| 15018926 |
Betti L, Floridi M, Giannaccini G, Manetti F, Paparelli C, Strappaghetti G, Botta M: Design, synthesis, and alpha (1)-adrenoceptor binding properties of new arylpiperazine derivatives bearing a flavone nucleus as the terminal heterocyclic molecular portion. Bioorg Med Chem. 2004 Mar 15;12(6):1527-35.
Following our research project aimed at obtaining new compounds with high affinity and selectivity toward alpha (1)-adrenoceptors (AR), a new class of piperazine derivatives was designed, synthesized and biologically tested. The new compounds 1-13 are characterized by a flavone system linked, through an ethoxy or propoxy spacer, to a phenyl- or pyridazinone-piperazine moiety. Biological data showed an interesting profile for the phenylpiperazine subclass found to have a nanomolar affinity toward alpha (1)-AR, and less pronounced affinity for alpha (2)-AR and the 5-HT (1A) serotoninergic receptor. A discussion on the structure-activity relationship (SAR) of such compounds is also reported, on the basis of the flavone substitution pattern, length and functionalization of the spacer, and disruption of the phenylpiperazine system. |
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