Gadolinium Complex of 1,4,7,10-Tetraazacyclododecane-1,4,7-trisacetic acid (DO3A) Conjugate of [(p-aniline benzothiazole)methyl]pyridine as a Tumor-Targeting MRI Contrast Agent

Nam, Ki Soo; Jung, Kim Mi; Chang, Yongmin; Kim, Tae‐Jeong

doi:10.5012/bkcs.2013.34.12.3654

Cited by 2 publications

(2 citation statements)

References 15 publications

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“…BTA derivatives have high lipophilicity and sufficient protein-binding affinity. 20 We therefore hypothesized that BTA will contribute to the increased lipophilicity of Mn-EDTA-BTA, which will enhance its ability to target liver cells. In the case of liver-specific Gd agents such as gadolinium dimeglumine ethoxybenzyl (Gd-EOB-DTPA), lipophilicity is known to enhance liver uptake.…”

Section: ■ Introductionmentioning

confidence: 99%

“…Specifically, we designed a novel Mn(II) complex based on an EDTA coordination cage bearing a benzothiazole aniline (BTA) moiety with high chelation stability for use as a liver-specific MRI CA. BTA derivatives have high lipophilicity and sufficient protein-binding affinity . We therefore hypothesized that BTA will contribute to the increased lipophilicity of Mn-EDTA-BTA, which will enhance its ability to target liver cells.…”

Section: Introductionmentioning

confidence: 99%

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

Islam¹,

Kim²,

Kim³

et al. 2017

J. Med. Chem.

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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 Mn, this new Mn chelate was rapidly taken up by liver hepatocytes and excreted by the kidneys and biliary system. The kinetic inertness and R 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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Section: ■ Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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

Islam¹,

Kim²,

Kim³

et al. 2017

J. Med. Chem.

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Synthesis and Structure–Activity Relationships of Gadolinium Complexes of DO3A–Benzothiazole Conjugates as Potential Theranostic Agents

Jung

Kang

et al. 2015

Eur J Inorg Chem

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The synthesis of two bifunctional chelates, 1,4,7,10‐tetraazacyclododecane‐1,4,7‐triacetic acid (DO3A) conjugates of benzothiazoles (H3L3a and H3L3b), and the corresponding gadolinium complexes (GdL3a and GdL3b) was achieved. The intracellular and tumor‐specific nature of GdL3a and GdL3b were confirmed by magnetic resonance images of the cytosols and nuclei of various cell lines. The two complexes displayed antitumor activities with varying degrees of growth‐inhibition and total‐growth‐inhibition values depending on the types of tumor cells. They caused morphological changes in tumor cell lines at much lower concentrations of gadolinium ([Gd] ≥ 50 μM) than their predecessors, DO3A–(p‐aniline benzothiazole) conjugates (H3L1), and its GdIII complex (GdL1) required concentrations that were almost four times as high ([Gd] ≥ 200 μM).

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Gadolinium Complex of 1,4,7,10-Tetraazacyclododecane-1,4,7-trisacetic acid (DO3A) Conjugate of [(p-aniline benzothiazole)methyl]pyridine as a Tumor-Targeting MRI Contrast Agent

Cited by 2 publications

References 15 publications

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

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

Synthesis and Structure–Activity Relationships of Gadolinium Complexes of DO3A–Benzothiazole Conjugates as Potential Theranostic Agents

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