Synthesis of radiolabeled biphenylsulfonamide matrix metalloproteinase inhibitors as new potential PET cancer imaging agents

Xiangshu Fei; Qi Huang Zheng; Xuan Liu; Ji Quan Wang; Hui Bin Sun; Bruce H. Mock; K. Lee Stone; Kathy D. Miller; George W. Sledge; Gary D. Hutchins

doi:10.1016/S0960-894X(03)00382-2

Synthesis of radiolabeled biphenylsulfonamide matrix metalloproteinase inhibitors as new potential PET cancer imaging agents

Xiangshu Fei, Qi Huang Zheng, Xuan Liu, Ji Quan Wang, Hui Bin Sun, Bruce H. Mock, K. Lee Stone, Kathy D. Miller, George W. Sledge, Gary D. Hutchins

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

40 Scopus citations

Abstract

Novel matrix metalloproteinase (MMP) inhibitor radiotracers, (S)-3-methyl-2-(2′,3′,4′-methoxybiphenyl-4-sulfonylamino)- butyric acid [¹¹C]methyl ester (1a-c), (S)-3-methyl-2-(2′,3′,4′-fluorobiphenyl-4-sulfonylamino)- butyric acid [¹¹C]methyl ester (1d-f), and (S)-3-methyl-2-(4′-nitrobiphenyl-4-sulfonylamino)-butyric acid [¹¹C]methyl ester (1g), a series of substituted biphenylsulfonamide derivatives, have been synthesized for evaluation as new potential positron emission tomography (PET) cancer imaging agents.

Original language	English (US)
Pages (from-to)	2217-2222
Number of pages	6
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	13
Issue number	13
DOIs	https://doi.org/10.1016/S0960-894X(03)00382-2
State	Published - Jul 7 2003
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/S0960-894X(03)00382-2

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Fei, X., Zheng, Q. H., Liu, X., Wang, J. Q., Sun, H. B., Mock, B. H., Stone, K. L., Miller, K. D., Sledge, G. W., & Hutchins, G. D. (2003). Synthesis of radiolabeled biphenylsulfonamide matrix metalloproteinase inhibitors as new potential PET cancer imaging agents. Bioorganic and Medicinal Chemistry Letters, 13(13), 2217-2222. https://doi.org/10.1016/S0960-894X(03)00382-2

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title = "Synthesis of radiolabeled biphenylsulfonamide matrix metalloproteinase inhibitors as new potential PET cancer imaging agents",

abstract = "Novel matrix metalloproteinase (MMP) inhibitor radiotracers, (S)-3-methyl-2-(2′,3′,4′-methoxybiphenyl-4-sulfonylamino)- butyric acid [11C]methyl ester (1a-c), (S)-3-methyl-2-(2′,3′,4′-fluorobiphenyl-4-sulfonylamino)- butyric acid [11C]methyl ester (1d-f), and (S)-3-methyl-2-(4′-nitrobiphenyl-4-sulfonylamino)-butyric acid [11C]methyl ester (1g), a series of substituted biphenylsulfonamide derivatives, have been synthesized for evaluation as new potential positron emission tomography (PET) cancer imaging agents.",

author = "Xiangshu Fei and Zheng, {Qi Huang} and Xuan Liu and Wang, {Ji Quan} and Sun, {Hui Bin} and Mock, {Bruce H.} and Stone, {K. Lee} and Miller, {Kathy D.} and Sledge, {George W.} and Hutchins, {Gary D.}",

note = "Funding Information: This work was partially supported by the Susan G. Komen Breast Cancer Foundation grant IMG 2000 837 (to Q.H.Z.), the Indiana University American Cancer Society (ACS) Institutional Grant Committee grant IRG-84-002-17 (to Q.H.Z.), the Indiana University Cores Centers of Excellence in Molecular Hematology (CCEMH) pilot and feasibility (P/F) grant (to Q.H.Z.), the National Institutes of Health/National Cancer Institute grant P20CA86350 (to G.D.H.), the Indiana 21st Century Research and Technology Fund (to G.D.H.), and the Lilly Endowment Inc. [to Indiana Genomics Initiative (INGEN) of Indiana University]. We thank Barbara Glick-Wilson and Michael Sullivan for the efforts in producing carbon-11 precursors. The referees{\textquoteright} criticisms and editor's comments for the revision of the manuscript are greatly appreciated. Copyright: Copyright 2017 Elsevier B.V., All rights reserved.",

year = "2003",

month = jul,

day = "7",

doi = "10.1016/S0960-894X(03)00382-2",

language = "English (US)",

volume = "13",

pages = "2217--2222",

journal = "Bioorganic and Medicinal Chemistry Letters",

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AU - Fei, Xiangshu

AU - Zheng, Qi Huang

AU - Liu, Xuan

AU - Wang, Ji Quan

AU - Sun, Hui Bin

AU - Mock, Bruce H.

AU - Stone, K. Lee

AU - Miller, Kathy D.

AU - Sledge, George W.

AU - Hutchins, Gary D.

N1 - Funding Information: This work was partially supported by the Susan G. Komen Breast Cancer Foundation grant IMG 2000 837 (to Q.H.Z.), the Indiana University American Cancer Society (ACS) Institutional Grant Committee grant IRG-84-002-17 (to Q.H.Z.), the Indiana University Cores Centers of Excellence in Molecular Hematology (CCEMH) pilot and feasibility (P/F) grant (to Q.H.Z.), the National Institutes of Health/National Cancer Institute grant P20CA86350 (to G.D.H.), the Indiana 21st Century Research and Technology Fund (to G.D.H.), and the Lilly Endowment Inc. [to Indiana Genomics Initiative (INGEN) of Indiana University]. We thank Barbara Glick-Wilson and Michael Sullivan for the efforts in producing carbon-11 precursors. The referees’ criticisms and editor's comments for the revision of the manuscript are greatly appreciated. Copyright: Copyright 2017 Elsevier B.V., All rights reserved.

PY - 2003/7/7

Y1 - 2003/7/7

N2 - Novel matrix metalloproteinase (MMP) inhibitor radiotracers, (S)-3-methyl-2-(2′,3′,4′-methoxybiphenyl-4-sulfonylamino)- butyric acid [11C]methyl ester (1a-c), (S)-3-methyl-2-(2′,3′,4′-fluorobiphenyl-4-sulfonylamino)- butyric acid [11C]methyl ester (1d-f), and (S)-3-methyl-2-(4′-nitrobiphenyl-4-sulfonylamino)-butyric acid [11C]methyl ester (1g), a series of substituted biphenylsulfonamide derivatives, have been synthesized for evaluation as new potential positron emission tomography (PET) cancer imaging agents.

AB - Novel matrix metalloproteinase (MMP) inhibitor radiotracers, (S)-3-methyl-2-(2′,3′,4′-methoxybiphenyl-4-sulfonylamino)- butyric acid [11C]methyl ester (1a-c), (S)-3-methyl-2-(2′,3′,4′-fluorobiphenyl-4-sulfonylamino)- butyric acid [11C]methyl ester (1d-f), and (S)-3-methyl-2-(4′-nitrobiphenyl-4-sulfonylamino)-butyric acid [11C]methyl ester (1g), a series of substituted biphenylsulfonamide derivatives, have been synthesized for evaluation as new potential positron emission tomography (PET) cancer imaging agents.

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ER -

Synthesis of radiolabeled biphenylsulfonamide matrix metalloproteinase inhibitors as new potential PET cancer imaging agents

Abstract

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