chemistry
D005296:Ferrous Compounds; D006633:Histamine Antagonists; D008024:Ligands; D000075163:Metallocenes; D018100:Receptors, Histamine H3; D014230:Triazoles; C004998:ferrocene