Correction to

Synthesis of 11C-Labeled RXR Partial Agonist 1-[(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)amino]benzotriazole-5-carboxylic Acid (CBt-PMN) by Direct [11C]Carbon Dioxide Fixation via Organolithiation of Trialkyltin Precursor and PET Imaging Thereof (Journal of Medicinal Chemistry (2017) 60:16 (7139-7145) DOI: 10.1021/acs.jmedchem.7b00817)

Osamu Shibahara, Masaki Watanabe, Yuta Takamura, Shoya Yamada, Masaru Akehi, Takanori Sasaki, Akiya Akahoshi, Takahisa Hanada, Hiroyuki Hirano, Shunsuke Nakatani, Hiromi Nishioka, Yasuo Takeuchi, Hiroki Kakuta

Research output: Contribution to journalComment/debate

Abstract

We have identified several errors in this article relating to the real-time changes in regions of interest (ROI) in PET images and experimental information, which should be corrected as follows. Page 7139. The author list should be modified to include a new author, Yuta Takamura, affiliated with Division of Pharmaceutical Sciences, Okayama University Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, 1-1-1, Tsushima-Naka, Kita-Ku, Okayama 700-8530, Japan. The correct author listing is shown above. Page 7141. Figure 2 and its legend in the published paper should be revised as shown below. Page 7142. In the left-hand column, starting from the second line from the bottom, the text should be "brain uptake was the fourth largest, after liver, heart and kidney (Figure 2)." Page 7143. In the right column, in the paragraph entitled "HPLC Conditions for Isolating PET Tracer" the text should be revised as follows: The HPLC system was a CFN-MPS-100 system equipped with an RI detector, consisting of a PU-2086 Plus pump and UV-2075 Plus UV-vis spectrophotometric detector (Sumitomo Heavy Industry, Osaka, Japan). Chromatographic isolation was carried out on a YMC Pack ODS-AM (10 mm i.d. × 250 mm, YMC Co., Ltd., Kyoto, Japan). The recorded data were processed using Chromeleon version 6.50 software. The mobile phase was MeOH/H2O = 90/10 + 0.1% formic acid. The flow rate was 4.0 mL/min, and the absorbance at 260 nm was monitored. Page 7143. In the right column, in the paragraph entitled "HPLC Conditions for Analyzing PET Tracer" the text should be revised as follows: The HPLC system was a Shimadzu liquid chromatographic system (Kyoto, Japan) consisting of a LC-20Ai pump, a SPD- 20A UV-vis spectrophotometric detector, GABI∗ (Raytest, Germany), and CTO-20A column oven, with LabSolutions software. The flow rate was 0.7 mL/min on an Intersil ODS-3 column (4.6 mm i.d. × 100 mm, 3 mm, GL Science, Tokyo, Japan) kept at 40 °C; the mobile phase was MeOH/H2O = 85/15 + 0.1% formic acid. Monitoring was done at 260 nm. Identification of the products was confirmed based on the UV spectrum acquired with a PDA detector. Page 7144. Synthetic information for 1-(3,5,5,8,8-pentamethyl- 5,6,7,8-tetrahydronaphthalen-2-yl)-5(trimethylstannyl)- 1H-benzo[d][1,2,3]triazole (8) should be revised as follows: Hexamethylditin (50 μL, 0.24 mmol) and tetrakis(triphenylphosphine) palladium(0) (10 mg, 0.0087 mmol) were added to a solution of 6 (20 mg, 0.050 mmol) in toluene (3 mL). The reaction mixture was stirred under reflux and held in an Ar atmosphere for 15 min, then filtered through Celite. The solvent was evaporated under reduced pressure, and the residue was purified by flash column chromatography (EtOAc/ n-hexane = 1/40) to yield 8 (16.8 mg, 70%) as a white solid. Page 7144. The author contributions should be modified to indicate persons in charge of PET data analysis as follows: O.S., Y.T., and T.S. analyzed PET data.

