Synthesis and evaluation of a series of homologues of lobelane at the vesicular monoamine transporter-2.
Basic Information
ID: ALA1152171
Journal: Bioorg Med Chem Lett
Title: Synthesis and evaluation of a series of homologues of lobelane at the vesicular monoamine transporter-2.
Authors: Zheng G, Dwoskin LP, Deaciuc AG, Crooks PA.
Abstract: A series of lobelane homologues has been synthesized and evaluated for their [(3)H]DTBZ binding affinity at the vesicular monoamine transporter-2 (VMAT2). The structure-activity relationships (SAR) indicate that for retention of binding affinity at VMAT2, the lengths of the methylene linkers should be no shorter than one methylene unit at C-6 of the piperidine ring, and no shorter than two methylene units at C-2 of the piperidine ring. These results indicate that the intramolecular distances between the piperidine ring and two phenyl rings in lobelane analogues are an important criterion for retention of high affinity at VMAT2.
CiteXplore: 18976906
DOI: 10.1016/j.bmcl.2008.10.042
Patent ID: ┄