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Preparation and application of a heterogeneous binuclear metal complex

A dual-nuclear metal and complex technology is applied in the direction of indium organic compounds, platinum group organic compounds, preparations for in vivo tests, etc. It can solve the problems of accumulation and high toxicity, and achieve simple chemical structure, high relaxation efficiency, and high Biosecurity Effects

Active Publication Date: 2020-06-16
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, recent studies reported that Gd 3+ When injected into living organisms in the form of ions, it is easy to accumulate in the liver, spleen and bone, and has high toxicity

Method used

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  • Preparation and application of a heterogeneous binuclear metal complex
  • Preparation and application of a heterogeneous binuclear metal complex
  • Preparation and application of a heterogeneous binuclear metal complex

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Embodiment 1: the preparation of iridium complex

[0031]

[0032] The preparation of compound 2: 3-hydroxyl 2-pyridinecarboxylic acid (0.14mmol) and iridium dichloro bridge (0.06mmol) in ethylene glycol ether (8mL) solvent, stirred and refluxed at 110°C for 24h under nitrogen atmosphere, and then the reaction solution was The temperature was lowered to room temperature, and after the reaction was completed, the organic solvent was distilled off under reduced pressure, and the obtained solid was purified through a column to obtain a red powdery solid. Yield 36%.

Embodiment 2

[0033] Embodiment 2: the preparation of manganese porphyrin complex

[0034]

[0035] Preparation of Compound 2: Add pentafluorobenzaldehyde (0.9mmol) and p-methoxybenzaldehyde (2.7mmol) to the reaction flask, vacuumize, add dichloromethane (250mL), pyrrole (3.6mmol), blow nitrogen 20min, add boron trifluoride ether (0.4mmol), stir at room temperature for 3h, then add DDQ (1.8mmol), continue the reaction for 1h, filter with suction, spin off the DCM in the filtrate under reduced pressure, and purify by column chromatography to obtain 2. Yield 12%. 1 HNMR (400MHz, CDCl 3 )δ9.02(d, J=4.5Hz, 2H), 8.91(d, J=13.1Hz, 4H), 8.82(d, J=4.4Hz, 2H), 8.13(d, J=8.4Hz, 2H) , 7.33 (d, J=8.5Hz, 2H), 1.55 (s, 3H), -2.82 (s, 2H).

[0036] Preparation of compound 3: Add 2 (0.1mmol) into the reaction flask, vacuumize, add dichloromethane (10mL) and boron tribromide (2.5mmol), stir at 25°C for 12h, dichloromethane extraction, dry method Loading and purification by column chromatography affor...

Embodiment 3

[0039] Example 3: Preparation of Heterogeneous Binuclear Metal Complexes

[0040]

[0041] Preparation of Compound 6: Add 1 (2.5 μmol), 5 (2.5 μmol) and potassium carbonate (25 μmol) into the reaction flask, vacuumize, add N,N-dimethylformamide (12mL), stir at 85°C After 12 hours, it was cooled to room temperature, extracted with dichloromethane, loaded by dry method, and purified by column chromatography to obtain 6.

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Abstract

The invention discloses preparation and application of a heterogeneous binuclear metallic complex. The heteronuclear complex consists of an iridium complex and a manganese porphyrin complex; the structure formula of the heteronuclear complex is shown as follows. The complex is high in relaxivity and is capable of realizing magnetic resonance imaging application; and meanwhile, the complex is highin singlet oxygen quantum yield; ROS can be produced in cells, and the good photodynamic treatment can be confirmed by observing the change of the cellular morphology before and after the operation. The complex has a good application prospect in the magnetic resonance imaging and the photodynamics therapy.

Description

technical field [0001] The invention belongs to the technical field of organic photoelectric materials, and specifically relates to a preparation method of a heterogeneous binuclear metal complex with dual functions of imaging and therapy and its application research in the fields of magnetic resonance imaging and photodynamic therapy. Background technique [0002] Magnetic resonance imaging (MRI) uses electromagnetic waves released by atomic nuclei excited by resonant frequency radio frequency waves in a strong magnetic field to reconstruct internal structural images of objects. This technology has the characteristics of no radiation damage, high horizontal and vertical resolution, etc. Successfully applied to the clinical diagnosis of many diseases. In order to enhance the signal contrast and improve the resolution of soft tissue images, more and more people began to study contrast agents. [0003] Paramagnetic contrast agents generally consist of paramagnetic metal ions ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F15/00A61K41/00A61K49/10
CPCA61K41/0076A61K49/106C07F15/0033
Inventor 赵强刘淑娟宋如箱吕壮黄维涂真珍彭佳丽
Owner NANJING UNIV OF POSTS & TELECOMM
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