Trifluoromethoxy-benzylated ligands improve amyloid detection in the brain using (19)F magnetic resonance imaging.
The chemical properties of probes that improve amyloid detection by non-invasive (19)F magnetic resonance imaging (MRI) are of interest. We synthesized benzoxazole compounds with trifluoromethoxy groups, and found that these compounds displayed sharp (19)F nuclear magnetic resonance (NMR) signals in an assay buffer. However, the intensities of the (19)F NMR signals were dramatically reduced in mouse brain lysates. Our results indicate that the inhibitory effect of brain tissue on the (19)F NMR signals from these probes can be attributed to the hydrophobicity of the tissue. These results highlight the importance of using hydrophilic (19)F-MRI agents to avoid the inhibitory effects of brain tissues on (19)F NMR signals.
Amatsubo
Tomone
T
Molecular Neuroscience Research Center, Shiga University of Medical Science, Setatsukinowa-cho, Otsu 520-2192, Japan.
Morikawa
Shigehiro
S
Inubushi
Toshio
T
Urushitani
Makoto
M
Taguchi
Hiroyasu
H
Shirai
Nobuaki
N
Hirao
Koichi
K
Kato
Masanari
M
Morino
Kyuya
K
Kimura
Hirohiko
H
Nakano
Ichiro
I
Yoshida
Chikako
C
Okada
Takashi
T
Sano
Mitsuo
M
Tooyama
Ikuo
I
D000544:Alzheimer Disease / Q000175:diagnosis* / Q000378:metabolism / Q000503:physiopathology; D000682:Amyloid / Q000032:analysis*; D000818:Animals; D001583:Benzoxazoles / Q000737:chemistry / Q000493:pharmacokinetics; D001812:Blood-Brain Barrier / Q000187:drug effects / Q000378:metabolism; D001921:Brain / Q000378:metabolism / Q000473:pathology* / Q000503:physiopathology; D017611:Fluorine Compounds / Q000737:chemistry / Q000493:pharmacokinetics; D008024:Ligands; D008279:Magnetic Resonance Imaging / Q000379:methods*; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D015394:Molecular Structure; D058225:Plaque, Amyloid / Q000378:metabolism / Q000473:pathology*
D000682:Amyloid; D001583:Benzoxazoles; D017611:Fluorine Compounds; D008024:Ligands