Ruthenium fluorescent probe, and preparation method, application and application product thereof

A technology of fluorescent probes and probes, which is applied in the field of medicine to achieve the effects of simple processing, high purity, and good potential tumor detection value

Active Publication Date: 2019-04-23
SOUTHEAST UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

There are no public reports on the synthesis of ruthenium(III) metal probes using 2,6-diacetylpyridine 4-hydroxybenzohydrazide as a ligand and its application in tumor diagnosis and treatment.

Method used

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  • Ruthenium fluorescent probe, and preparation method, application and application product thereof
  • Ruthenium fluorescent probe, and preparation method, application and application product thereof
  • Ruthenium fluorescent probe, and preparation method, application and application product thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] A kind of ruthenium fluorescent probe, the chemical formula of this ruthenium fluorescent probe is [Ru(L)Cl 2 ]Cl, its structural formula is as shown in formula 1:

[0043]

[0044] The synthetic route of above-mentioned ruthenium fluorescent probe is as follows:

[0045]

[0046] The specific preparation method is as follows:

[0047] 1) Dissolve 1mmol of 2,6-diacetylpyridine in 10ml of ethanol (the concentration of solvent ethanol is 80v / v%), stir at 80°C for 15min to prepare a solution, add the above solution dropwise to 10ml In ethanol (the concentration of solvent ethanol is 80v / v%) solution containing 2mmol 4-hydroxybenzoic hydrazide, reflux and stir at 80°C for 1h to obtain a light yellow precipitate, filter the above obtained light yellow precipitate and wash with absolute ethanol Wash with diethyl ether for 3 times, and after drying, the ligand 2,6-diacetylpyridine 4-hydroxybenzohydrazide was obtained;

[0048] 2) will contain 1mmol RuCl 3 10ml of met...

Embodiment 2

[0075] A kind of ruthenium fluorescent probe, the chemical formula of this ruthenium fluorescent probe is [Ru(L)Cl 2 ]Cl, its structural formula is as shown in formula 1:

[0076]

[0077] The synthetic route of above-mentioned ruthenium fluorescent probe is as follows:

[0078]

[0079] The specific preparation method is as follows:

[0080] 1) Dissolve 1mmol of 2,6-diacetylpyridine in 10ml of ethanol (concentration of solvent ethanol is 20v / v%), stir at 80°C for 15min to prepare a solution, add the above solution dropwise to 10ml 10mmol of 4-hydroxybenzoic hydrazide in ethanol (concentration of solvent ethanol: 20v / v%), reflux and stir at 80°C for 24h to obtain a light yellow precipitate, filter the above obtained light yellow precipitate and wash with absolute ethanol Wash with diethyl ether for 3 times, and after drying, the ligand 2,6-diacetylpyridine 4-hydroxybenzohydrazide was obtained;

[0081] 2) will contain 10mmol of RuCl 3 2ml of methanol (concentration o...

Embodiment 3

[0085] A kind of ruthenium fluorescent probe, the chemical formula of this ruthenium fluorescent probe is [Ru(L)Cl 2 ]Cl, its structural formula is as shown in formula 1:

[0086]

[0087] The synthetic route of above-mentioned ruthenium fluorescent probe is as follows:

[0088]

[0089] The specific preparation method is as follows:

[0090] 1) Dissolve 1mmol of 2,6-diacetylpyridine in 10ml of ethanol (concentration of solvent ethanol is 50v / v%), stir at 60°C for 15min to obtain a solution, add the above solution dropwise to 10ml In ethanol (the concentration of solvent ethanol is 50v / v%) solution containing 5mmol 4-hydroxybenzoic hydrazide, reflux and stir at 60°C for 12h to obtain a light yellow precipitate, filter the above obtained light yellow precipitate and wash with absolute ethanol Wash with diethyl ether for 3 times, and after drying, the ligand 2,6-diacetylpyridine 4-hydroxybenzohydrazide was obtained;

[0091] 2) will contain 5mmol RuCl 3 10ml of methano...

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Abstract

The invention discloses a ruthenium fluorescent probe, and a preparation method, application and an application product thereof. The structural formula of the ruthenium fluorescent probe is as shown in the specification. The preparation method comprises the following steps: enabling 2,6-diacetyl pyridine and 4-hydroxybenzhydrazide to react by taking an alcohol substance as a solvent, collecting the precipitate generated by the reaction, and washing to obtain a ligand 2,6-diacetyl pyridine condensed 4-hydroxybenzohydrazine; (2) enabling the ligand 2,6-diacetyl pyridine condensed 4-hydroxybenzohydrazine and RuCl3 to react by taking the alcohol substance as the solvent, and then, sanding the reacted solution for separating crystals, and collecting the crystals to obtain the ruthenium fluorescent probe. The ruthenium fluorescent probe is used for preparing an anti-tumour medicament or a tumour detecting agent to obtain the anti-tumour medicament or the tumour detecting agent. The rutheniumfluorescent probe has good potential medicinal value and detection value, and is expected to be used in the preparation of various anti-tumour medicaments or tumour detecting agents.

Description

technical field [0001] The invention relates to a ruthenium fluorescent probe and its preparation method, application and application product, belonging to the technical field of medicine. Background technique [0002] Cancer (mainly referring to malignant tumors) is one of the most serious diseases that endanger human health. The most common and serious malignant tumors in my country mainly include: breast cancer, cervical cancer, lymphoma, leukemia, lung cancer, liver cancer and other types (FarrellN, et al. Cancer Res., 1992), and antineoplastic drugs are gradually developed along with the great threat of cancer to human health. After decades of research and development by scientific researchers, different types of anti-tumor drugs with different efficacy characteristics and different mechanisms of action have been launched and applied in clinical treatment and adjuvant therapy. Among them, Rosenberg et al. found in 1965 that cisplatin has a significant Cancer activity (R...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F15/00C09K11/06G01N21/64A61P35/00
CPCA61P35/00C07F15/0053C09K11/06C09K2211/1029C09K2211/185G01N21/64
Inventor 王怡红齐金旭曹万宝魏来王雪娇
Owner SOUTHEAST UNIV
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