Original languageEnglish
Pages (from-to)4780-4781
Number of pages2
JournalJournal of Medicinal Chemistry
Volume62
Issue number9
DOIs
Publication statusPublished - May 9 2019

Fingerprint

Carbon Cycle
Pharmaceutical Chemistry
Carboxylic Acids
formic acid
Carbon Dioxide
Japan
High Pressure Liquid Chromatography
Software
Metallurgy
School Dentistry
Diatomaceous Earth
Triazoles
Tokyo
Toluene
Palladium
Atmosphere
Pharmaceutical Preparations
Germany
Chromatography
Hand

ASJC Scopus subject areas

  • Molecular Medicine
  • Drug Discovery

Cite this

@article{73ae8a256ee24f939859847f0fa10379,
title = "Correction to: Synthesis of 11C-Labeled RXR Partial Agonist 1-[(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)amino]benzotriazole-5-carboxylic Acid (CBt-PMN) by Direct [11C]Carbon Dioxide Fixation via Organolithiation of Trialkyltin Precursor and PET Imaging Thereof (Journal of Medicinal Chemistry (2017) 60:16 (7139-7145) DOI: 10.1021/acs.jmedchem.7b00817)",
abstract = "We have identified several errors in this article relating to the real-time changes in regions of interest (ROI) in PET images and experimental information, which should be corrected as follows. Page 7139. The author list should be modified to include a new author, Yuta Takamura, affiliated with Division of Pharmaceutical Sciences, Okayama University Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, 1-1-1, Tsushima-Naka, Kita-Ku, Okayama 700-8530, Japan. The correct author listing is shown above. Page 7141. Figure 2 and its legend in the published paper should be revised as shown below. Page 7142. In the left-hand column, starting from the second line from the bottom, the text should be {"}brain uptake was the fourth largest, after liver, heart and kidney (Figure 2).{"} Page 7143. In the right column, in the paragraph entitled {"}HPLC Conditions for Isolating PET Tracer{"} the text should be revised as follows: The HPLC system was a CFN-MPS-100 system equipped with an RI detector, consisting of a PU-2086 Plus pump and UV-2075 Plus UV-vis spectrophotometric detector (Sumitomo Heavy Industry, Osaka, Japan). Chromatographic isolation was carried out on a YMC Pack ODS-AM (10 mm i.d. × 250 mm, YMC Co., Ltd., Kyoto, Japan). The recorded data were processed using Chromeleon version 6.50 software. The mobile phase was MeOH/H2O = 90/10 + 0.1{\%} formic acid. The flow rate was 4.0 mL/min, and the absorbance at 260 nm was monitored. Page 7143. In the right column, in the paragraph entitled {"}HPLC Conditions for Analyzing PET Tracer{"} the text should be revised as follows: The HPLC system was a Shimadzu liquid chromatographic system (Kyoto, Japan) consisting of a LC-20Ai pump, a SPD- 20A UV-vis spectrophotometric detector, GABI∗ (Raytest, Germany), and CTO-20A column oven, with LabSolutions software. The flow rate was 0.7 mL/min on an Intersil ODS-3 column (4.6 mm i.d. × 100 mm, 3 mm, GL Science, Tokyo, Japan) kept at 40 °C; the mobile phase was MeOH/H2O = 85/15 + 0.1{\%} formic acid. Monitoring was done at 260 nm. Identification of the products was confirmed based on the UV spectrum acquired with a PDA detector. Page 7144. Synthetic information for 1-(3,5,5,8,8-pentamethyl- 5,6,7,8-tetrahydronaphthalen-2-yl)-5(trimethylstannyl)- 1H-benzo[d][1,2,3]triazole (8) should be revised as follows: Hexamethylditin (50 μL, 0.24 mmol) and tetrakis(triphenylphosphine) palladium(0) (10 mg, 0.0087 mmol) were added to a solution of 6 (20 mg, 0.050 mmol) in toluene (3 mL). The reaction mixture was stirred under reflux and held in an Ar atmosphere for 15 min, then filtered through Celite. The solvent was evaporated under reduced pressure, and the residue was purified by flash column chromatography (EtOAc/ n-hexane = 1/40) to yield 8 (16.8 mg, 70{\%}) as a white solid. Page 7144. The author contributions should be modified to indicate persons in charge of PET data analysis as follows: O.S., Y.T., and T.S. analyzed PET data.",
author = "Osamu Shibahara and Masaki Watanabe and Yuta Takamura and Shoya Yamada and Masaru Akehi and Takanori Sasaki and Akiya Akahoshi and Takahisa Hanada and Hiroyuki Hirano and Shunsuke Nakatani and Hiromi Nishioka and Yasuo Takeuchi and Hiroki Kakuta",
year = "2019",
month = "5",
day = "9",
doi = "10.1021/acs.jmedchem.9b00617",
language = "English",
volume = "62",
pages = "4780--4781",
journal = "Journal of Medicinal Chemistry",
issn = "0022-2623",
publisher = "American Chemical Society",
number = "9",

