Novel late-stage radiosynthesis of 5-[18F]-trifluoromethyl-1,2,4-oxadiazole (TFMO) containing molecules for PET imaging

Abstract Small molecules that contain the (TFMO) moiety were reported to specifically inhibit the class-IIa histone deacetylases (HDACs), an important target in cancer and the disorders of the central nervous system (CNS). However, radiolabeling methods to incorporate the [18F]fluoride into the TFMO...

Descripción completa

Guardado en:

Detalles Bibliográficos
Autores principales:	Nashaat Turkman, Daxing Liu, Isabella Pirola
Formato:	article
Lenguaje:	EN
Publicado:	Nature Portfolio 2021
Materias:	Medicine R Science Q
Acceso en línea:	https://doaj.org/article/116e1dae1af94700ab2521a3c43d920f
Etiquetas:	Agregar Etiqueta Sin Etiquetas, Sea el primero en etiquetar este registro!

id	oai:doaj.org-article:116e1dae1af94700ab2521a3c43d920f
record_format	dspace
spelling	oai:doaj.org-article:116e1dae1af94700ab2521a3c43d920f2021-12-02T15:53:01ZNovel late-stage radiosynthesis of 5-[18F]-trifluoromethyl-1,2,4-oxadiazole (TFMO) containing molecules for PET imaging10.1038/s41598-021-90069-x2045-2322https://doaj.org/article/116e1dae1af94700ab2521a3c43d920f2021-05-01T00:00:00Zhttps://doi.org/10.1038/s41598-021-90069-xhttps://doaj.org/toc/2045-2322Abstract Small molecules that contain the (TFMO) moiety were reported to specifically inhibit the class-IIa histone deacetylases (HDACs), an important target in cancer and the disorders of the central nervous system (CNS). However, radiolabeling methods to incorporate the [18F]fluoride into the TFMO moiety are lacking. Herein, we report a novel late-stage incorporation of [18F]fluoride into the TFMO moiety in a single radiochemical step. In this approach the bromodifluoromethyl-1,2,4-oxadiazole was converted into [18F]TFMO via no-carrier-added bromine-[18F]fluoride exchange in a single step, thus producing the PET tracers with acceptable radiochemical yield (3–5%), high radiochemical purity (> 98%) and moderate molar activity of 0.33–0.49 GBq/umol (8.9–13.4 mCi/umol). We validated the utility of the novel radiochemical design by the radiosynthesis of [18F]TMP195, which is a known TFMO containing potent inhibitor of class-IIa HDACs.Nashaat TurkmanDaxing LiuIsabella PirolaNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 11, Iss 1, Pp 1-10 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	Medicine R Science Q
spellingShingle	Medicine R Science Q Nashaat Turkman Daxing Liu Isabella Pirola Novel late-stage radiosynthesis of 5-[18F]-trifluoromethyl-1,2,4-oxadiazole (TFMO) containing molecules for PET imaging
description	Abstract Small molecules that contain the (TFMO) moiety were reported to specifically inhibit the class-IIa histone deacetylases (HDACs), an important target in cancer and the disorders of the central nervous system (CNS). However, radiolabeling methods to incorporate the [18F]fluoride into the TFMO moiety are lacking. Herein, we report a novel late-stage incorporation of [18F]fluoride into the TFMO moiety in a single radiochemical step. In this approach the bromodifluoromethyl-1,2,4-oxadiazole was converted into [18F]TFMO via no-carrier-added bromine-[18F]fluoride exchange in a single step, thus producing the PET tracers with acceptable radiochemical yield (3–5%), high radiochemical purity (> 98%) and moderate molar activity of 0.33–0.49 GBq/umol (8.9–13.4 mCi/umol). We validated the utility of the novel radiochemical design by the radiosynthesis of [18F]TMP195, which is a known TFMO containing potent inhibitor of class-IIa HDACs.
format	article
author	Nashaat Turkman Daxing Liu Isabella Pirola
author_facet	Nashaat Turkman Daxing Liu Isabella Pirola
author_sort	Nashaat Turkman
title	Novel late-stage radiosynthesis of 5-[18F]-trifluoromethyl-1,2,4-oxadiazole (TFMO) containing molecules for PET imaging
title_short	Novel late-stage radiosynthesis of 5-[18F]-trifluoromethyl-1,2,4-oxadiazole (TFMO) containing molecules for PET imaging
title_full	Novel late-stage radiosynthesis of 5-[18F]-trifluoromethyl-1,2,4-oxadiazole (TFMO) containing molecules for PET imaging
title_fullStr	Novel late-stage radiosynthesis of 5-[18F]-trifluoromethyl-1,2,4-oxadiazole (TFMO) containing molecules for PET imaging
title_full_unstemmed	Novel late-stage radiosynthesis of 5-[18F]-trifluoromethyl-1,2,4-oxadiazole (TFMO) containing molecules for PET imaging
title_sort	novel late-stage radiosynthesis of 5-[18f]-trifluoromethyl-1,2,4-oxadiazole (tfmo) containing molecules for pet imaging
publisher	Nature Portfolio
publishDate	2021
url	https://doaj.org/article/116e1dae1af94700ab2521a3c43d920f
work_keys_str_mv	AT nashaatturkman novellatestageradiosynthesisof518ftrifluoromethyl124oxadiazoletfmocontainingmoleculesforpetimaging AT daxingliu novellatestageradiosynthesisof518ftrifluoromethyl124oxadiazoletfmocontainingmoleculesforpetimaging AT isabellapirola novellatestageradiosynthesisof518ftrifluoromethyl124oxadiazoletfmocontainingmoleculesforpetimaging
_version_	1718385495160913920

Novel late-stage radiosynthesis of 5-[18F]-trifluoromethyl-1,2,4-oxadiazole (TFMO) containing molecules for PET imaging

Ejemplares similares