Novel lignan in Chinese starjasmine stem as well as extraction method and application of novel lignan

A novel lignan compound with a unique chemical structure was extracted from Trachelospermum jasminoides using solvent extraction, macroporous resin adsorption, and column chromatography. This method solves the problems of complex extraction methods and high costs in existing technologies, and enables the industrial production of high-purity lignans with anti-inflammatory activity.

CN120943800APending Publication Date: 2025-11-14CHENGDU RUIFEN SIDEDAN BIOTECHNOLOGY CO LTD
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Patent Information

Application Number
CN202511091745.8
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-08-05
Publication Date
2025-11-14

AI Technical Summary

Technical Problem

Existing technologies cannot effectively extract and identify specific lignan compounds and their uses in Trachelospermum jasminoides, and the extraction methods are complex and costly, which cannot meet the needs of industrial production.

Method used

A novel lignan compound with a unique chemical structure was extracted from Trachelospermum jasminoides using solvent extraction, macroporous resin adsorption combined with gradient elution and column chromatography. The product yield and purity were improved through multi-step separation and purification.

Benefits of technology

The extraction of novel lignan compounds with high purity has been achieved. These compounds possess potential anti-inflammatory activity, are suitable for industrial production, and are low in cost and simple to operate.

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Abstract

The invention discloses novel lignan in Chinese starjasmine stem as well as an extraction method and application of the novel lignan. The novel lignan extract in the Chinese starjasmine stem is obtained by crushing the Chinese starjasmine stem, soaking the Chinese starjasmine stem in methanol, carrying out vacuum concentration, carrying out macroporous resin adsorption, eluting, carrying out Sephadex LH-20 gel column chromatography, carrying out silica gel column chromatography and carrying out ChiralCore Cel-J chromatographic column separation. The lignan compound can inhibit the expression of IL-1beta and IL-6 in RAW 264.7 cells induced by lipopolysaccharide (LPS), and shows potential anti-inflammatory activity. The extraction method is simple, stable, reliable, convenient to operate and low in production cost, the novel lignan compound with the unique chemical structure can be extracted, and the novel lignan compound is high in purity, small in dosage of harmful reagents, low in toxicity and suitable for industrial production.
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Description

Technical Field

[0001] This invention belongs to the field of pharmaceutical technology, specifically relating to a novel lignan from Trachelospermum jasminoides, its extraction method, and its application. Background Technology

[0002] Trachelospermum jasminoides (Lindl.) Lem., the dried leafy stem of the plant Trachelospermum jasminoides, is a traditional medicinal plant widely distributed in East Asia. In traditional medicine, this plant is believed to have effects such as dispelling wind and dampness, promoting blood circulation, reducing swelling and relieving pain, and is often used to treat rheumatic pain, sore throat, and injuries. It is listed as a superior-grade herb in the *Shennong Bencao Jing* (Shennong's Classic of Materia Medica). Modern research shows that Trachelospermum jasminoides contains various chemical components, including lignans, flavonoids, sterols, and alkaloids. In recent years, numerous pharmacological studies have confirmed that Trachelospermum jasminoides extract possesses anti-inflammatory, analgesic, antioxidant, and anti-fatigue biological activities, with lignans considered to be its main pharmacologically active components.

[0003] Currently, there is limited research on lignans in Trachelospermum jasminoides, their extraction methods, and applications. Chinese Patent Publication No. 200510093357.X discloses a method for extracting total lignans from Trachelospermum jasminoides using water, acetone, and C1-4... Alkyl alcohols or mixtures thereof are used to extract Trachelospermum jasminoides, or it can be extracted using any combination of techniques such as column chromatography with macroporous resins, droplet countercurrent chromatography, liquid-liquid extraction, solid-liquid extraction, and supercritical CO2 extraction. This extraction method yields total lignans from Trachelospermum jasminoides. The total lignan extract contains 30-90% by weight of lignans. The patent also describes the use of the extract and its effective lignans in the preparation of drugs for treating inflammation and / or pain (such as rheumatoid arthritis, joint pain, etc.) and as cyclooxygenase inhibitors in the preparation of drugs for treating other diseases such as tumors and thrombosis. However, this patent extracts total lignans from Trachelospermum jasminoides, but it cannot confirm which specific lignan compound is extracted, nor can it confirm the specific use of each lignan compound. Chinese Patent Publication No. CN102028729A discloses a method for simultaneously extracting total lignans and total flavonoids from Trachelospermum jasminoides, wherein the content of both total lignans and total flavonoids is greater than 50%. The medicinal material *Trachelospermum jasminoides* was processed through pulverization, defatting with petroleum ether, extraction by reflux with ethanol, adsorption with macroporous resin, elution, and drying to obtain total lignan extracts and total flavonoid extracts. This preparation method is simple, feasible, and produces stable content, making it suitable for industrial production. However, the extract in this patent cannot separate total lignans and total flavonoids, and it is also impossible to identify the specific types of lignan compounds contained in the extracted total lignans. Summary of the Invention

[0004] To address the shortcomings of existing technologies, the present invention aims to provide a novel lignan from Trachelospermum jasminoides, its extraction method, and its application. The extraction method described in this application can extract a novel lignan compound with a unique chemical structure from Trachelospermum jasminoides. This lignan compound can inhibit the expression of IL-1β and IL-6 induced by lipopolysaccharide (LPS) in RAW 264.7 cells, exhibiting potential anti-inflammatory activity.

