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A kind of triterpenoid compound in Qinglongyi and its preparation method and application

A technology of triterpenoids and compounds, applied in the field of new triterpenoids, which can solve problems such as potential safety hazards, poor stability, and high toxicity

Active Publication Date: 2020-04-07
HEILONGJIANG UNIV OF CHINESE MEDICINE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

It is reported that Qinglongyi has good curative effect on gastric cancer, lung cancer, liver cancer, cervical cancer and other malignant tumors, but the main component type that has been discovered so far - naphthoquinones have a significant effect on inhibiting tumor growth, but they are highly toxic and have poor stability , as a clinical drug, there is a large safety hazard

Method used

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  • A kind of triterpenoid compound in Qinglongyi and its preparation method and application
  • A kind of triterpenoid compound in Qinglongyi and its preparation method and application
  • A kind of triterpenoid compound in Qinglongyi and its preparation method and application

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Effect test

Embodiment example 1

[0029] Embodiment the preparation method of the present invention compound of the first case:

[0030] (1) alcohol extraction: the walnut catalpa Juglans mandshurica The fresh product of Maxim green fruit peel was dried at low temperature at 40°C to obtain 5kg of dry product as raw material, and reflux extracted with 30L of 95% ethanol for 3 times, each time for 2 hours, filtered and combined the ethanol extract, recovered the solvent under reduced pressure, dried, and obtained ethanol-extracted Cream 328g;

[0031] (2) Enrichment and purification: disperse the extract obtained in step (1) with water to a solution with a relative density of 1.18±0.05g / mL, enrich and purify by AB-8 or D101 macroporous resin column chromatography (chromatographic column The specifications are inner diameter × length = 6.5cm × 1.5m, and the effective height of the resin is 1.0m), respectively eluted with water, 50% ethanol, and 80% ethanol in sequence, collected the 80% ethanol eluate, recover...

Embodiment example 2

[0035] Example 2 Structural identification of the compound of the present invention:

[0036] The compound of the present invention is a white amorphous powder (MeOH). Positive HR-ESI-MS spectra, such as figure 2 shown in m / z Visible at 494.3498[M] + The ion peak indicates that the molecular weight of the compound is 494. combine 1 H-NMR, 13 C-NMR and DEPT spectra speculate that its molecular formula is C 33 h 50 o 3 , calculate its degree of unsaturation to be 9.

[0037] in the compound 1 H-NMR (Methanol- d 4 , 400MHz) spectrum, such as figure 1 , showing that the 8 methyl protons are δH 0.92 (H-26), 0.96 (H-26), 1.04 (H-30), 1.05 (H-27), 1.07 (H-29), 1.12 (H-24), 1.15 (H-28), and 1.15 (H-23), an oxygen-linked methine proton signals at δ H 3.67 (H-3). 13 C-NMR (Methanol- d 4 , 100MHz) spectrum combined with DEPT spectrum, such as Figure 4 , Figure 5 As shown, there are 33 carbon signals, including 8 methyl groups, 10 methylene groups, 5 methine ...

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Abstract

The invention discloses a triterpene compound as well as a preparation method and application thereof, and belongs to novel compounds and medicinal application thereof. The novel triterpene compound alpha-cyclopentenolone-21,22-co-3, 10-epoxy-5-hydroxy- oleanane- 19, 22-bis [2, 2, 0] cyclohexane named as pericarpium juglandis triterpene ketone A is obtained by extracting, separating and purifyingfresh peel of pericarpium juglandis by method of combination of extracting with an organic solvent, treating with Girard reagent and column chromatography and the like. The novel triterpene compound has a relatively good effect of inhibiting tumor cell growth through experiments, and has an application prospect in the aspect of anti-tumor.

Description

technical field [0001] In particular, the present invention relates to a novel triterpenoid compound with inhibitory effect on cancer cells. Background technique [0002] Malignant tumor is one of the three major diseases that endanger human health, with high morbidity and mortality. Modern western medicine treatment is mainly based on chemotherapy, which has relatively high toxicity and side effects, and the quality of life of patients is significantly reduced. Traditional Chinese medicine has unique advantages in anti-cancer and anti-cancer, reducing adverse reactions, etc., and is a treasure house for the development of new anti-tumor drugs. At present, anti-cancer preparations derived from Chinese herbal medicines account for more than 30% of the total anti-cancer drugs, such as taxanes, camptothecin, vincristine, etc., which have been used as the first choice for anti-cancer drugs. [0003] Qinglongyi is a plant of the genus Juglans in the family Juglandaceae. Juglan...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07J71/00A61P35/00
Inventor 周媛媛卞宏生刘艳
Owner HEILONGJIANG UNIV OF CHINESE MEDICINE
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