Orange light excited iridium complex and preparation method and application thereof

An iridium complex and light-excited technology, applied in the field of medicine, can solve problems such as hair loss and vomiting, patient injury, tumor recurrence, etc., and achieve the effect of strong growth inhibition ability

Active Publication Date: 2021-11-05
SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] At present, the main means of clinical treatment of cervical cancer are surgical treatment, radiotherapy, chemotherapy, etc., but these treatment methods have the problems of tumor recurrence, damage to patients, and adverse reactions such as hair loss and vomiting.

Method used

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  • Orange light excited iridium complex and preparation method and application thereof
  • Orange light excited iridium complex and preparation method and application thereof
  • Orange light excited iridium complex and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] The structural formula of the iridium complex excited by orange light is as follows figure 1 shown. Its synthesis method is as follows:

[0041] (1) The synthetic method of compound L1

[0042] 2,3-Diaminonaphthalene (158.2 mg, 1 mmol) and 4,4-dimethylbenzil (238.3 mg, 1 mmol) were heated to reflux at 80°C in ethanol for 12 hours and then filtered to obtain compound L1 as a yellow solid. The yield was 21.3%. Its structure was characterized by NMR, 1 H NMR (400MHz, DMSO-d6) δ8.79(s, 1H), 8.25(dd, J=6.5, 3.3Hz, 1H), 7.65(dd, J=6.5, 3.2Hz, 1H), 7.44(d, J=8.1Hz, 2H), 7.20(d, J=7.9Hz, 2H), 2.35(s, 3H).

[0043] (2) The synthetic method of Ir-Glucose complex

[0044] At 110°C, compound L1 (720.3mg, 1mmol) and iridium trichloride (328.4mg, 1.1mmol) were reacted in ethylene glycol ether / water (2:1, 21mL), heated to reflux for 12 hours and then reacted After suction filtration, the target iridium precursor was obtained as an orange-red solid with a yield of 32.5%. The ob...

experiment example 1

[0047] Dark Stability and Photostability of Iridium Complex (Ir-Glucose)

[0048]The dark stability and photostability properties of iridium complexes were analyzed by proton nuclear magnetic spectroscopy. The iridium complex was made into a solution (control sample) with MeOD and added to a nuclear magnetic tube to record its hydrogen nuclear magnetic spectrum; after that, it was placed in the dark at room temperature for 24 hours, or it was irradiated with 465nm light (39mW / cm 2 ) After 5 minutes, record the proton nuclear magnetic spectrum of the solution and the proton spectrogram of the control sample respectively and compare it to analyze its dark and photostability properties. Such as Figure 4 As shown, the spectrum of the iridium complex does not change significantly under dark and light conditions, and the dark stability and light stability are good.

experiment example 2

[0050] Photocatalytic Oxidation Ability of Iridium Complex (Ir-Glucose) to NADPH

[0051] The iridium complex (2.5μM) and NADPH (A 339nm =1) PBS solution is placed in a quartz cuvette, placed under a 595nm light source and irradiated for 30min (the light dose is 23.35J / cm 2 ), to detect the absorbance of the solution before and after illumination. The result is as Figure 5 As shown, the iridium complex has no obvious effect on NADPH in the dark, but under 595nm light radiation, it can oxidize the reduced coenzyme II (NADPH) to its oxidation state (NADP + ), indicating that the iridium complex has the ability to photocatalytically oxidize NADPH.

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Abstract

The invention relates to the technical field of medicine, in particular to an orange light excited iridium complex and a preparation method and application thereof. The complex has a strong curative effect when applied to anti-cervical cancer photodynamic therapy, NADP+ / NADPH redox balance can be destroyed under the illumination condition of a 595 nm long-wavelength orange light source, cell death is caused, and the complex has strong growth inhibition ability (IC50=0.34 [mu] M) on human cervical cancer cell strains (Hela). The method is of great significance to research of metal complex photosensitizers with long wavelength absorption, high efficiency and low toxicity, and is expected to lay theoretical and experimental foundations for clinical development of novel anti-cervical cancer metal drugs.

Description

technical field [0001] The invention relates to the technical field of medicine, in particular to an iridium complex excited by orange light and its preparation method and application. Background technique [0002] According to statistics, in 2020, the number of new cancer cases in the world will reach 19.3 million, and nearly 10 million people will die of cancer. Among them, the number of new cancer cases in Asia accounts for 49.3% of the world, and the number of cancer deaths accounts for 58.3% of the world, ranking first in the world At the same time, the number of new cancer cases in China also ranks first in the world. Due to the intensification of population aging, the global cancer burden is expected to increase by 50% in 2040 compared with 2020, and the number of new cancer cases will reach nearly 30 million. The anti-cancer situation is very severe, and it is urgent to develop therapeutic means for the prevention and treatment of cancer with good curative effect, f...

Claims

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Application Information

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IPC IPC(8): C07H23/00C07H1/00C07F15/00C09K11/06A61K31/7135A61P35/00A61K41/00
CPCC07H23/00C07H1/00C07F15/0033C09K11/06A61P35/00A61K41/0057C09K2211/185Y02B20/00
Inventor 黄怀义范中贤祝梓琳
Owner SUN YAT SEN UNIV
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