CN-117304247-B - Triterpene compound and preparation method and application thereof

Abstract

The invention discloses a triterpene compound with a structure (3β,6α,10α,12α,16β,24E)-4-methylol-6,12-bis(acetyloxy)-3,10,16-trihydroxy-9,19-cyclo-9,10-secolanosta-9(11),24-dien-26-ylβ-D-glucopyranoside., which is prepared by separating and screening the monomer components in astragalus membranaceus leaves, thus obtaining a novel monomer compound with anticancer activity, providing a theoretical basis for further in-depth research on the components and medicinal activity of astragalus membranaceus leaves, and expanding natural plant resources of anticancer drugs.

Inventors

• WANG ZHIBIN
• YANG DEQIANG
• YAN MENGQI
• WU LIHONG
• FU XIN
• YANG CHUNJUAN

Assignees

• 黑龙江中医药大学

Dates

Publication Date

20260512

Application Date

20230927

Claims (3)

1. 1. A triterpene compound has the structural formula as follows: 。
2. 2. A preparation method of the triterpene compound comprises the steps of extracting astragalus membranaceus leaves from astragalus membranaceus, separating the triterpene compound from the astragalus membranaceus leaves, heating and refluxing the astragalus membranaceus leaves with pure methanol, filtering, concentrating the extracting solution under reduced pressure to obtain an extract, dissolving the extract in a water suspension, sequentially extracting with petroleum ether and water saturated n-butanol, concentrating the n-butanol extract under reduced pressure to obtain an n-butanol layer, dissolving the n-butanol layer with water saturated n-butanol, regulating the pH value to 12 with 0.1% NaOH aqueous solution, performing equal volume extraction, concentrating the n-butanol layer under reduced pressure to obtain an extract, obtaining an n-butanol alkali layer, subjecting the n-butanol alkali layer to normal phase silica gel column chromatography, gradient elution with a dichloromethane-methanol solvent system, combining the same fractions through TLC and HPLC analysis, separating the same fractions through a reverse phase ODS column, gradient elution with a methanol-water system, repeatedly separating through a preparative HPLC column, eluting with methanol-water at a ratio of 54:46, and obtaining the triterpene compound.
3. 3. The use of a triterpene compound according to claim 1 for the preparation of a medicament for the treatment of colon cancer.

Description

Triterpene compound and preparation method and application thereof Technical Field The invention relates to the field of natural pharmacy, in particular to a novel triterpene compound. Background Colon cancer is a common malignancy of the gastrointestinal tract characterized by colonic storage, fermentation, absorption, secretion and motility, occurring primarily at the junction of the rectum and sigmoid colon. So far, the treatment method of colon cancer mainly depends on means such as surgery, chemotherapy, radiotherapy, biological and targeted treatment and the like. In recent years, research and development of traditional Chinese medicine chemical components with anticancer activity become a slightly new way for developing effective treatment, and the traditional Chinese medicine chemical components have the advantages of small side effect, multiple targets, difficult generation of drug resistance and wide attention. The Chinese herbal medicines which are natural, have small toxic and side effects and are safe to use are attractive for preventing and treating cancers, and a new way and a new method are provided for researching the prevention and treatment of increasingly serious colon cancer diseases. The Chinese medicinal astragalus membranaceus is dried root of astragalus membranaceus Astragalus membranaceus (Fish.) bge of Leguminosae, has the effects of tonifying qi and raising yang, tonifying sanitation and consolidating superficial resistance, inducing diuresis and relieving edema, supporting sore and promoting granulation, and the like, and is planted and cultivated in a large area in China. The triterpene saponin and flavonoid components contained in the extract are the effective components in the generally accepted traditional Chinese medicine astragalus membranaceus. At present, the research on chemical components and pharmacological actions of astragalus leaves is less, and the existing research shows that the saponin components in the astragalus leaves are similar to those in roots, the total saponin content is 5.6 times of that in roots, and the astragalus leaves have the effects of anti-inflammatory, liver protection, anti-aging and the like. However, the existing activity studies are mostly aimed at the activity of the total triterpenoid saponin extract, and few activity studies are carried out on monomer compounds. Disclosure of Invention The invention aims to solve the defects of the prior art, and expands the range of the anti-cancer active medicine through researching the monomer components in astragalus membranaceus. In order to achieve the above purpose, the present invention provides the following technical solutions: A triterpene compound has the structural formula as follows: the invention also provides a preparation method of the triterpene compound, which is obtained by extracting and separating astragalus membranaceus leaves. Further, in some embodiments, the preparation method of the triterpene compound comprises the steps of taking astragalus membranaceus leaves, heating and reflux-extracting with pure methanol, filtering, taking an extracting solution, concentrating under reduced pressure to obtain an extract, dissolving the extract in a water suspension, sequentially extracting with petroleum ether and water saturated n-butanol, taking n-butanol extract, concentrating under reduced pressure to obtain an n-butanol layer, adding water saturated n-butanol into the n-butanol layer to dissolve the n-butanol layer, regulating the pH to 12 with 0.1% NaOH aqueous solution, performing equal volume extraction, concentrating the n-butanol layer under reduced pressure to obtain an extract, obtaining an n-butanol alkali layer, subjecting the n-butanol alkali layer to normal phase silica gel column chromatography, performing gradient elution with a dichloromethane-methanol solvent system, performing TLC and HPLC analysis, merging the same fractions, separating with a reverse-phase ODS column, performing gradient elution with a methanol-water system, repeatedly performing preparative HPLC chromatographic column separation, and eluting with methanol-water at a ratio of 54:46, thus obtaining the triterpene compound. The invention also provides application of the triterpene compound in preparing medicines for treating cancers. In some embodiments, the triterpene compound is preferably used for preparing medicines for treating colon cancer. Compared with the prior art, the invention has the following advantages: the invention obtains a new monomer compound with anticancer activity through separating and active screening of monomer components in astragalus membranaceus leaves, provides a theoretical basis for further in-depth research of the components and medicinal activity of astragalus membranaceus, and expands natural plant resources of anticancer drugs. Drawings FIG. 1 is a structural formula of a triterpene compound of the present invention; FIG. 2 is a mass spectrum of the triterpene co