A kind of alkyl substituted dendritic metalloporphyrin and its preparation method and application

A dendritic metal porphyrin technology, applied in the field of alkyl substituted dendritic metal porphyrin and its preparation, achieves the effects of easy operation, increased yield, and simple process

Inactive Publication Date: 2016-06-22
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] In order to solve the above-mentioned problems existing in existing porphyrin photosensitizers, the present invention starts from 5,10,15,20-p-hydroxyphenyl zinc porphyrin, and through a substitution reaction, an alkyl-substituted dendritic metalloporphyrin is prepared for the first time

Method used

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  • A kind of alkyl substituted dendritic metalloporphyrin and its preparation method and application
  • A kind of alkyl substituted dendritic metalloporphyrin and its preparation method and application
  • A kind of alkyl substituted dendritic metalloporphyrin and its preparation method and application

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Embodiment 1

[0027] G 2 - Preparation of ZnPor:

[0028] Dissolve 37mg (ie 0.050mol) of 5,10,15,20-p-hydroxyphenyl zinc porphyrin in 10ml of dry DMF, then add 35mg (ie 0.25mol) of sodium carbonate, and stir for 5min in a nitrogen atmosphere; 130mg (ie 0.24mol) [C 12 h 25 O] 8 G 1 -Br, 26mg (ie 0.10mol) of 18-crown-6 ether and 1mg (ie 0.006mol) of potassium iodide were stirred and reacted for 24h in a nitrogen atmosphere at a temperature of 80°C. Then, the reaction solution is post-treated. First add 20ml of distilled water to the reaction solution, stir, and let stand to separate layers; then remove the organic phase of the lower layer and extract it with 20ml of dichloromethane, repeat the extraction 3 times, combine the extracts and evaporate to dryness, and remove the solvent under reduced pressure; Chloromethane is used as eluent, purifies with silica gel column, obtains [C 12 h 25 O] 8 G 1 - Crude DPZn. Will [C 12 h 25 O] 8 G 1 -The crude product of DPZn is dissolved in...

Embodiment 2

[0030] Photocytotoxicity evaluation of sensitizers:

[0031] To quantitatively evaluate the cytotoxicity of sensitizers, HeLa cells were treated with 6.25 μM [C 12 h 25 O] 8 G 1 -DPZn was incubated together to complete the determination of cell viability, while non-alkyl modified dendritic metalloporphyrin G 2 -DPZn as reference.

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Abstract

The invention discloses alkyl-substituted dendritic metalloporphyrin as well as a preparation method and application thereof. The alkyl-substituted dendritic metalloporphyrin is characterized in that 5,10,15,20-p-hydroxyphenyl zinc porphyrin is taken as a raw material to react with 3,5-bidodecyl benzyl bromide in the presence of a catalyst to obtain a target product. An obtained compound has relatively high cellular uptake performance and photo-cytotoxicity and can be applied to a photodynamic therapy.

Description

technical field [0001] The invention relates to an alkyl-substituted dendritic metalloporphyrin and its preparation method and application, belonging to the technical field of photodynamic therapy. Background technique [0002] Photodynamic therapy (Photodynamic Therapy, PDT), also known as photochemotherapy, is a new method of treating cancer established and developed in recent years. Photosensitizers are the key to photodynamic therapy. In order to obtain high quantum yield and achieve effective energy absorption, photosensitizers generally need to have a large π-conjugated system, and porphyrin is a good photosensitizer. Hematoporphyrin derivatives (HpD) are the first generation of photodynamic therapy drugs. In 1993, Canada first approved the clinical application of this drug (the trade name is photofrin, Photofrin). At present, hematoporphyrin derivatives have been widely used in the treatment of cancer, especially in the treatment of brain tumors, but they have weak ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D487/22A61K41/00A61P35/00
CPCA61K41/0071C07D487/22
Inventor 朱沛华马玉翔王红研
Owner UNIV OF JINAN
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