Radiosynthesis and preliminary biodistribution in mice of 6-deoxy-6-[ 131I]iodo-L-ascorbic acid

Jintaek Kim; Fumihiko Yamamoto; Satoru Karasawa; Takahiro Mukai; Minoru Maeda

doi:10.1002/jlcr.1610

Radiosynthesis and preliminary biodistribution in mice of 6-deoxy-6-[ ¹³¹I]iodo-L-ascorbic acid

Jintaek Kim, Fumihiko Yamamoto, Satoru Karasawa, Takahiro Mukai, Minoru Maeda

Chemo-Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

5 Citations (Scopus)

Abstract

An ascorbate analog labeled with iodine-131, 6-deoxy- 6-[ ¹³¹I]iodo-L-ascorbic acid was prepared for evaluation as an in vivo tracer of L-ascorbic acid. The no-carrier-added radiosynthesis was conducted by nucleophilic bromine-iodine exchange between the brominated precursor and sodium [¹³¹I]iodide in 2-pentanone at 130-140°C. HPLC purification using a reversephase column gave 6-deoxy-6-[¹³¹I]iodo-L-ascorbic acid in radiochemical yield of 36-60% with high radiochemical purity and satisfactory-specific radioactivity in a total preparation time of 90 min. Biodistribution studies in fibrosarcoma-bearing mice showed a high uptake in the adrenal glands, accompanied by low activity of tumor accumulation, accumulation properties similar to previous results obtained with ¹⁴C-labeled ascorbic acid and 6-deoxy-6-[¹⁸F]fluoro-L-ascorbic acid, in spite of high level of deiodination.

Original language	English
Pages (from-to)	366-371
Number of pages	6
Journal	Journal of Labelled Compounds and Radiopharmaceuticals
Volume	52
Issue number	9
DOIs	https://doi.org/10.1002/jlcr.1610
Publication status	Published - Jul 2009

All Science Journal Classification (ASJC) codes

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

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title = "Radiosynthesis and preliminary biodistribution in mice of 6-deoxy-6-[ 131I]iodo-L-ascorbic acid",

abstract = "An ascorbate analog labeled with iodine-131, 6-deoxy- 6-[ 131I]iodo-L-ascorbic acid was prepared for evaluation as an in vivo tracer of L-ascorbic acid. The no-carrier-added radiosynthesis was conducted by nucleophilic bromine-iodine exchange between the brominated precursor and sodium [131I]iodide in 2-pentanone at 130-140°C. HPLC purification using a reversephase column gave 6-deoxy-6-[131I]iodo-L-ascorbic acid in radiochemical yield of 36-60% with high radiochemical purity and satisfactory-specific radioactivity in a total preparation time of 90 min. Biodistribution studies in fibrosarcoma-bearing mice showed a high uptake in the adrenal glands, accompanied by low activity of tumor accumulation, accumulation properties similar to previous results obtained with 14C-labeled ascorbic acid and 6-deoxy-6-[18F]fluoro-L-ascorbic acid, in spite of high level of deiodination.",

author = "Jintaek Kim and Fumihiko Yamamoto and Satoru Karasawa and Takahiro Mukai and Minoru Maeda",

year = "2009",

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doi = "10.1002/jlcr.1610",

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T1 - Radiosynthesis and preliminary biodistribution in mice of 6-deoxy-6-[ 131I]iodo-L-ascorbic acid

AU - Kim, Jintaek

AU - Yamamoto, Fumihiko

AU - Karasawa, Satoru

AU - Mukai, Takahiro

AU - Maeda, Minoru

PY - 2009/7

Y1 - 2009/7

N2 - An ascorbate analog labeled with iodine-131, 6-deoxy- 6-[ 131I]iodo-L-ascorbic acid was prepared for evaluation as an in vivo tracer of L-ascorbic acid. The no-carrier-added radiosynthesis was conducted by nucleophilic bromine-iodine exchange between the brominated precursor and sodium [131I]iodide in 2-pentanone at 130-140°C. HPLC purification using a reversephase column gave 6-deoxy-6-[131I]iodo-L-ascorbic acid in radiochemical yield of 36-60% with high radiochemical purity and satisfactory-specific radioactivity in a total preparation time of 90 min. Biodistribution studies in fibrosarcoma-bearing mice showed a high uptake in the adrenal glands, accompanied by low activity of tumor accumulation, accumulation properties similar to previous results obtained with 14C-labeled ascorbic acid and 6-deoxy-6-[18F]fluoro-L-ascorbic acid, in spite of high level of deiodination.

AB - An ascorbate analog labeled with iodine-131, 6-deoxy- 6-[ 131I]iodo-L-ascorbic acid was prepared for evaluation as an in vivo tracer of L-ascorbic acid. The no-carrier-added radiosynthesis was conducted by nucleophilic bromine-iodine exchange between the brominated precursor and sodium [131I]iodide in 2-pentanone at 130-140°C. HPLC purification using a reversephase column gave 6-deoxy-6-[131I]iodo-L-ascorbic acid in radiochemical yield of 36-60% with high radiochemical purity and satisfactory-specific radioactivity in a total preparation time of 90 min. Biodistribution studies in fibrosarcoma-bearing mice showed a high uptake in the adrenal glands, accompanied by low activity of tumor accumulation, accumulation properties similar to previous results obtained with 14C-labeled ascorbic acid and 6-deoxy-6-[18F]fluoro-L-ascorbic acid, in spite of high level of deiodination.

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Radiosynthesis and preliminary biodistribution in mice of 6-deoxy-6-[ ¹³¹I]iodo-L-ascorbic acid

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