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Preparation method of porphyrin photosensitizer and anticarcinogen diad

The technology of a porphyrin-based photosensitizer and an anticancer drug is applied in the field of preparation of a photosensitizer and an anticancer drug duplex, and can solve the problem of the inability to kill cancer cells in the targeting of the anticancer drug, the reduced anticancer ability, and the toxic and side effects. and other problems, to achieve the effect of improving anti-cancer ability and reducing toxic and side effects

Inactive Publication Date: 2013-12-11
HARBIN INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The invention solves the technical problems that the porphyrin photosensitizer cannot kill all the cancer cells under light and the anticancer ability is reduced due to insufficient targeting of anticancer drugs, and then produces toxic and side effects, and provides a porphyrin photosensitizer Preparation method of drug and anticancer drug doublet

Method used

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  • Preparation method of porphyrin photosensitizer and anticarcinogen diad
  • Preparation method of porphyrin photosensitizer and anticarcinogen diad
  • Preparation method of porphyrin photosensitizer and anticarcinogen diad

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specific Embodiment approach 1

[0011] Specific embodiment one: the preparation method of porphyrin photosensitizer and anticancer drug dyad in this embodiment is as follows:

[0012] 1. Add 10-100 mg of porphyrin photosensitizer, 2-5 g of anhydrous potassium carbonate and 20-40 ml of N, N-dimethylformamide into a 250 ml two-necked flask, and fix the two-necked flask on a stirrer equipped with iced brine , put into the magnet and stir for 5 to 10 minutes, then drop 1 to 5 ml of chloroacetyl chloride with the dropping funnel within 30 to 40 minutes, continue the reaction for 8 to 10 hours, and then remove the potassium carbonate in the product with a sand core funnel, Use 50-100ml of saturated saline and dichloromethane to separate the liquid, take the lower layer solution of the separatory funnel, and continue to extract the obtained lower layer solution with saturated saline solution for 3-5 times, 100ml each time, and dry it with anhydrous sodium sulfate for 24 After ~48 hours, the solvent was evaporated t...

specific Embodiment approach 2

[0014] Specific embodiment 2: The difference between this embodiment and specific embodiment 1 is that the porphyrin photosensitizer described in step 1 is tetra-p-hydroxyphenylporphyrin. Others are the same as in the first embodiment.

specific Embodiment approach 3

[0015] Embodiment 3: The difference between this embodiment and Embodiment 1 or 2 is that the anticancer drug described in step 2 is 10-hydroxycamptothecin, paclitaxel, doxorubicin, 5-fluorouracil or methotrexate Moan. Others are the same as those in the first or second embodiment.

[0016] The structural formula of 10-hydroxycamptothecin in the present embodiment is as follows:

[0017]

[0018] The structural formula of paclitaxel in the present embodiment is as follows:

[0019]

[0020] The structural formula of doxorubicin in the present embodiment is as follows:

[0021]

[0022] The structural formula of 5-fluorouracil in the present embodiment is as follows:

[0023]

[0024] The structural formula of methotrene in the present embodiment is as follows:

[0025]

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Abstract

The invention provides a preparation method of porphyrin photosensitizer and anticarcinogen diad, relates to a preparation method of the diad and solves the technical problems that the porphyrin photosensitizers cannot kill all cancer cells under the light irradiation, the targeting of the anticarcinogen is insufficient, and toxic or side effects are generated. The method comprises the following steps of: 1, preparing midbodies; and 2, preparing the porphyrin photosensitizer and anticarcinogen diad. Because porphyrin and the metal complex compounds thereof have special affinity on the cancer cells, the photosensitizers of 4-hydroxyphenyl porphyrin and anticarcinogen are prepared into the diad, the affinity of the porphyrin on the cancer cells is utilized, so the targeting of the anticarcinogen can be improved, the anti-cancer capability is improved, and in addition, the toxic or side effect is reduced. The anti-cancer effect of the anticarcinogen overcomes the defect of insufficient anti-cancer capability of the porphyrin photosensitizer. Under the conditions of light illumination and dark light, two different anti-cancer mechanisms realize the cooperative effect, the advantage complementation of the anti-cancer effects of the two compounds is realized, the toxic or side effects are reduced under the use condition of the same quantity, and the anti-cancer capability is improved.

Description

technical field [0001] The invention relates to a preparation method of a doublet of a photosensitizer and an anticancer drug. Background technique [0002] Porphyrins are essential substances for all organisms to maintain biological activity. Its molecule contains a highly conjugated heteroatom macrocycle, which may also have a central metal atom such as ferrous or magnesium. The existence of the 22Π electron system makes them produce long-wave absorption. Therefore, porphyrin has attracted the attention of researchers from all over the world in order to apply it to medical photosensitizers. Because of its special structure, porphyrin has special properties, that is, it has a special affinity with tumor cells. It can be enriched in large quantities near cancer cells, and can be used for cancer detection and treatment in medical research. Porphyrin is used for cancer cell detection because porphyrin can be enriched on cancer cells, and because of its fluorescence and elec...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D519/00C07D487/22C07H15/252A61K41/00A61K31/337A61K31/409A61K31/4745A61K31/513A61K31/519A61K31/704A61P35/00
Inventor 郭喜明陈业宏郭斌
Owner HARBIN INST OF TECH
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