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CN-121990897-A - White Mao Changshe beautyberry diterpenoid compound and extraction method and application thereof

CN121990897ACN 121990897 ACN121990897 ACN 121990897ACN-121990897-A

Abstract

The invention relates to a white Mao Changshe beautyberry diterpenoid compound and an extraction method and application thereof, and relates to the technical field of compound extraction. The invention also discloses an extraction method of the compounds, wherein the extracted compounds 1, 2, 3 and 4 have obvious anti-inflammatory activity, and the diterpenoid compounds are safe, effective and easy to obtain when used for preparing anti-inflammatory medicines for skin, and have wide application prospects.

Inventors

  • LIU TING
  • PAN ZHENGHONG
  • WU XIAOLU
  • NING DESHENG
  • FU YUXIA
  • LI LIANCHUN
  • TAN LANFANG

Assignees

  • 广西壮族自治区中国科学院广西植物研究所

Dates

Publication Date
20260508
Application Date
20260214

Claims (10)

  1. 1. The white Mao Changshe beautyberry diterpenoid compound is characterized by comprising at least one of a compound 1, a compound 2, a compound 3 and a compound 4, wherein the structural formula of the compound 1 is shown as a formula ①, the structural formula of the compound 2 is shown as a formula ②, the structural formula of the compound 3 is shown as a formula ③, and the structural formula of the compound 4 is shown as a formula ④; 。
  2. 2. the extraction method of the beautyberry diterpenoid based on the white Mao Changshe beautyberry as set forth in claim 1, which is characterized by comprising the following steps: (1) Pulverizing dried branches and leaves of Callicarpa alta-mud, reflux-extracting with ethanol to obtain extractive solution, concentrating under reduced pressure to obtain extract, dispersing the extract with water, sequentially extracting with petroleum ether, dichloromethane, ethyl acetate and n-butanol to obtain petroleum ether extract and dichloromethane extract; (2) Subjecting the petroleum ether extract to silica gel column chromatography, gradient eluting with petroleum ether-ethyl acetate to obtain fractions Fr.1, fr.2, fr.3, fr.4, fr.5, fr.6 and Fr.7, further separating Fr.6 by MCI column chromatography, gradient eluting with methanol-water to obtain Fr.6.1, fr.6.2, fr.6.3 and Fr.6.4, and purifying Fr.6.2 by reverse high performance liquid chromatography to obtain compound 4; (3) The dichloromethane extract is eluted by a silica gel column chromatography gradient to obtain fractions Fr.1a, fr.2a, fr.3a, fr.4a, fr.5a, fr.6a, fr.7a and Fr.8a, fr.2.1a, fr.2.2a, fr.2.3a, fr.2.4a, fr.2.5a and Fr.2.6a are eluted by a silica gel column chromatography gradient to obtain Fr.2.5.1a, fr.2.5.2a, fr.2.5a and Fr.2.5a, fr.2.5a is purified by a reverse high performance liquid chromatography to obtain Fr.2.5.2.1a and Fr.2.2222a, and Fr.22222a is purified by a reverse high performance liquid chromatography to obtain a compound, and a reverse performance liquid chromatography to obtain a compound, fr.2.22222222a.
  3. 3. The method for extracting the beautyberry diterpenoid compounds according to claim 2, wherein the ethanol reflux extraction in the step (1) is specifically performed by using 95% ethanol by volume fraction for 3 times with a liquid-solid ratio of 8:1, and each time is 2 h.
  4. 4. The method for extracting the diterpenoid compounds from the beautyberry of claim 2, wherein the eluent of the silica gel column chromatography in the step (2) is petroleum ether-ethyl acetate eluent, and the volume ratio of petroleum ether to ethyl acetate in the petroleum ether-ethyl acetate eluent is 20:1, 15:1, 10:1, 8:1, 5:1, 3:1 and 1:1.
  5. 5. The extraction method of the beautyberry diterpenoid compounds according to claim 2, wherein the eluent of the MCI column chromatography in the step (2) is methanol-water eluent, and the volume ratio of methanol to water in the methanol-water eluent is 5:5, 7:3, 8:2, 9:1 and 1:0.
  6. 6. The extraction method of the white Mao Changshe beautyberry diterpenoid compound according to claim 2 is characterized in that in the step (2), fr.6.2 is purified by reverse high performance liquid chromatography to obtain a compound 4, specifically, fr.6.2 is purified by reverse high performance liquid chromatography to obtain Fr.6.2.4, and the Fr.6.2.4 is purified by reverse high performance liquid chromatography to obtain the compound 4; when purifying Fr.6.2, the eluent is methanol-0.1% formic acid water eluent, and the volume ratio of methanol to 0.1% formic acid water is 1:1; when the Fr.6.2.4 is purified, the eluent is methanol-0.1% formic acid water eluent, and the volume ratio of methanol to 0.1% formic acid water is 55:45.
  7. 7. The method for extracting the diterpene compounds from the beautyberry of claim 2, wherein the eluent used in the purification of the dichloromethane extract in the step (3) by the silica gel column chromatography is dichloromethane-methanol eluent, and the volume ratio of dichloromethane to methanol in the dichloromethane-methanol eluent is 100:1, 50:1, 25:1, 15:1, 10:1, 5:1, 3:1 and 1:1; The eluent in the purification of the Fr.2a by silica gel column chromatography is petroleum ether-ethyl acetate eluent, wherein the volume ratio of petroleum ether to ethyl acetate in the petroleum ether-ethyl acetate eluent is 20:1, 12:1, 8:1, 5:1, 3:1 and 1:1.
  8. 8. The method according to claim 2, wherein the eluent of the fr2.5a purified by MCI column chromatography in the step (3) is a methanol-water eluent, and the volume ratio of methanol to water in the methanol-water eluent is 5:5, 6:4, 7:3, 8:2, 9:1, 1:0.
  9. 9. The method according to claim 2, wherein the eluent used in the purification of fr.2.5.2a in the step (3) is methanol-0.1% formic acid water eluent, and the volume ratio of methanol to 0.1% formic acid water is 15:85; When the Fr.2.5.2.1a is purified, the eluent is methanol-0.1% formic acid water eluent, and the volume ratio of methanol to 0.1% formic acid water is 40:60; when the Fr.2.5.2.2a is purified, the eluent is methanol-0.1% formic acid water eluent, and the volume ratio of methanol to 0.1% formic acid water is 40:60.
  10. 10. Use of a leuco Mao Changshe callicarpa diterpenoid compound, characterized in that the composition according to claim 1 is used in the preparation of anti-inflammatory active medicaments and/or cosmetics.

