Synthesis and evaluation of [123I] labeled iodovinyl amino acids syn-, anti-1-amino-3-[2-iodoethenyl]-cyclobutane-1-carboxylic acid, and 1-amino-3-iodomethylene-cyclobutane-1-carboxylic acid as potential SPECT brain tumor imaging agents.
syn- and anti-1-amino-3-[2-iodoethenyl]-cyclobutane-1-carboxylic acid (syn-, anti-IVACBC 16, 17) and their analogue 1-amino-3-iodomethylene-cyclobutane-1-carboxylic acid (gem-IVACBC 18) were synthesized and radioiodoinated with [(123)I] in 34-43% delay-corrected yield. All these amino acids entered 9L gliosarcoma cells primarily via L-type transport in vitro with high uptake of 8-10% ID/1 x 10(6) cells. Biodistribution studies of [(123)I]16, 17 and 18 in rats with 9L gliosarcoma brain tumors demonstrated high tumor to brain ratios (4.7-7.3:1 at 60 min post-injection). In this model, syn-, anti-, and gem-[(123)I]IVACBC are promising radiotracers for SPECT brain tumor imaging.
Yu
Weiping
W
Department of Radiology, Emory University, School of Medicine, Atlanta, GA 30322, USA.
Williams
Larry
L
Malveaux
Eugene
E
Camp
Vernon M
VM
Olson
Jeffrey J
JJ
Goodman
Mark M
MM
D000818:Animals; D001921:Brain / Q000000981:diagnostic imaging / Q000378:metabolism; D001932:Brain Neoplasms / Q000000981:diagnostic imaging* / Q000378:metabolism; D002264:Carboxylic Acids / Q000138:chemical synthesis* / Q000493:pharmacokinetics; D003503:Cyclobutanes / Q000138:chemical synthesis* / Q000493:pharmacokinetics; D018316:Gliosarcoma / Q000000981:diagnostic imaging* / Q000378:metabolism; D007457:Iodine Radioisotopes / Q000737:chemistry* / Q000493:pharmacokinetics; D019275:Radiopharmaceuticals / Q000138:chemical synthesis* / Q000493:pharmacokinetics; D051381:Rats; D011916:Rats, Inbred F344; D013237:Stereoisomerism; D014018:Tissue Distribution; D015899:Tomography, Emission-Computed, Single-Photon / Q000379:methods
C528680:1-amino-3-(2-iodoethenyl)cyclobutane-1-carboxylic acid; C528681:1-amino-3-iodomethylene-cyclobutane-1-carboxylic acid; D002264:Carboxylic Acids; D003503:Cyclobutanes; D007457:Iodine Radioisotopes; D019275:Radiopharmaceuticals