}

TY - JOUR

T1 - Correction to

T2 - Synthesis of 11C-Labeled RXR Partial Agonist 1-[(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)amino]benzotriazole-5-carboxylic Acid (CBt-PMN) by Direct [11C]Carbon Dioxide Fixation via Organolithiation of Trialkyltin Precursor and PET Imaging Thereof (Journal of Medicinal Chemistry (2017) 60:16 (7139-7145) DOI: 10.1021/acs.jmedchem.7b00817)

AU - Shibahara, Osamu

AU - Watanabe, Masaki

AU - Takamura, Yuta

AU - Yamada, Shoya

AU - Akehi, Masaru

AU - Sasaki, Takanori

AU - Akahoshi, Akiya

AU - Hanada, Takahisa

AU - Hirano, Hiroyuki

AU - Nakatani, Shunsuke

AU - Nishioka, Hiromi

AU - Takeuchi, Yasuo

AU - Kakuta, Hiroki

PY - 2019/5/9

Y1 - 2019/5/9

N2 - We have identified several errors in this article relating to the real-time changes in regions of interest (ROI) in PET images and experimental information, which should be corrected as follows. Page 7139. The author list should be modified to include a new author, Yuta Takamura, affiliated with Division of Pharmaceutical Sciences, Okayama University Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, 1-1-1, Tsushima-Naka, Kita-Ku, Okayama 700-8530, Japan. The correct author listing is shown above. Page 7141. Figure 2 and its legend in the published paper should be revised as shown below. Page 7142. In the left-hand column, starting from the second line from the bottom, the text should be "brain uptake was the fourth largest, after liver, heart and kidney (Figure 2)." Page 7143. In the right column, in the paragraph entitled "HPLC Conditions for Isolating PET Tracer" the text should be revised as follows: The HPLC system was a CFN-MPS-100 system equipped with an RI detector, consisting of a PU-2086 Plus pump and UV-2075 Plus UV-vis spectrophotometric detector (Sumitomo Heavy Industry, Osaka, Japan). Chromatographic isolation was carried out on a YMC Pack ODS-AM (10 mm i.d. × 250 mm, YMC Co., Ltd., Kyoto, Japan). The recorded data were processed using Chromeleon version 6.50 software. The mobile phase was MeOH/H2O = 90/10 + 0.1% formic acid. The flow rate was 4.0 mL/min, and the absorbance at 260 nm was monitored. Page 7143. In the right column, in the paragraph entitled "HPLC Conditions for Analyzing PET Tracer" the text should be revised as follows: The HPLC system was a Shimadzu liquid chromatographic system (Kyoto, Japan) consisting of a LC-20Ai pump, a SPD- 20A UV-vis spectrophotometric detector, GABI∗ (Raytest, Germany), and CTO-20A column oven, with LabSolutions software. The flow rate was 0.7 mL/min on an Intersil ODS-3 column (4.6 mm i.d. × 100 mm, 3 mm, GL Science, Tokyo, Japan) kept at 40 °C; the mobile phase was MeOH/H2O = 85/15 + 0.1% formic acid. Monitoring was done at 260 nm. Identification of the products was confirmed based on the UV spectrum acquired with a PDA detector. Page 7144. Synthetic information for 1-(3,5,5,8,8-pentamethyl- 5,6,7,8-tetrahydronaphthalen-2-yl)-5(trimethylstannyl)- 1H-benzo[d][1,2,3]triazole (8) should be revised as follows: Hexamethylditin (50 μL, 0.24 mmol) and tetrakis(triphenylphosphine) palladium(0) (10 mg, 0.0087 mmol) were added to a solution of 6 (20 mg, 0.050 mmol) in toluene (3 mL). The reaction mixture was stirred under reflux and held in an Ar atmosphere for 15 min, then filtered through Celite. The solvent was evaporated under reduced pressure, and the residue was purified by flash column chromatography (EtOAc/ n-hexane = 1/40) to yield 8 (16.8 mg, 70%) as a white solid. Page 7144. The author contributions should be modified to indicate persons in charge of PET data analysis as follows: O.S., Y.T., and T.S. analyzed PET data.

