[Studies on porphyrin related compounds and tumor tissue affinities. I. Synthesis of a carrier for tumor imaging agent, bifunctional chelating agent coupled porphyrin (ATN-2)].
A carrier for a new tumor imaging agent, a bifunctional chelating agent (BCA)-coupled porphyrin (ATN-2), has been synthesized from protoporphyrin dimethyl ester in 4 steps. At first, the hydrobromination of protoporphyrin dimethyl ester is carried out to obtain a monobromo derivative. The derivative is treated with ethylene glycol. The resulting porphyrin has an ether group at the either 7- or 12-position of the ring. Metallation with GaCl3 of the porphyrin having a ethylene glycol residue affords Ga-metalloporphyrin. Final condensation of the metalloporphyrin with diethylenetriaminepentaacetic acid (DT-PA) gave BCA-coupled porphyrin (ATN-2). The chelation of ATN-2 with 111InCl3 easily afforded [111In]ATN-2. This agent was used for imaging transplantable pancreatic carcinoma in Syrian golden hamster at 72 h after postinjection. The efficacy of the new agent was compared with that of [67Ga]citrate. The images with [111In]ATN-2 were found to be clearer than those with [67Ga]citrate. Therefore, ATN-2, a carrier for 111InCl3, seems to be more useful for tumor imaging agents.
Sakata
I
I
Toyo Hakka Kogyo Co., Ltd., Okayama, Japan.
Takata
H
H
Ikeuchi
M
M
Hirata
N
N
Inui
H
H
Nakajima
S
S
Yamauchi
H
H
Koshimizu
K
K
D000818:Animals; D002614:Chelating Agents; D006224:Cricetinae; D004337:Drug Carriers; D007205:Indium Radioisotopes; D009374:Neoplasms, Experimental / Q000000981:diagnostic imaging*; D011166:Porphyrins / Q000138:chemical synthesis*; D011859:Radiography
D002614:Chelating Agents; D004337:Drug Carriers; D007205:Indium Radioisotopes; D011166:Porphyrins; C057315:ATN-2