Unlock instant, AI-driven research and patent intelligence for your innovation.
A phthalocyanine-based compound, its preparation method and its application as a single- and two-photon fluorescent probe in cancer targeting and mitochondrial labeling
What is Al technical title?
Al technical title is built by PatSnap Al team. It summarizes the technical point description of the patent document.
A compound and phthalocyanine technology, applied in the field of phthalocyanine-based compounds and their preparation, can solve the problems of limiting the application of phthalocyanine, not having phototoxicity, and destroying the biological tissue of the research object, and achieving good application value, good affinity, and absorption cross section. big effect
Active Publication Date: 2018-02-16
SHANDONG UNIV
View PDF1 Cites 0 Cited by
Summary
Abstract
Description
Claims
Application Information
AI Technical Summary
This helps you quickly interpret patents by identifying the three key elements:
Problems solved by technology
Method used
Benefits of technology
Problems solved by technology
However, phthalocyanine will be accompanied by the generation of singlet oxygen in the process of fluorescence emission, which is extremely destructive to the research object, especially biological tissues, and is not conducive to the continuation of the study of biological processes
This feature greatly limits the application of phthalocyanine as a red-near-infrared fluorescent probe
Therefore, so far, no phototoxic phthalocyanine-based fluorescent probes have been reported, and no phototoxic phthalocyanine-based fluorescent probes capable of simultaneous single- and two-photon mitochondrial imaging have been reported.
Method used
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more
Image
Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
Click on the blue label to locate the original text in one second.
Reading with bidirectional positioning of images and text.
Smart Image
Examples
Experimental program
Comparison scheme
Effect test
Embodiment 1
[0060] The preparation of the phthalocyanine base compound shown in embodiment 1, formula (II)
[0061] (1) Preparation of ethyl 4-[3,4-dicyanophenoxy]butanoate (a)
[0062]
[0063] Weigh 0.55g (3.8mmol) 4-hydroxyphthalonitrile and 1.3g (6.9mmol) ethyl 4-bromo-n-butyrate, and 1.6g K 2 CO 3 Dissolve in DMF (10mL), stir at room temperature for 24h, then drain the DMF under reduced pressure, dissolve the residue in chloroform and wash with water three times, collect the organic layer and remove the organic solvent chloroform under reduced pressure, the crude product is separated by silica gel column chromatography to obtain White solid, yield 83.6%.
[0065] (2) Preparation of three [(4-tert-butyl)phenoxy]-one[(4-n-butyrate)phenoxy]zinc phthalocyanine (c)
[006...
Embodiment 2
[0077] Embodiment 2, center ion is Ni 2+ Preparation of phthalocyanine-based compounds
[0078] The detailed steps are the same as in Example 1, except that the metal salt is changed to nickel acetate in the step (2).
Embodiment 3
[0079] Embodiment 3, center ion is Mg 2+ Preparation of phthalocyanine-based compounds
[0080] The detailed steps are the same as in Example 1, except that the metal salt is changed to magnesium chloride in the step (2).
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More
PUM
Login to View More
Abstract
The invention relates to a phthalocyanine compound, a preparation method and an application as a single / two-photon fluorescent probe in cancer targeting and mitochondria labeling. The phthalocyanine compound has a structure of formula (I) and is an asymmetric phthalocyanine metal complex; R represents a polypeptide containing an RGD sequence, n is 0-6; the phthalocyanine compound not only has unique selectivity for cancer cells, but also can realize specific localization in live cell mitochondria, and is a multifunctional fluorescent probe. The invention also provides the preparation method of the phthalocyanine compound, wherein the preparation method is simple in process and wide in application range. The phthalocyanine compound overcomes the common phototoxicity of phthalocyanine; under 12 J / cm<2> of red light irradiation energy, the survival rate of cells is above 95%; and the phthalocyanine compound has good application value in two-photon tumor imaging and mitochondria imaging.
Description
technical field [0001] The invention relates to a phthalocyanine-based compound and a preparation method thereof. The phthalocyanine-based compound can be used for cancer-targeted fluorescence imaging and living cell mitochondrial fluorescence imaging, can be used as a single-photon or two-photon fluorescent probe, and belongs to the field of organic functional materials. Background technique [0002] A major challenge in current cancer treatment is how to effectively distinguish tumors from healthy tissues. Since cancer cells are necessarily different from normal cells, cancer diagnosis and treatment methods are mainly based on these differences. The unique receptors on the surface of cancer cells have always attracted the interest of researchers as markers of tumor cells. Using a ligand with a specific affinity for the receptor as a targeting molecule, and cross-linking with a imaging agent or an anticancer drug, can effectively achieve the accumulation of drugs in tumors...
Claims
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More
Application Information
Patent Timeline
Application Date:The date an application was filed.
Publication Date:The date a patent or application was officially published.
First Publication Date:The earliest publication date of a patent with the same application number.
Issue Date:Publication date of the patent grant document.
PCT Entry Date:The Entry date of PCT National Phase.
Estimated Expiry Date:The statutory expiry date of a patent right according to the Patent Law, and it is the longest term of protection that the patent right can achieve without the termination of the patent right due to other reasons(Term extension factor has been taken into account ).
Invalid Date:Actual expiry date is based on effective date or publication date of legal transaction data of invalid patent.
Login to View More 
Login to View More