Hydrogen sulfide fluorescent probe targeting Golgi apparatus, and preparation method and application thereof

A fluorescent probe and hydrogen sulfide technology, applied in the field of fluorescent probes, can solve the problems of complex synthesis, insufficient response speed, and insufficient selectivity, and achieve the effects of simple synthesis, sensitive response, and strong anti-interference ability

Active Publication Date: 2020-04-21
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are still some problems with the fluorescent probes reported so far, including insufficient selectivity, insufficient response speed, and complex synthesis.

Method used

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  • Hydrogen sulfide fluorescent probe targeting Golgi apparatus, and preparation method and application thereof
  • Hydrogen sulfide fluorescent probe targeting Golgi apparatus, and preparation method and application thereof
  • Hydrogen sulfide fluorescent probe targeting Golgi apparatus, and preparation method and application thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Embodiment 1: the synthesis of formula (II) compound

[0048] The synthetic design route is as follows:

[0049]

Embodiment approach 1

[0050] Embodiment 1: Dissolve 288mg (1mmol) of 4-phenyl-2trifluoromethyl-7aminoquinoline and 69mg (1mmol) of sodium nitrite in hydrochloric acid and stir at low temperature (0°C) for 1h, then add sodium azide 130mg (2mmol), stirred at low temperature (0°C) for 1h and then stirred at room temperature for 1h; then, the reaction solution was suction filtered to obtain the crude product; finally, a mixed system of dichloromethane and petroleum ether (v / v, 1:1) The chromatographic column separation was carried out as an eluent to obtain 195 mg of a dark red pure product with a yield of 62%.

Embodiment approach 2

[0051] Embodiment 2: Dissolve 288mg (1mmol) of 4-phenyl-2trifluoromethyl-7aminoquinoline and 138mg (2mmol) of sodium nitrite in hydrochloric acid and stir at low temperature (0°C) for 1h, then add sodium azide 260mg (4mmol), stirred at low temperature (0°C) for 1.2h and then at room temperature for 1h; then, the reaction solution was suction filtered to obtain the crude product; finally, a mixed system of dichloromethane and petroleum ether (v / v, 1:1 ) is carried out chromatographic column separation as eluent, obtains dark red pure product 204mg, productive rate is 65%.

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Abstract

The invention relates to a hydrogen sulfide fluorescent probe targeting Golgi apparauts, and a preparation method and an application thereof. The probe is a quinoline compound fluorescent probe concretely, and can be used as the hydrogen sulfide fluorescent probe of the targeting Golgi apparauts to measure, detect or screen hydrogen sulfide and perform living cell fluorescence imaging. The probe can achieve at least one of the following technical effects: good targeted positioning effect of the Golgi apparauts, identification of hydrogen sulfide in a high-selectivity manner, quick response tohydrogen sulfide, ultra-sensitive analysis on hydrogen sulfide, strong anti-interference capability, simplicity in synthesis and stable properties.

Description

technical field [0001] The invention belongs to the field of fluorescent probes, and specifically relates to a quinoline compound as a fluorescent probe targeting the Golgi apparatus and its application in measuring, detecting or screening hydrogen sulfide and live cell fluorescence imaging methods; the invention also provides A method of preparing the fluorescent probe. Background technique [0002] Hydrogen sulfide is an irritating and suffocating colorless gas. Low concentration exposure only has local irritation to the respiratory tract and eyes, and high concentration has more obvious systemic effects, manifested as central nervous system symptoms and suffocation symptoms. Hydrogen sulfide has "odor" However, the extremely high concentration of hydrogen sulfide will quickly cause olfactory fatigue without the taste. Hydrogen sulfide will have a strong irritating effect on the eyes and respiratory tract mucous membranes. After hydrogen sulfide is absorbed, it mainly affe...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D215/38C09K11/06G01N21/64
CPCC07D215/38C09K11/06G01N21/6486C09K2211/1029C09K2211/1007
Inventor 祝汉闯柳彩云张雪蔡昕宇张涵铭梁长旭朱宝存
Owner UNIV OF JINAN
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