AB - We have identified several errors in this article relating to the real-time changes in regions of interest (ROI) in PET images and experimental information, which should be corrected as follows. Page 7139. The author list should be modified to include a new author, Yuta Takamura, affiliated with Division of Pharmaceutical Sciences, Okayama University Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, 1-1-1, Tsushima-Naka, Kita-Ku, Okayama 700-8530, Japan. The correct author listing is shown above. Page 7141. Figure 2 and its legend in the published paper should be revised as shown below. Page 7142. In the left-hand column, starting from the second line from the bottom, the text should be "brain uptake was the fourth largest, after liver, heart and kidney (Figure 2)." Page 7143. In the right column, in the paragraph entitled "HPLC Conditions for Isolating PET Tracer" the text should be revised as follows: The HPLC system was a CFN-MPS-100 system equipped with an RI detector, consisting of a PU-2086 Plus pump and UV-2075 Plus UV-vis spectrophotometric detector (Sumitomo Heavy Industry, Osaka, Japan). Chromatographic isolation was carried out on a YMC Pack ODS-AM (10 mm i.d. × 250 mm, YMC Co., Ltd., Kyoto, Japan). The recorded data were processed using Chromeleon version 6.50 software. The mobile phase was MeOH/H2O = 90/10 + 0.1% formic acid. The flow rate was 4.0 mL/min, and the absorbance at 260 nm was monitored. Page 7143. In the right column, in the paragraph entitled "HPLC Conditions for Analyzing PET Tracer" the text should be revised as follows: The HPLC system was a Shimadzu liquid chromatographic system (Kyoto, Japan) consisting of a LC-20Ai pump, a SPD- 20A UV-vis spectrophotometric detector, GABI∗ (Raytest, Germany), and CTO-20A column oven, with LabSolutions software. The flow rate was 0.7 mL/min on an Intersil ODS-3 column (4.6 mm i.d. × 100 mm, 3 mm, GL Science, Tokyo, Japan) kept at 40 °C; the mobile phase was MeOH/H2O = 85/15 + 0.1% formic acid. Monitoring was done at 260 nm. Identification of the products was confirmed based on the UV spectrum acquired with a PDA detector. Page 7144. Synthetic information for 1-(3,5,5,8,8-pentamethyl- 5,6,7,8-tetrahydronaphthalen-2-yl)-5(trimethylstannyl)- 1H-benzo[d][1,2,3]triazole (8) should be revised as follows: Hexamethylditin (50 μL, 0.24 mmol) and tetrakis(triphenylphosphine) palladium(0) (10 mg, 0.0087 mmol) were added to a solution of 6 (20 mg, 0.050 mmol) in toluene (3 mL). The reaction mixture was stirred under reflux and held in an Ar atmosphere for 15 min, then filtered through Celite. The solvent was evaporated under reduced pressure, and the residue was purified by flash column chromatography (EtOAc/ n-hexane = 1/40) to yield 8 (16.8 mg, 70%) as a white solid. Page 7144. The author contributions should be modified to indicate persons in charge of PET data analysis as follows: O.S., Y.T., and T.S. analyzed PET data.

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U2 - 10.1021/acs.jmedchem.9b00617

DO - 10.1021/acs.jmedchem.9b00617

M3 - Comment/debate

VL - 62

SP - 4780

EP - 4781

JO - Journal of Medicinal Chemistry

JF - Journal of Medicinal Chemistry

SN - 0022-2623

IS - 9

ER -