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Near-infrared absorption water-soluble conjugated polymer phototherapy reagent and preparation and application thereof

A conjugated polymer, near-infrared technology, applied in the fields of photothermal therapy and photodynamics, can solve the problems of low photostability, poor PTT effect, etc., to reduce photodamage, inhibit growth, good water solubility and biological The effect of compatibility

Active Publication Date: 2020-05-29
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, small organic molecules often suffer from low photostability, resulting in poor PTT effect

Method used

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  • Near-infrared absorption water-soluble conjugated polymer phototherapy reagent and preparation and application thereof
  • Near-infrared absorption water-soluble conjugated polymer phototherapy reagent and preparation and application thereof
  • Near-infrared absorption water-soluble conjugated polymer phototherapy reagent and preparation and application thereof

Examples

Experimental program
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Embodiment

[0029] 1) Prepare fluorene derivative monomer M1 by the following method, M1 and diketopyrrolopyrrole derivative monomer M2 are charged at a ratio of 1:1 according to the amount of substance, and then in Pd(OAc) 2 / P(o-tolyl) 3Under the catalysis, the two are coupled through the Heck reaction. After 12 hours of reaction, the neutral conjugated polymer P1 is obtained; further quaternization reaction is carried out with methyl iodide, and the reaction is 72 hours to obtain a cationic water-soluble conjugated polymer. P1'.

[0030]

[0031] 2) Prepare the diketopyrrolopyrrole derivative monomer M4 by the following method, feed the fluorene derivative monomer M1 and the pyrrolopyrrole derivative monomer M4 according to the material ratio of 1:1, and then feed on Pd(OAc) 2 / P(o-tolyl) 3 Under catalysis, the two are coupled through the Heck reaction. After 12 hours of reaction, the neutral water-soluble conjugated polymer P2 is obtained. P2 is a neutral conjugated polymer, but ...

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Abstract

The invention discloses a near-infrared absorption water-soluble conjugated polymer phototherapy reagent and preparation and application thereof. Fluorene derivatives are used as electron donors (D);pyrrolopyrroledione derivatives are used as electron acceptors (A), olefinic bonds are [pi]-conjugated bridges, an organometallic catalyzed Heck reaction is adopted for alternate copolymerization, a near-infrared absorption neutral conjugated polymer with a conjugated main chain being D-[pi]-A is obtained, and then the near-infrared absorption cationic water-soluble conjugated polymer is obtainedthrough a quaternization reaction. The absorption wavelength of the water-soluble conjugated polymer is in a biological optical window, and the water-soluble conjugated polymer has good water solubility and biocompatibility, excellent photothermal conversion ability and singlet oxygen yield, can effectively inhibit the growth of tumor cells, and is an excellent phototherapy reagent.

Description

technical field [0001] The invention belongs to the field of photodynamic and photothermal therapy, and in particular relates to the preparation of a near-infrared absorbing water-soluble conjugated polymer phototherapy reagent and its application in photothermal and photodynamic therapy. Background technique [0002] Photosensitizer (photosensitizer, PS) absorbs photon energy under light excitation, and transitions from the ground state to the singlet excited state. The singlet excited state is extremely unstable, and its lifetime is only a few nanoseconds. It will release excess energy in two ways: the first One is to release all the obtained energy in the form of fluorescence or heat and return to the singlet ground state, which is the type I process; the second is to release part of the energy through intersystem crossing to reverse the spin of the same electron The triplet excited state is formed, which is more stable than the singlet excited state, and its lifetime can...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12A61K41/00A61P35/00
CPCC08G61/126C08G61/124A61K41/0052A61K41/0057A61P35/00C08G2261/124C08G2261/1412C08G2261/143C08G2261/1424C08G2261/18C08G2261/3223C08G2261/3241C08G2261/344C08G2261/354C08G2261/413C08G2261/72A61K2300/00
Inventor 黄艳琴任志东胡健刘兴奋范曲立黄维
Owner NANJING UNIV OF POSTS & TELECOMM
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