Journal
BIOORGANIC & MEDICINAL CHEMISTRY
Volume 16, Issue 17, Pages 8210-8217Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2008.07.033
Keywords
O-isouronium salts; Boc-protected isoureas; carbodiimide; alpha(2)-adrenoceptors; human brain tissue
Funding
- Science Foundation Ireland [SFI-RFP: CHE275]
- Consejeria de Educacion Cultura y Deporte de la Comunidad Autonoma de La Rioja
- Bizkaiko Foru Aldundia [7/12/EK/2005/65, DIPE 06/04]
- Basque Government [SAIOTEK: S-PE07UN13]
- Spanish Ministry of Health, Instituto de Salud Carlos III, (Ciber-SAM)
- Basque Government
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The synthesis of nine new mono- and bis-O-phenylisouronium compounds ( 2, 6b-10b and 12b-14b) and their Boc-protected isourea precursors (2a, 6a-10a and 12a-14a) is described. The carbodiimide 4, which was formed, had been suggested as the reactive intermediate species and driving force of the reaction. All final substrates were tested as potential alpha(2)-ARs ligands in human brain tissue by means of radioligand binding experiments and were compared to the potential antidepressant 1, as well as other related guanidine containing derivatives. (C) 2008 Elsevier Ltd. All rights reserved.
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