Description

White Mao Changshe beautyberry diterpenoid compound and extraction method and application thereof Technical Field The invention relates to the technical field of compound extraction, in particular to a white Mao Changshe beautyberry diterpenoid compound and an extraction method and application thereof. Background The skin is used as the largest organ of the human body, and protects the internal organs of the human body from being damaged by external stimulus. The skin is subjected to external stimuli such as mechanical injury, ultraviolet radiation, allergen exposure and infection, or is affected by internal factors such as autoimmune reaction, genetic mutation, or is induced to inflammation by complex interactions of internal and external factors. Chronic non-infectious inflammatory dermatoses including atopic dermatitis, psoriasis, chronic spontaneous urticaria, prurigo nodularis, scleroderma, cutaneous lupus erythematosus, etc. are more than twenty kinds, and the prevalence rate is as high as 20-25%, with the prevalence rate of atopic dermatitis (10-30% for children, 2-10% for adults) and psoriasis (2-3%) being highest. Inflammatory skin diseases have high morbidity, difficult diagnosis, difficult cure, many complications and other problems, and bring heavy burden to patients and society. The treatment scheme of inflammatory skin diseases is divided into topical treatment, systemic treatment and phototherapy, wherein topical treatment drugs mainly comprise corticosteroids, calcineurin inhibitors and moisturizers, systemic treatment drugs mainly comprise immunosuppressants, corticosteroids and biological agents, and phototherapy adopts ultraviolet irradiation to damage skin. However, corticosteroids tend to cause side effects such as osteoporosis, hypertension, etc., immunosuppressants tend to cause hepatorenal toxicity, myelosuppression and impaired immune function, while biologicals tend to be expensive and have the risk of causing non-melanoma skin cancers, which limits the long-term use of these drugs. Therefore, the development of safe, effective and easily available skin inflammation treatment drugs still has practical significance. The skeletal diversity and structural complexity of natural products has led to natural products that remain the best choice for finding new drugs or active templates. Natural product molecules, which can be used as drugs or drug lead compounds, are usually secondary metabolites in plants and show different activity tendencies due to differences in chemical structure types, such as phenolic compounds usually have antioxidant and injury protecting effects, alkaloids can be developed into psychotropic drugs and toxicants, terpenes have anti-inflammatory, wound healing and antibacterial effects. Numerous studies have shown that natural product molecules are effective in modulating the immune system, and that different types of natural product molecules target specific receptors that bind immune cells, triggering intracellular signaling pathways, for the treatment of a variety of immune and inflammatory diseases. Therefore, the continuous search for active lead or drug candidate molecules for resisting skin inflammation from traditional medicinal plants still has practical significance. Callicarpa alta (CALLICARPA longifolia lamk. Var. Floccosa schauer) is a plant of the genus Callicarpa of the family Labiatae, and is mainly distributed in the areas of Guangxi, sichuan, guizhou, etc., and is overseas in India, singapore, indonesia, philippines, etc. The Guizhou Chinese herbal medicine resource research records that the medicinal parts are leaves, have the effects of dispelling wind and removing dampness and diminishing inflammation, and are used for treating rheumatalgia, arthritis, otitis media and the like. At present, no active lead or drug candidate molecule for resisting skin inflammation is well known from Callicarpa alta. Disclosure of Invention In order to solve the technical problems, the invention aims to provide a diterpenoid compound extracted from beautyberry leaf and white Mao Changshe beautyberry, an extraction method and application thereof, wherein the diterpenoid compound extracted from beautyberry leaf and white beautyberry comprises a compound 1, a compound 2, a compound 3 and a compound 4, the invention also discloses an extraction method of the compounds, and the extracted compounds 1, 2,3 and 4 have obvious anti-inflammatory activity, are used for preparing anti-inflammatory medicaments for skin, are safe, effective and easy to obtain, and have wide application prospects. The technical scheme for solving the technical problems is as follows: The first object of the invention is to provide a white Mao Changshe beautyberry diterpenoid compound, which comprises a compound 1, a compound 2, a compound 3 and a compound 4, wherein the structural formula of the compound 1 is shown as a formula ①, the structural formula of the compound 2 is shown as a formula ②