Manganese Complex of Ethylenediaminetetraacetic Acid (EDTA)-Benzothiazole Aniline (BTA) Conjugate as a Potential Liver-Targeting MRI Contrast Agent

Md Kamrul Islam; Soyeon Kim; Hee Kyung Kim; Subin Park; Gang Ho Lee; Hyo Jeung Kang; Jae Chang Jung; Joon Suk Park; Tae Jeong Kim; Yongmin Chang

doi:10.1021/acs.jmedchem.6b01799

Manganese Complex of Ethylenediaminetetraacetic Acid (EDTA)-Benzothiazole Aniline (BTA) Conjugate as a Potential Liver-Targeting MRI Contrast Agent

Md Kamrul Islam, Soyeon Kim, Hee Kyung Kim, Subin Park, Gang Ho Lee, Hyo Jeung Kang, Jae Chang Jung, Joon Suk Park, Tae Jeong Kim, Yongmin Chang

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

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Abstract

A novel manganese(II) complex based on an ethylenediaminetetraacetic acid (EDTA) coordination cage bearing a benzothiazole aniline (BTA) moiety (Mn-EDTA-BTA) was designed and synthesized for use as a liver-specific MRI contrast agent with high chelation stability. In addition to forming a hydrophilic, stable complex with Mn²⁺, this new Mn chelate was rapidly taken up by liver hepatocytes and excreted by the kidneys and biliary system. The kinetic inertness and R₁ relaxivity of the complex were much higher than those of mangafodipir trisodium (MnDPDP), a clinically approved liver-specific MRI contrast agent. The diagnostic utility of this new Mn complex in MRI was demonstrated by high-sensitivity tumor detection in an animal model of liver cancer.

Original language	English
Pages (from-to)	2993-3001
Number of pages	9
Journal	Journal of Medicinal Chemistry
Volume	60
Issue number	7
DOIs	https://doi.org/10.1021/acs.jmedchem.6b01799
State	Published - 13 Apr 2017

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Islam, M. K., Kim, S., Kim, H. K., Park, S., Lee, G. H., Kang, H. J., Jung, J. C., Park, J. S., Kim, T. J., & Chang, Y. (2017). Manganese Complex of Ethylenediaminetetraacetic Acid (EDTA)-Benzothiazole Aniline (BTA) Conjugate as a Potential Liver-Targeting MRI Contrast Agent. Journal of Medicinal Chemistry, 60(7), 2993-3001. https://doi.org/10.1021/acs.jmedchem.6b01799

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title = "Manganese Complex of Ethylenediaminetetraacetic Acid (EDTA)-Benzothiazole Aniline (BTA) Conjugate as a Potential Liver-Targeting MRI Contrast Agent",

abstract = "A novel manganese(II) complex based on an ethylenediaminetetraacetic acid (EDTA) coordination cage bearing a benzothiazole aniline (BTA) moiety (Mn-EDTA-BTA) was designed and synthesized for use as a liver-specific MRI contrast agent with high chelation stability. In addition to forming a hydrophilic, stable complex with Mn2+, this new Mn chelate was rapidly taken up by liver hepatocytes and excreted by the kidneys and biliary system. The kinetic inertness and R1 relaxivity of the complex were much higher than those of mangafodipir trisodium (MnDPDP), a clinically approved liver-specific MRI contrast agent. The diagnostic utility of this new Mn complex in MRI was demonstrated by high-sensitivity tumor detection in an animal model of liver cancer.",

author = "Islam, {Md Kamrul} and Soyeon Kim and Kim, {Hee Kyung} and Subin Park and Lee, {Gang Ho} and Kang, {Hyo Jeung} and Jung, {Jae Chang} and Park, {Joon Suk} and Kim, {Tae Jeong} and Yongmin Chang",

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doi = "10.1021/acs.jmedchem.6b01799",

language = "English",

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T1 - Manganese Complex of Ethylenediaminetetraacetic Acid (EDTA)-Benzothiazole Aniline (BTA) Conjugate as a Potential Liver-Targeting MRI Contrast Agent

AU - Islam, Md Kamrul

AU - Kim, Soyeon

AU - Kim, Hee Kyung

AU - Park, Subin

AU - Lee, Gang Ho

AU - Kang, Hyo Jeung

AU - Jung, Jae Chang

AU - Park, Joon Suk

AU - Kim, Tae Jeong

AU - Chang, Yongmin

PY - 2017/4/13

Y1 - 2017/4/13

N2 - A novel manganese(II) complex based on an ethylenediaminetetraacetic acid (EDTA) coordination cage bearing a benzothiazole aniline (BTA) moiety (Mn-EDTA-BTA) was designed and synthesized for use as a liver-specific MRI contrast agent with high chelation stability. In addition to forming a hydrophilic, stable complex with Mn2+, this new Mn chelate was rapidly taken up by liver hepatocytes and excreted by the kidneys and biliary system. The kinetic inertness and R1 relaxivity of the complex were much higher than those of mangafodipir trisodium (MnDPDP), a clinically approved liver-specific MRI contrast agent. The diagnostic utility of this new Mn complex in MRI was demonstrated by high-sensitivity tumor detection in an animal model of liver cancer.

AB - A novel manganese(II) complex based on an ethylenediaminetetraacetic acid (EDTA) coordination cage bearing a benzothiazole aniline (BTA) moiety (Mn-EDTA-BTA) was designed and synthesized for use as a liver-specific MRI contrast agent with high chelation stability. In addition to forming a hydrophilic, stable complex with Mn2+, this new Mn chelate was rapidly taken up by liver hepatocytes and excreted by the kidneys and biliary system. The kinetic inertness and R1 relaxivity of the complex were much higher than those of mangafodipir trisodium (MnDPDP), a clinically approved liver-specific MRI contrast agent. The diagnostic utility of this new Mn complex in MRI was demonstrated by high-sensitivity tumor detection in an animal model of liver cancer.

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SN - 0022-2623

VL - 60

SP - 2993

EP - 3001

JO - Journal of Medicinal Chemistry

JF - Journal of Medicinal Chemistry

IS - 7

ER -

Manganese Complex of Ethylenediaminetetraacetic Acid (EDTA)-Benzothiazole Aniline (BTA) Conjugate as a Potential Liver-Targeting MRI Contrast Agent

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