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Preparation method and application of a kind of triterpene compound in walnut green husk
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A technology of walnut green skin and compound, applied in the field of medicine, can solve problems such as pollution of the environment
Inactive Publication Date: 2021-06-22
HEILONGJIANG UNIV OF CHINESE MEDICINE
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[0004] The invention belongs to the technical field of medicine, and the purpose of the invention is to provide a new dammarane-type triterpene compound derivative and its preparation method and medical application, so as to further improve the utilization rate of walnut green bark and solve the problem of polluting the environment after it is discarded
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Embodiment 1
[0028] The preparation method of Qinglongyi triterpene macrocyclic ketal I:
[0029] (1) Alcohol extraction: 5 kg of dried walnut green skin was properly crushed, and then 50 L of 95% ethanol was added for reflux extraction, each time for 2 hours, and a total of 3 extractions. The extracts were combined, and the extracts were reclaimed under reduced pressure to obtain 526g of ethanol crude extract extract;
[0030] (2) Enrichment and purification of macroporous resin: disperse the crude ethanol extract obtained in step (1) with water to a solution with a relative density of 1.20±0.05g / mL, enrich and purify by AB-8 macroporous resin column chromatography (The inner diameter of the chromatographic column is 8cm, the length is 1.50m, and the effective height of the resin is 1.05m), and eluted with 30% ethanol and 90% ethanol in sequence, and the 90% ethanol eluate is collected, and the solvent is recovered under reduced pressure to obtain the 90% ethanol eluted part Extract 98.5...
Embodiment 2
[0036] Compound Identification:
[0037] The compound of the present invention prepared in Example 1 is a white amorphous powder (MeOH). Positive HR-ESI-MS spectra, such as figure 2 shown in m / z Visible at 536.9833 [M+K] + The ion peak indicates that the molecular weight of the compound is 498. to combine 1 H-NMR, 13 C-NMR and DEPT spectra speculate that its molecular formula is C 33 h 54 o 3 , calculating its degree of unsaturation to be 11.
[0038] Compounds of the present invention 1 H-NMR (CDCl 3 , 400 MHz) spectrum, there are seven unimodal methyl proton signals in the high field region, which are assigned as follows: δ 1.68, 1.29, 0.98, 0.94, 0.93, 0.89, 0.84 (3H×7, s , CH 3 -33,CH 3 -21,CH 3 -18,CH 3 -28,CH 3 -30,CH 3 -19, CH 3 -29), which is the hydrogen spectrum data of typical dammarane-type triterpenes. In addition, there are also δ 5.55 (1H, dd , J = 6.1 Hz), δ 3.80 (1H, td , J = 5.7,10.8 Hz) and δ 3.40(1H, t , J = 2.8 Hz) th...
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Abstract
The invention discloses a dammarane-type triterpene compound derivative separated from walnut green peel, a preparation method and application thereof, and relates to the technical field of medicine. The molecular formula of the compound is C 33 H 54 O 3 , in vitro anti-tumor activity studies have shown that it has anti-tumor activity, including obvious inhibitory effects on human gastric cancer cells BGC-823, human liver cancer cells HepG-2 and human colon cancer cells HT-29. The invention can effectively solve the problems of low utilization rate of walnut green skin and environmental pollution after being discarded, and at the same time, it can provide a basic source of pharmacodynamic material for the development of antitumor drugs, and has important development and application value.
Description
technical field [0001] The invention relates to the technical field of medicine, in particular to a dammarane-type triterpene compound derivative isolated from walnut green husk, a preparation method thereof and an application in the preparation of anticancer drugs. Background technique [0002] Walnut green skin, also known as Qinglongyi, is the fleshy pericarp of the immature fruit of the Juglandaceae Juglans walnut tree. Its taste is bitter, astringent, and neutral in nature; it has the effects of detoxifying, killing insects, relieving pain, relieving cough, and relieving diarrhea. "Compendium of Materia Medica" records that walnut green bark can be used to treat vitiligo and ingrown nails. "First Aid Prescription" claims that it can cure ulcers. "Shandong Chinese Herbal Medicine Handbook" also points out that walnut green bark can detoxify and reduce swelling, and can be used to treat carbuncle and sore. Modern studies have shown that walnut green bark extract can in...
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