[0005] To achieve the above objectives, the present invention adopts the following technical solution: A novel lignan from Trachelospermum jasminoides, the structural formula of which is shown below: .

[0006] Furthermore, a method for extracting novel lignans from the above-mentioned Trachelospermum jasminoides includes the following steps: Step S1: Crush the dried Trachelospermum jasminoides with leaves and stems into fine powder, add solvent to the fine powder and soak it to dissolve the soluble substances to obtain soaking solution; Step S2: The soaking solution obtained in step S1 is heated and refluxed to remove the organic solvent, then allowed to stand, filtered to remove residue, and concentrated under reduced pressure to obtain an extract. Step S3: Add deionized water to the extract obtained in step S2 and disperse it by ultrasonication to obtain a mixture. Slowly add the mixture to a D-101 macroporous adsorption resin column and elute using a methanol-water gradient elution system. Collect the components of each gradient elution fraction and then concentrate the components of each gradient elution fraction under reduced pressure to obtain extracts of different polarity elution fractions. Step S4: Take the partial polar elution extract obtained in step S3 and separate it by silica gel column chromatography. Then, use a dichloromethane-methanol gradient elution system to elute and collect the components of each gradient elution. Then, use thin-layer chromatography to detect the components of each gradient elution. Combine similar fractions to obtain a total of 6 components Fr.1-Fr.6. Step S5: The fraction Fr.4 obtained in step S4 is separated by Sephadex LH-20 gel column chromatography to obtain 5 fractions Fr.4.1-Fr.4.5. Then, fraction Fr.4.4 is further separated by silica gel column chromatography to obtain 4 fractions Fr.4.4.1-Fr.4.4.4. Then, fraction Fr.4.4.3 is separated by semi-preparative liquid chromatography to obtain 6 fractions Fr.4.4.3.1-Fr.4.4.3.6. Finally, fraction Fr.4.4.3.5 is separated by ChiralCore Cel-J chromatographic column to obtain the novel lignans in Trachelospermum jasminoides.

[0007] Furthermore, in step S1, the solvent is methanol with a volume percentage concentration of 80%, and the soaking time is 48-72 hours.

[0008] Furthermore, in step S3, the volume ratio gradient of methanol to water in the methanol-water gradient elution system is 0:100, 30:70, 50:50, 60:40 and 95:5 respectively.

[0009] Further, in step S4, the volume ratio gradient of dichloromethane to methanol in the dichloromethane-methanol gradient elution system is 100:0, 95:5, 90:10, 85:15, 80:20, 70:30, 50:50 and 0:100 respectively.

[0010] Furthermore, in step S5, the Sephadex LH-20 gel column chromatography uses dichloromethane and methanol with a volume ratio of 1:1 for elution; the silica gel column chromatography uses dichloromethane and methanol with volume ratio gradients of 100:0, 90:10, 50:50 and 0:100 for elution; and the mobile phase in the semi-preparative liquid phase is methanol and water with a volume ratio of 52:48.

[0011] Furthermore, the application of a novel lignan from the above-mentioned Trachelospermum jasminoides in the preparation of anti-inflammatory products or drugs.

[0012] Compared with the prior art, the positive and beneficial effects of this invention are as follows: (1) The extraction method of the present invention is simple, stable and reliable, easy to operate and has low production cost. In particular, the solvent extraction method and macroporous resin adsorption method are used to separate and purify step by step, which greatly improves the product yield. Moreover, the extraction method of the present invention can extract novel lignan compounds with unique chemical structures. The novel lignan compounds have high purity, low amount of harmful reagents, and low toxicity, and are suitable for industrial production.

