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Novel iridium complexes as well as preparation method and application thereof

A new type of iridium complex, applied in pharmaceutical formulations, indium organic compounds, chemical instruments and methods, etc., can solve the problems of limited metal complexes, achieve good application prospects, excellent photodynamic therapy effects, and good tumor treatment effects Effect

Active Publication Date: 2021-10-29
NANJING UNIV OF POSTS & TELECOMM
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] However, according to statistical knowledge, the metal complexes currently available for photodynamic therapy of tumors are still limited.

Method used

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  • Novel iridium complexes as well as preparation method and application thereof
  • Novel iridium complexes as well as preparation method and application thereof
  • Novel iridium complexes as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Embodiment one: the synthesis of complex Ir-3-1

[0039] The synthetic route of this complex is as follows:

[0040]

[0041] (1) Preparation of compound dbpz: Dissolve 9,10-phenanthrenequinone (500mg, 2.4mmol) and o-phenylenediamine (260mg, 2.4mmol) in absolute ethanol, heat to 78°C for reflux reaction for 6h, and precipitate a yellow solid. Suction filtration and ethanol washing gave compound dbpz with a yield of 96%;

[0042] 1 H NMR (400MHz, CD 3 Cl): 9.45(d, J=7.6,2H), 8.61(d, J=8.4,2H), 8.38-8.35(m,2H), 7.90-7.88(m,2H), 7.86-7.76(m,4H ).

[0043] (2) compound [(dbpz) 2 Ir(μ-Cl) 2 Ir(dbpz) 2] preparation: take the compound dbpz (400mg, 1.4mmol), and iridium trichloride trihydrate (252mg, 0.7mmol) into a two-neck bottle, seal and remove oxygen, inject a solvent for removing peroxygen under nitrogen protection, and heat up to 110°C for reaction 12h, cooled to room temperature, added deionized water to settle, suction filtered, and washed the filter cake to...

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Abstract

The invention discloses novel iridium complexes as well as a preparation method and application thereof. The iridium complexes are formed by combining electron-deficient naphthoquinoline or pyrazine serving as an N^N ligand with a large conjugated C^N ligand with an electron donating property. The iridium complexes with rich excited states can be subjected to energy transfer with oxygen under the illumination condition to generate rich singlet oxygen, and under the hypoxic condition, the iridium complexes can generate active oxygen species such as hydroxyl free radicals due to relatively strong electron transfer, so that the iridium complexes have a good photodynamic effect; besides, the N^N ligand with electron-deficient property and the C^N ligand with electron-donating property respectively regulate HOMO and LUMO energy levels, so that the iridium complexes emit red light and have a better application prospect in the field of biological imaging materials.

Description

technical field [0001] The invention belongs to the technical field of organic photoelectric materials. It specifically relates to a new type of iridium complex, its preparation method and its application in the field of photodynamic therapy and biological imaging. Background technique [0002] As a disease with a high fatality rate, cancer has always been a key research direction for professionals in the medical field about its treatment plan. Radiation therapy and chemotherapeutic drugs are often used in clinical tumor treatment. Although these two methods can achieve a certain therapeutic effect, the toxic and side effects caused by them cannot be ignored. Photodynamic therapy is considered to be a new tumor treatment method with good clinical targeting. Its function is based on the use of light to excite photosensitizers gathered inside the tumor to generate active oxygen to effectively kill diseased tissues, and at the same time reduce damage to normal tissues around t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06A61K41/00A61K49/00A61P35/00G01N21/64
CPCC07F15/0033C09K11/06A61K41/0057A61K49/0019A61P35/00G01N21/6428C09K2211/185G01N2021/6432
Inventor 刘淑娟闫东赵强张苏迪刘雪黄维
Owner NANJING UNIV OF POSTS & TELECOMM
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