New non-ionic water-soluble porphyrins: evaluation of manganese(III) polyhydroxylamide porphyrins as MRI contrast agents

Bradshaw, Joseph Earl; Gillogly, Kelly A.; Wilson, Lon J.; Kumar, Krishan; Wan, Xiao; Tweedle, Michael F.; Hernández, Griselda; Bryant, Robert G.

doi:10.1016/s0020-1693(97)06110-0

Cited by 30 publications

(33 citation statements)

References 48 publications

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“…Our results herein show that MnT(2-C)PP is yet more efficient. Previous attempts to increase the relaxivities of metalloporphyrins by the judicious placement of various functional groups or atoms have met with limited success [7] and in at least one report a decrease in the relaxivities was actually observed [8]. Bryant et al [7] have attempted to delocalize the paramagnetic electron spin density in…”

Section: Resultsmentioning

confidence: 99%

“…The Attempts to mathematically model the NMRD profiles using the standard SBM theory were unsuccessful possibly due to zero-field splitting contributions of the manganese coordination environment within the metalloporphyrin [7][8][9]. This type of modeling is a common tool in the effort to develop new compounds with larger relaxivities and that may be applied as contrast media in magnetic resonance imaging [10].…”

Section: Resultsmentioning

confidence: 99%

“…This type of modeling is a common tool in the effort to develop new compounds with larger relaxivities and that may be applied as contrast media in magnetic resonance imaging [10]. The inability to do this modeling together with the limited success of empirical methods [7,8] makes it necessary to explore new tools that may be used to successfully guide the synthesis of new metalloporphyrins with larger relaxivities. It has been suggested that one such tool is the MEP [6].…”

Section: Resultsmentioning

confidence: 99%

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Relaxometric Investigation of Functional Group Placement on MnTPP Derivatives Supports the Role of the Molecular Electrostatic Potential Maps as a Tool to Design New Metalloporphyrins with Larger Relaxivities

Henry

Mercier

2001

IJMS

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Abstract:We report the T1 and T2 NMR (nuclear magnetic resonance) dispersion profiles for a new manganese porphyrin [MnT(2-C)PP] which has an anionic carboxylate group in the ortho position of the phenyl rings on the metalloporphyrin. Previous MEP (molecular electrostatic potential) maps indicated that this judicious derivatization could result in increases in the observed relaxation efficiency. Relaxometric investigations experimentally confirm about a 20 % increase in the relaxation efficiency at clinically relevant field strengths for MnT(2-C)PP compared to the most efficient metalloporphyrin previously reported MnT(4-S)PP. This result supports the hypothesis that electrostatic forces are relevant to the relaxivity of this family of compounds and that the MEP may be used as a tool to design new agents with even larger relaxivities.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

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Relaxometric Investigation of Functional Group Placement on MnTPP Derivatives Supports the Role of the Molecular Electrostatic Potential Maps as a Tool to Design New Metalloporphyrins with Larger Relaxivities

Henry

Mercier

2001

IJMS

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“…The low excretion rates of these agents in kidney are accompanied by that renal MRI intensity enhancement of these contrasts persisted during the imaging period. It is very likely that eliminations of two complexes are through both the liver's biliary system and kidneys, which are similar to the porphyrin complexes [26]. The prolonged enhancement of liver and kidney was present for at least 60 min after administration of two MnPOMs could provide ample time for necessary imaging sequences to be performed.…”

Section: Metal Complexesmentioning

confidence: 99%

“…These metal complexes with POMs are considered to be inorganic analogs of porphyrins whose metal complexes are very promising tissueand tumor-specific contrast agents [26,27], and 80% of POMs have anti-HIV and antiviral activity [28,29]. The monovacant anions XW 11 have shown favorable tissue-specificity to liver and kidney in our previous works [30][31][32].…”

Section: Introductionmentioning

confidence: 99%

Mn(II)-monosubstituted polyoxometalates as candidates for contrast agents in magnetic resonance imaging

et al. 2007

Journal of Inorganic Biochemistry

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Manganese‐Based Magnetic Resonance Imaging Contrast Agents

Liu

Zhang

2018

Encyclopedia of Inorganic and Bioinorganic Chemistry

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The contrast agent (CA) has become an essential component of clinical magnetic resonance imaging (MRI) practices, routinely applied to enhance the visualization of various diseases that are otherwise hard to detect. The majority of commercial CAs are based on small Gd(III) complexes, which have been widely used in diagnostic medicine for more than three decades, benefiting tens of millions of patients worldwide. Recently, however, Gd‐based CAs have been identified as the cause of a severe adverse effect known as nephrogenic systemic fibrosis (NSF). In addition, increasing evidence suggest that release of toxic free Gd(III) ions from the MRI CAs lead to the deposit of Gd in the brain and other organs. Development of non‐Gd‐based MRI CAs, therefore, is increasingly important. As an essential micronutrient, Mn is a preferred element of choice in this regard and, therefore, has regained attention in research over recent years. In this article, we will first summarize the key elements for the design and evaluation of MRI CAs. Three types of Mn‐based agents, including small ionic Mn(II) agents, Mn(III) complexes, and Mn‐containing nanoparticles will then be reviewed, according to these key elements. Finally, the recent advances in developing Mn‐based MRI probes as molecular imaging sensors will be highlighted. Throughout the review, the advantages and limitations of Mn‐based agents for MRI, in comparison with the conventional Gd‐based CAs, are the focus of the discussions. Overall, certain types of Mn complexes, such as new water‐soluble MnPs, have shown unique benefits over their Gd counterparts. This includes high sensitivity at high clinical magnetic fields, better biocompatibility of Mn in comparison to Gd, high stability, flexible structure/function, and tunable pharmacokinetics. Some of the new Mn agents have demonstrated potential for future clinical applications, as well as for advanced sensor development.

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New non-ionic water-soluble porphyrins: evaluation of manganese(III) polyhydroxylamide porphyrins as MRI contrast agents

Cited by 30 publications

References 48 publications

Relaxometric Investigation of Functional Group Placement on MnTPP Derivatives Supports the Role of the Molecular Electrostatic Potential Maps as a Tool to Design New Metalloporphyrins with Larger Relaxivities

Relaxometric Investigation of Functional Group Placement on MnTPP Derivatives Supports the Role of the Molecular Electrostatic Potential Maps as a Tool to Design New Metalloporphyrins with Larger Relaxivities

Mn(II)-monosubstituted polyoxometalates as candidates for contrast agents in magnetic resonance imaging

Manganese‐Based Magnetic Resonance Imaging Contrast Agents

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