Type of isoquinoline as well as preparation method and application thereof

A technology of isoquinoline and dihydroxyisoquinoline, which is applied in the fields of resisting vector-borne diseases, antineoplastic drugs, organic chemistry, etc., can solve problems such as unclear active components of centipedes and application restrictions

Active Publication Date: 2016-02-03
CHINA PHARM UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] Aiming at problems such as unclear active components of centipedes and limited applications in the prior art, the present invention provides a kind of isoquinoline and its extraction method and its application in the preparation of antimalarial, antibacterial and antitumor drugs. The isoquinoline is extracted from centipede. The structure identifies this isoquinoline as 1-methoxy-4,5-dihydroxyisoquinoline, which has anti-malarial, antibacterial and anti-tumor functions. It is the first time that centipede The specific structure of the active components in the medium, natural non-toxic, good active effect

Method used

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  • Type of isoquinoline as well as preparation method and application thereof
  • Type of isoquinoline as well as preparation method and application thereof
  • Type of isoquinoline as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] Preparation and Structure Identification of 1-Methoxy-4,5-Dihydroxyisoquinoline from Centipede

[0055] A. water extraction method and alcohol extraction method prepare centipede extract:

[0056] (1) Grinding the dry body of the centipede to obtain centipede powder, adding 10 times the volume of the centipede powder (5-10 times the volume is acceptable, preferably 10 times in this embodiment, and the same reasoning behind), and then performing ultrasonic crushing;

[0057] (2) Freezing and centrifuging the homogenate, taking the supernatant, and freeze-drying to obtain the centipede aqueous extract precipitation;

[0058] (3) Take the precipitate obtained in step (2), add 55% (volume fraction, the same reason behind) ethanol homogenization of 10 times the volume of the precipitate, then leaching at 4°C, and freeze and centrifuge the leaching solution again , take the supernatant, freeze-dry to obtain centipede 55% ethanol extract;

[0059] (4) Take the precipitate ob...

Embodiment 2

[0085] The step of extracting active component in the present embodiment is basically the same as embodiment 1, and difference is: 1) during water extraction, the PBS solution volume that adds is 5 times of centipede powder volume, during alcohol extraction, the volume fraction of alcoholic solution is 45%; 2) When adopting Sephadex gel chromatography to separate and purify centipede ethanol extract, centipede ethanol extract is configured to 20mg / mL, mobile phase is 50% ethanol, loading volume is 8mL, and flow rate is 0.6mL / min.

[0086] The result of this example is the same as Example 1, and the active substance finally obtained is identified as 1-methoxy-4,5-dihydroxyisoquinoline (1-methoxy-4,5-diolisoquinoline) by structure, and the molecular formula is C 10 h 9 NO 3 , the molecular weight is 191.1, and the structural formula is:

[0087]

Embodiment 3

[0089] The step of extracting active component in the present embodiment is basically the same as embodiment 1, and difference is: 1) during water extraction, the PBS solution volume that adds is 8 times of centipede powder volume, during alcohol extraction, the volume fraction of alcoholic solution is 65%; 2) When adopting Sephadex gel chromatography to separate and purify centipede ethanol extract, centipede ethanol extract is configured to 35mg / mL, mobile phase is 30% ethanol, sample volume is 6mL, and flow rate is 1.5mL / min.

[0090] The result of this example is the same as Example 1, and the active substance finally obtained is identified as 1-methoxy-4,5-dihydroxyisoquinoline (1-methoxy-4,5-diolisoquinoline) by structure, and the molecular formula is C 10 h 9 NO 3 , the molecular weight is 191.1, and the structural formula is:

[0091]

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Abstract

The invention discloses a type of isoquinoline as well as a preparation method and application thereof, and belongs to the field of medicine. The isoquinoline is 1-methoxy-4,5-dihydroxy isoquinoline, is extracted from centipede, and can be used for treating malaria, killing pathogen, and treating solid tumors, wherein malaria is caused by plasmodium vivax, plasmodium malariae, plasmodium falciparum and plasmodium ovale which are parasitic on a human body; the pathogen can be colibacillus, staphylococcus aureus, pseudomonas aeruginosa, alpha / beta hemolytic streptococcus, streptococcus pneumoniae and haemophilus influenzae; the tumors are primary or secondary cancer or sarcomas sourced from a human head, neck, brain, thyroid, pancreas, lung, liver, esophagus, stomach, mammary gland, kidney, gallbladder, colon / rectum, ovary, uterus, uterine cervix, prostate, bladder, and testis. The isoquinoline is relatively little in toxic or / and side effects, and can be used for treating and adjuvant treating of various cancer.

Description

technical field [0001] The invention relates to the field of medicine, in particular to the application of a new compound 1-methoxy-4,5-dihydroxyisoquinoline extracted from centipede and the active substance in antimalarial, antibacterial and antitumor active drugs . Background technique [0002] Malignant tumors are the primary killer of human health. Although traditional tumor therapy has a certain curative effect, due to the non-specific cytotoxicity of chemical drugs, it has relatively large toxic and side effects on patients, and it is also prone to drug resistance, which brings great pain to tumor patients. Since Folkman put forward the theory of tumor angiogenesis in 1972, there have been a large number of reports of treating tumors by inhibiting tumor angiogenesis, and achieved great success. Tumor angiogenesis is the morphological basis of tumor growth and metastasis. The vast majority of malignant solid tumors such as ovarian cancer, liver cancer, cervical cance...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D217/24A61P35/00A61P33/06A61P31/04
CPCC07D217/24Y02A50/30
Inventor 徐寒梅丁丹
Owner CHINA PHARM UNIV
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