18F-Labelling of electron rich iodonium ylides: application to the radiosynthesis of potential 5-HT2A receptor PET ligands

TY - JOUR

T1 - 18F-Labelling of electron rich iodonium ylides

T2 - application to the radiosynthesis of potential 5-HT2A receptor PET ligands

AU - Petersen, I N

AU - Villadsen, J

AU - Hansen, H D

AU - Madsen, J

AU - Jensen, A A

AU - Gillings, N

AU - Lehel, Szabolcs

AU - Herth, M M

AU - Knudsen, G M

AU - Kristensen, J L

PY - 2017/4

Y1 - 2017/4

N2 - (18)F-Labelling of aromatic moieties was limited to electron deficient aromatic systems for many years but recent developments have provided access to the direct labelling of electron rich aromatic systems. Herein we report the synthesis and (18)F-labelling of iodonium ylide precursors in the pursuit of (18)F-labelled 5-HT2A receptor agonist PET-ligands. Subsequent evaluation in pigs showed high brain uptake of the PET ligands but a blocking dose of ketanserin did not significantly reduce the signal in relevant brain regions - indicating that the ligands do not interact specifically with the 5-HT2A receptor in vivo.

AB - (18)F-Labelling of aromatic moieties was limited to electron deficient aromatic systems for many years but recent developments have provided access to the direct labelling of electron rich aromatic systems. Herein we report the synthesis and (18)F-labelling of iodonium ylide precursors in the pursuit of (18)F-labelled 5-HT2A receptor agonist PET-ligands. Subsequent evaluation in pigs showed high brain uptake of the PET ligands but a blocking dose of ketanserin did not significantly reduce the signal in relevant brain regions - indicating that the ligands do not interact specifically with the 5-HT2A receptor in vivo.

KW - Journal Article

U2 - 10.1039/c7ob00628d

DO - 10.1039/c7ob00628d

M3 - Journal article

C2 - 28474719

SN - 1470-4358

VL - 15

SP - 4351

EP - 4358

JO - Journal of the Chemical Society, Perkin Transactions 1

JF - Journal of the Chemical Society, Perkin Transactions 1

ER -