[摘要]：This Letter describes the synthesis of two regioisomers of a new class of vesamicol analogs as possible ligands for imaging the vesicular acetylcholine transporter in future PET studies. The two pyrrolovesamicols (+/-)-6a and (+/-)-6b were synthesized by nucleophilic ring opening reaction of a tetrahydroindole epoxide precursor with 4-phenylpiperidine. The reaction mechanism of the synthesis was studied by HPLC and the molecular structures were determined by X-ray structure analysis. Unexpected low binding affinities to VAChT (K-i = 312 +/- 73 nM for (+/-)-6a and K-i = 7320 +/- 1840 nM for (+/-)-6b) were determined by competitive binding analysis using a cell line stably transfected with ratVAChT and (+/-)-[H-3] vesamicol. (C) 2012 Elsevier Ltd. All rights reserved.
