Syntheses of F-18 labeled fluoroalkyltyrosine derivatives and their biological evaluation in rat bearing 9L tumor.
We hereby report the synthesis of four fluorine-18 labeled tyrosine derivatives, 3-(2-[(18)F]fluoroethyl)tyrosine ([(18)F]1, [(18)F]ortho-FET), 3-(3-[(18)F]fluoropropyl)tyrosine ([(18)F]2, [(18)F]ortho-FPT) O-methyl-[3-(2-[(18)F]fluoroethyl)]tyrosine ([(18)F]3, [(18)F]MFET), and O-methyl-[3-(3-[(18)F]fluoropropyl)]tyrosine ([(18)F]4, [(18)F]MFPT). The fluorine-18 labeled tyrosine derivatives were prepared by the displacement reaction of the ethyl and propyl tosylates with K[(18)F]/K2.2.2 in acetonitrile under no-carrier-added (NCA) conditions, followed by hydrolysis with 4N HCl. The biological properties of labeled compounds were evaluated in rats bearing 9L tumor after an intravenous injection and PET image was obtained. The tumor/blood and tumor/brain ratios were 2.06, 2.92 for [(18)F]1, 2.25, 4.05 for [(18)F]2, 2.88, 1.90 for [(18)F]3, and 2.00, 2.60 for [(18)F]4 at 60 min post injection, respectively. The PET image showed localized accumulation of PET tracers in 9L glioma of the rat.
Moon
Byung Seok
BS
Laboratory of Radiopharmaceuticals, Korea Institute of Radiological and Medical Sciences, 215-4 Gongneungdong, Nowongu, Seoul 139-706, Republic of Korea.
Lee
Tae Sup
TS
Lee
Kyo Chul
KC
An
Gwang Il
GI
Cheon
Gi Jeong
GJ
Lim
Sang Moo
SM
Choi
Chang Woon
CW
Chi
Dae Yoon
DY
Chun
Kwon Soo
KS
D000818:Animals; D001932:Brain Neoplasms / Q000378:metabolism; D005462:Fluorine Radioisotopes / Q000737:chemistry*; D005910:Glioma / Q000378:metabolism; D019275:Radiopharmaceuticals / Q000138:chemical synthesis / Q000737:chemistry* / Q000493:pharmacokinetics*; D051381:Rats; D011916:Rats, Inbred F344; D016610:Tissue Embedding; D014443:Tyrosine / Q000031:analogs & derivatives*
D005462:Fluorine Radioisotopes; D019275:Radiopharmaceuticals; D014443:Tyrosine