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A kind of metal iridium (iii) complex and its preparation method and application
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A complex, metal iridium technology, applied in the field of medicine, can solve problems such as toxic and side effects, and achieve a significant effect of anti-B16 tumor cell activity in vivo
Active Publication Date: 2022-07-01
GUANGZHOU FIRST PEOPLES HOSPITAL (GUANGZHOU DIGESTIVE DISEASE CENT GUANGZHOU FIRST PEOPLES HOSPITAL GUANGZHOU MEDICAL UNIV THE SECOND AFFILIATED HOSPITAL OF SOUTH CHINA UNIV OF TECH)
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However, the continuous application of platinum-based metal complexes causes the accumulation of drugs in the body, which leads to strong toxic and side effects on normal cells, such as neurotoxicity, liver and kidney toxicity, etc.
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preparation example Construction
[0033] The ligands of formula II-1, formula II-2 or formula II-3 are given the names apip, maip, and paip, respectively, any of which is associated with cis-[Ir(piq) 2 Cl] 2 The preparation method of reacting to form a monovalent cation in a metal iridium (III) complex includes the steps shown in the following formula, wherein the metal iridium (III) in the metal iridium (III) complex represents that the valence state of the metal iridium in the complex is trivalent.
[0034]
Embodiment 1
[0036] Synthesis of this example [Ir(piq) 2 (apip)]PF 6 , which is composed of apip ligand and cis-[Ir(piq) 2 Cl] 2 The reaction forms a metal iridium (III) complex monovalent cation Ir1, which in turn reacts with NH 4 PF 6 reaction, wherein the structural formula of Ir1 is:
[0037]
[0038] The metal iridium (III) complex [Ir(piq) 2 (apip)]PF 6 The preparation method is:
[0039] (1) Synthesis of intermediate npip: Weigh 2-nitrobenzaldehyde (3.4mmol, 0.52g), 1,10-phenanthroline-5,6-dione (2.5mmol, 0.53g) and ammonium acetate ( 30mmol, 2.31g) was dissolved in glacial acetic acid and refluxed at 130°C for 3h. Cooled to room temperature, rinsed with water and transferred to a beaker, adjusted to neutral pH with concentrated ammonia water, and a large amount of yellow precipitate was precipitated. The yellow substance was obtained by suction filtration, washed with water, and dried in a vacuum drying oven at 50 °C to obtain npip. Yield: 90%, ESI-MS (CH 3 CN): m / z=3...
Embodiment 2
[0045] Synthesis of this example [Ir(piq) 2 (maip)]PF 6 , which is composed of a maip ligand with cis-[Ir(piq) 2 Cl] 2 Reaction to form metal iridium (III) complex monovalent cation Ir2, Ir2 and NH 4 PF 6 reaction, wherein the structural formula of Ir2 is:
[0046]
[0047] The metal iridium (III) complex [Ir(piq) 2 (maip)]PF 6 The preparation method is:
[0048] (1) Synthesis of intermediate mnip: Weigh 3-nitrobenzaldehyde (3.4mmol, 0.52g), 1,10-phenanthroline-5,6-dione (2.5mmol, 0.53g) and ammonium acetate ( 30mmol, 2.31g) was dissolved in glacial acetic acid and refluxed at 130°C for 3h. Cooled to room temperature, rinsed with water and transferred to a beaker, adjusted to neutral pH with concentrated ammonia water, and a large amount of yellow precipitate was precipitated. Suction filtration to obtain a pale yellow substance, which is washed with water and dried in a vacuum drying oven at 50°C to obtain mnip. Yield: 87%, ESI-MS (CH 3 CN): m / z=342.10([M+H] + ...
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Abstract
The invention discloses a metal iridium (III) complex, a preparation method and application thereof, and belongs to the technical field of medicine. The metal iridium(III) complexes of the present invention comprise monovalent cations and monovalent anions. In addition, the present invention also proposes a preparation method of the above-mentioned metal iridium (III) complex and its application in antitumor drugs. The metal iridium (III) complex of the present invention has a strong inhibitory effect on the growth of tumor cells, especially B16 tumor cells, by regulating the expression of negative regulators of cell cycle P53 and P21, and then down-regulating Cyclin D1, CDK4 and The expression of CDK6 blocks cell cycle transition, inhibits cell proliferation, induces cell cycle arrest in G0 / G1 phase, and induces apoptosis of B16 tumor cells, with significant anti-B16 tumor cell activity in vivo.
Description
technical field [0001] The invention belongs to the technical field of medicine, and in particular relates to a metal iridium (III) complex and a preparation method and application thereof. Background technique [0002] Since 1969, cisplatin and carboplatin have made great achievements in anti-tumor therapy, and the potential of metal complexes in the preparation of anti-tumor drugs has been deeply explored by scientists, which has opened up a new therapeutic approach for clinical cancer chemotherapy. However, the continuous application of platinum-based metal complexes results in the accumulation of drugs in the body, which leads to the strong toxic and side effects of these drugs on normal cells, such as neurotoxicity, liver and kidney toxicity, and the like. Therefore, it has become a new research direction for scientists to design other transition metal elements in the same period as platinum into new metal complexes to improve the toxic and side effects of platinum comp...
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Patent Type & Authority Patents(China)
IPC IPC(8): C07F15/00A61K31/555A61P35/00
CPCC07F15/0033A61P35/00
Inventor 刘四红刘云军黄春霞伍勇谢富丽
Owner GUANGZHOU FIRST PEOPLES HOSPITAL (GUANGZHOU DIGESTIVE DISEASE CENT GUANGZHOU FIRST PEOPLES HOSPITAL GUANGZHOU MEDICAL UNIV THE SECOND AFFILIATED HOSPITAL OF SOUTH CHINA UNIV OF TECH)
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