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Phosphorescent iridium complex capable of targeting tumor cell

A phosphorescent iridium complex, tumor cell technology, applied in fluorescence/phosphorescence, biochemical equipment and methods, microbial assay/inspection, etc., to achieve the effect of simple connection method and high photostability

Inactive Publication Date: 2012-07-25
FUDAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

But so far, only a few iridium complexes have been used as cell stains (Mengxiao Yu, Fuyou Li, et al., Chem. Commun. 2008, 2115-2117), and there is no report on iridium complexes targeting imaging tumor cells

Method used

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  • Phosphorescent iridium complex capable of targeting tumor cell
  • Phosphorescent iridium complex capable of targeting tumor cell
  • Phosphorescent iridium complex capable of targeting tumor cell

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Embodiment 1: the preparation of iridium complex: iridium dichloro bridge complex (pq) 2 Ir(μ-Cl) 2 Ir(pq) 2 Prepared according to literature (see literature Nonoyama, K. Bull. Chem. Soc. Jpn. 1974, 47, 467-468.). Weigh IrCl 3 ·3H 2 O (5.52mmol) and the corresponding cyclometalated C^N ligand 2-phenylquinoline (11.04mmol) were added to the double-neck flask, and the mixture of 2-ethoxyethanol and water was injected with a syringe under nitrogen protection (3:1, v / v), the reaction mixture was heated to 110° C., stirred for about 24 hours, and a precipitate formed. After the reaction was stopped, the reaction mixture was cooled to room temperature, and a precipitate was obtained by filtration. The resulting precipitate was washed with water and ethanol respectively to obtain a red solid iridium dichloro bridge complex (pq) 2 Ir(μ-Cl) 2 Ir(pq) 2 . Weigh the iridium dichloro bridge complex and RGD peptide ligand with a molar ratio of 1:4 and add them into a double-...

Embodiment 2

[0016] Example 2: UV-Vis absorption spectrum and phosphorescence spectrum test of the complex

[0017] The absorption and emission spectra of the complexes were measured in DMSO / MEM (1:200, v / v) solution. The complex has a strong absorption band at 280-400nm in the ultraviolet region, which can be attributed to the π-π * transition ( 1 LC's contribution. The moderately intense absorption band at 400–500 nm can be attributed to the spin-allowed charge transfer from the metal to the ligand ( 1 MLCT) transition (dπ(Ir)→π * ). In addition, a weaker absorption peak is observed above 500 nm, which can be attributed to the spin-forbidden 3 MLCT and 3 LC transition. In DMSO / MEM=1:200, the complexes all have strong emission at room temperature, and the emission wavelength is located at 610nm. The emission peak appears to be a featureless broadband emission, indicating that the emission is mainly from 3 MLCT excited state (see attached figure 1 )

Embodiment 3

[0018] Example 3: The tumor cell imaging experiment of the complex

[0019] 1. MCF-7 (human breast cancer, integrin α v beta 3 low expression) and U87MG (human glioma, integrin α v beta 3 High expression) cell line (purchased from Shanghai Cell Bank, Chinese Academy of Sciences). MCF-7 cells were grown in MEM medium containing 10% FBS (fetal bovine serum) and 1% insulin (10 mL: 400 U), while U87MG cells were grown in MEM medium containing 10% FBS. Conditions during culture: 37°C, 5% CO 2 , saturated humidity. Replace the culture medium every two days, and subculture every 3 to 4 days.

[0020] 2. Spread the coverslips on a Ф35mm petri dish in a 1×10 5 Cells / mL seeded, 37°C, 5% CO 2 , placed in an incubator for cultivation. After the cells adhered to the wall, they were washed three times with phosphate buffered saline (PBS), and the complex solution with a final concentration of 2 μM was added to incubate at room temperature for 15 minutes, then the solution was aspir...

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Abstract

The invention relates to a phosphorescent iridium complex capable of targeting a tumor cell expressed by integrin alphavbeta3. The phosphorescent iridium complex can be used as a phosphorescent developer to perform targeting recognition and imaging on the tumor cell expressed by integrin alphavbeta3. The invention is characterized in that the phosphorescent iridium complex is a phosphorescent iridium complex of an arginine-glycine-aspartate (RGD peptide) group, an RGD peptide ligand of the iridium complex can be specifically bonded to integrin alphavbeta3 receptors expressed by the surface ofthe tumor cell, the targeting of the iridium complex is transported into the tumor cell by means of the receptor mediated endocytosis, and the intense red phosphorescence of the iridium complex can be observed. The connection mode of the iridium complex and the targeting group is simple, and the iridium complex can be excited by 515 nm visible light, has specificity to the tumor cell expressed byintegrin alphavbeta3 and has high light stability.

Description

technical field [0001] The invention belongs to the technical field of tumor-targeting imaging agents, and in particular relates to a drug capable of targeting integrin α v beta 3 Phosphorescent iridium complex expressed by tumor cells, the phosphorescent iridium complex acts as a phosphorescent imaging agent for integrin α v beta 3 Expressed tumor cells are targeted for identification and imaging. Background technique [0002] Tumor imaging technology is of great significance for the early diagnosis and differential diagnosis, clinical staging and treatment of tumors. As somatostatin receptor imaging agents have been approved for clinical use, tumor receptor imaging is receiving more and more attention. Integrin alpha v beta 3 It is highly expressed on the surface of various tumor cells and neovascular endothelial cells, but in mature vascular endothelial cells and most normal organ systems α v beta 3 No expression or a small amount of expression has become a new ta...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07K7/64C12Q1/02G01N21/64G01N15/10
Inventor 李富友熊丽琴
Owner FUDAN UNIV
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