Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Cyclooxygenase targeted near infrared dye metal complex photosensitizer and preparation and application thereof

A near-infrared dye and metal complex technology, applied in the field of near-infrared dye metal complex photosensitizers, can solve problems such as limited selectivity, and achieve the effects of convenient synthesis, good water solubility, and stable construction

Active Publication Date: 2020-07-14
SHENZHEN INST OF ADVANCED TECH
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although this type of photosensitizer shows certain selectivity in vitro, the selectivity in vivo is still limited.

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
  • Cyclooxygenase targeted near infrared dye metal complex photosensitizer and preparation and application thereof
  • Cyclooxygenase targeted near infrared dye metal complex photosensitizer and preparation and application thereof
  • Cyclooxygenase targeted near infrared dye metal complex photosensitizer and preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0110] Further, the present invention also provides a method for preparing the above-mentioned metal complex photosensitizer, including:

[0111] Will (M) p (L 1 ) q (X 6 ) r with L 2 Ligand structure compound (when L2 is a neutral ligand, then directly with compound L 2 response when L 2 When it is an anionic ligand, it generally contains L 2 Compounds as raw materials, such as HL 2 etc.) reaction to obtain cyclooxygenase-targeted near-infrared dye metal complex photosensitizer;

[0112] Among them, M, L 1 , L 2 The definition of can refer to the relevant structures and definitions in the above formulas (I), (II), and (III);

[0113] At the same time, p and q are integers greater than or equal to 1; when q is greater than 1, different L 1 may independently be the same or different groups;

[0114] r is an integer greater than or equal to 0;

[0115] x 6 For the counter ion, the metal complex photosensitizer provided by the present invention can be a neutral met...

Embodiment 1

[0159] At room temperature, add indomethacin (100mg) and 1,4-butanediamine-Boc (100mg) and coupling reagents EDCI, HOBt, DMAP to a 25mL round-bottomed flask, and after stirring rapidly for about 0.5 hours, the solution becomes Transparent, the reaction occurs at room temperature for 24 hours, stop the reaction, spin off the solvent, purify with a silica gel column, dissolve the sample in dichloromethane, load the sample by wet method, use dichloromethane:methanol as the eluent from 200:1 to 10:1 Gradient elution, spin off the solvent and concentrate to obtain IM-NHBoc. Yield 80%, IM-NHBoc is deprotected under the effect of hydrochloric acid to obtain IM-NH 2 .

[0160] First, bpy (3.27g) was dissolved in 1,4-dioxane (150ml) and put into a 250ml round bottom flask, then SeO was added at room temperature 2 (2.174g). Put the mixture in N 2 Reflux for 24 hours in a dark environment (mild reflux, 100°C). The mixture was then filtered hot and the solution was cooled to room tem...

Embodiment 2

[0165] With reference to Example 1 method, prepare Rho-IM (rhodamine-indomethacin ligand), then, then add 8mg Ir 2 (ppy) 4 -Cl 2 Add 3ml each of DCM and methanol to a 25ml round bottom flask, reflux at 65°C for 4h, then add 26mg of KPF6 and react at room temperature for 30min to obtain the target product Ir-Rho-IM and then purify.

[0166] Embodiment 2 reaction process is as Figure 7 shown.

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

No PUM Login to View More

Abstract

The invention provides a cyclooxygenase targeted near infrared dye metal complex photosensitizer and preparation and application thereof. The photosensitizer has a structure shown in the following formula (I): M(L1)m(L2)n(X1)o(I), wherein M is a non-radioactive metal with an atomic number greater than 40; L1 is a neutral or anionic ligand; L2 has a structure of: R1-L3-R2, wherein R1 is a cyclooxygenase targeted compound group, L3 is a linking group, R2 is a near-infrared dye group; X1 is a counterion; m and n are each an integer greater than or equal to 1; o is an integer from 0 to 4; the cyclooxygenase targeted compound includes: indomethacin and indomethacin derivatives; and the near-infrared dye includes rhodamine and rhodamine derivatives. The photosensitizer integrates functions of tumor targeting, tumor imaging, drug tumor treatment and prognosis monitoring, and is a multifunctional organic small molecule photosensitizer.

Description

technical field [0001] The invention relates to the field of photosensitizers, in particular to a cyclooxygenase-targeted near-infrared dye metal complex photosensitizer and its preparation and application. Background technique [0002] In 2008, the global cancer death toll reached 7.6 million (about 13% of all deaths). Nearly 13 million new cases of cancer are diagnosed each year, and the number of cancer deaths is expected to reach 13.1 million by 2030. Although regular screening and monitoring and early intervention are the best ways to improve survival, we still need to work hard to find better cancer treatment options, one that is both effective and efficient, acceptable and affordable for patients. [0003] Chemotherapy, radiotherapy, and surgical resection are routine cancer treatment options, and more recently, small molecule-based therapies and immunotherapy in combination with the above options have emerged. However, chemotherapy often causes systemic side effect...

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
no application Login to View More
IPC IPC(8): A61K41/00A61K49/00A61P35/00C07F15/00
CPCC07F15/0033A61K49/0056A61K49/0021A61K41/0057A61P35/00
Inventor 蔡林涛周理华向晶晶龚萍李洪锋
Owner SHENZHEN INST OF ADVANCED TECH
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com