125I-labeled 2-O- and 3-O-m-iodobenzyl, and 6-O-m-iodophenyl derivatives of L-ascorbic acid: Synthesis and preliminary tissue distribution

Fumihiko Yamamoto; Eri Kuwano; Tetsuo Kaneshiro; Shigeki Sasaki; Minoru Maeda

doi:10.1002/jlcr.714

¹²⁵I-labeled 2-O- and 3-O-m-iodobenzyl, and 6-O-m-iodophenyl derivatives of L-ascorbic acid: Synthesis and preliminary tissue distribution

Fumihiko Yamamoto, Eri Kuwano, Tetsuo Kaneshiro, Shigeki Sasaki, Minoru Maeda

Chemo-Pharmaceutical Sciences

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5 Citations (Scopus)

Abstract

Three ¹²⁵I-labeled 2-O- and 3-O-m-iodobenzyl, and 6-O-m-iodophenyl derivatives of L-ascorbic acid were prepared by melt exchange procedures in isolated radiochemical yields of 12-60% after HPLC purification. Biodistribution studies in tumor-bearing mice showed very different in vivo tissue uptake properties from previous results obtained with ¹⁴C-labeled ascorbic acid and 6-deoxy-6-[¹⁸F]fluoro-L-ascorbic acid. None of these seems to be suitable radioiodinated analogs of L-ascorbic acid for imaging study of its in vivo biochemistry.

Original language	English
Pages (from-to)	737-750
Number of pages	14
Journal	Journal of Labelled Compounds and Radiopharmaceuticals
Volume	46
Issue number	8
DOIs	https://doi.org/10.1002/jlcr.714
Publication status	Published - Jul 2003

All Science Journal Classification (ASJC) codes

Analytical Chemistry
Biochemistry
Radiology Nuclear Medicine and imaging
Drug Discovery
Spectroscopy
Organic Chemistry

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abstract = "Three 125I-labeled 2-O- and 3-O-m-iodobenzyl, and 6-O-m-iodophenyl derivatives of L-ascorbic acid were prepared by melt exchange procedures in isolated radiochemical yields of 12-60% after HPLC purification. Biodistribution studies in tumor-bearing mice showed very different in vivo tissue uptake properties from previous results obtained with 14C-labeled ascorbic acid and 6-deoxy-6-[18F]fluoro-L-ascorbic acid. None of these seems to be suitable radioiodinated analogs of L-ascorbic acid for imaging study of its in vivo biochemistry.",

author = "Fumihiko Yamamoto and Eri Kuwano and Tetsuo Kaneshiro and Shigeki Sasaki and Minoru Maeda",

year = "2003",

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T1 - 125I-labeled 2-O- and 3-O-m-iodobenzyl, and 6-O-m-iodophenyl derivatives of L-ascorbic acid

T2 - Synthesis and preliminary tissue distribution

AU - Yamamoto, Fumihiko

AU - Kuwano, Eri

AU - Kaneshiro, Tetsuo

AU - Sasaki, Shigeki

AU - Maeda, Minoru

PY - 2003/7

Y1 - 2003/7

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AB - Three 125I-labeled 2-O- and 3-O-m-iodobenzyl, and 6-O-m-iodophenyl derivatives of L-ascorbic acid were prepared by melt exchange procedures in isolated radiochemical yields of 12-60% after HPLC purification. Biodistribution studies in tumor-bearing mice showed very different in vivo tissue uptake properties from previous results obtained with 14C-labeled ascorbic acid and 6-deoxy-6-[18F]fluoro-L-ascorbic acid. None of these seems to be suitable radioiodinated analogs of L-ascorbic acid for imaging study of its in vivo biochemistry.

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¹²⁵I-labeled 2-O- and 3-O-m-iodobenzyl, and 6-O-m-iodophenyl derivatives of L-ascorbic acid: Synthesis and preliminary tissue distribution

Abstract

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