[0013] (2) The lignan compounds extracted from Trachelospermum jasminoides in this invention can inhibit the expression of IL-1β and IL-6 in RAW264.7 cells induced by lipopolysaccharide (LPS), showing potential anti-inflammatory activity and having great medical value. Attached Figure Description

[0014] Figure 1 This is the ESI-MS spectrum of the novel lignan compound extracted from Trachelospermum jasminoides according to the present invention; Figure 2 This is the ultraviolet spectrum of the novel lignan compound extracted from Trachelospermum jasminoides according to the present invention; Figure 3 This is the Fourier Transform Infrared (FT-IR) spectrum of the novel lignan compound extracted from Trachelospermum jasminoides according to this invention; Figure 4 This invention relates to a novel lignan compound extracted from Trachelospermum jasminoides in deuterated methanol. 1 H NMR spectrum; Figure 5 This invention relates to a novel lignan compound extracted from Trachelospermum jasminoides in deuterated methanol. 13 C NMR spectrum; Figure 6 This is the HSQC spectrum of the novel lignan compound extracted from Trachelospermum jasminoides in deuterated methanol according to the present invention; Figure 7 This invention relates to a novel lignan compound extracted from Trachelospermum jasminoides in deuterated methanol. 1 H- 1 HCOSY spectrum; Figure 8 This is the HMBC spectrum of the novel lignan compound extracted from Trachelospermum jasminoides in deuterated methanol according to the present invention; Figure 9 This is the NOESY spectrum of the novel lignan compound extracted from Trachelospermum jasminoides in deuterated methanol according to the present invention; Figure 10 This is a circular dichroism chromatogram of the novel lignan compound extracted from Trachelospermum jasminoides according to the present invention; Figure 11 This diagram illustrates the inhibitory effect of a novel lignan compound extracted from Trachelospermum jasminoides according to this invention on inflammatory factor-related genes in macrophages. Detailed Implementation

[0015] The technical solution of the present invention will be further described in detail below through embodiments. These embodiments are for illustrative purposes only and are not intended to limit the present invention. Based on the embodiments in this application, all other embodiments obtained by those skilled in the art without creative effort are within the scope of protection of this application.

[0016] Optical rotation measurements were performed using a PerkinElmer 241 polarimeter (Waltham, Massachusetts, USA); UV and circular dichroism spectroscopy were acquired using a Chirascan circular dichroism spectrometer (Applied Photophysics, Leatherhead, UK); infrared spectral data were obtained using an Agilent Cary 600 Fourier transform infrared spectrometer (Agilent Technologies, Santa Clara, USA); mass spectrometry analysis was performed using an ultra-high performance liquid chromatography-quadrupole electrostatic field orbital trap high-resolution mass spectrometry system (Thermo Fisher Scientific, Bremen, Germany); nuclear magnetic resonance spectroscopy was performed using a Bruker Ascend 600 MHz nuclear magnetic resonance spectrometer (Bruker, Karlsruhe, Germany), with tetramethylsilane (TMS) as an internal standard.

[0017] Separation and purification were performed using a dynamic axial compression column (Hanbang Technology, Huai'an, China) with silica gel (200-300 mesh) for column chromatography, and further purified using an NP7000 preparative high-performance liquid chromatography system (Hanbang Technology, Huai'an, China) equipped with a C18 5μm semi-preparative column (10×250 mm). Methanol, acetone, and ethyl acetate were all analytical grade reagents. Chromatographic grade dimethyl sulfoxide was purchased from Chengdu Kelong Chemical Co., Ltd. Analytical grade dichloromethane and chromatographic preparative grade methanol were provided by Chengdu Jinshan Chemical Reagent Co., Ltd.

[0018] Example A novel lignan from Trachelospermum jasminoides, the structural formula of which is shown below: .

[0019] A method for extracting novel lignans from Trachelospermum jasminoides includes the following steps: Step S1: Crush the dried Trachelospermum jasminoides with leaves and stems into fine powder, add methanol with a volume percentage concentration of 80% to the fine powder, and soak for 48-72 hours to dissolve the soluble substances and obtain a soaking solution. Step S2: The soaking solution obtained in step S1 is heated and refluxed to remove the organic solvent, then allowed to stand, filtered to remove residue, and concentrated under reduced pressure to obtain an extract. Step S3: Add deionized water to the extract obtained in step S2 and disperse it by ultrasonication to obtain a mixture. Slowly add the mixture to a D-101 macroporous adsorption resin column and elute using a methanol-water gradient elution system. The volume ratio gradient of methanol to water in the methanol-water gradient elution system is 0:100, 30:70, 50:50, 60:40 and 95:5 respectively. Collect the components of each gradient elution fraction, and then concentrate the components of each gradient elution fraction under reduced pressure to obtain extracts of different polarity elution fractions. Step S4: The polar elution extract obtained in Step S3 by elution with methanol and water at a volume ratio of 50:50 is separated by silica gel column chromatography, and then eluted using a dichloromethane-methanol gradient elution system. The volume ratio gradient of dichloromethane to methanol in the dichloromethane-methanol gradient elution system is 100:0, 95:5, 90:10, 85:15, 80:20, 70:30, 50:50 and 0:100, respectively. The components of each gradient elution fraction are collected, and the components of each gradient elution fraction are detected by thin-layer chromatography. Similar fractions are combined to obtain a total of 6 components Fr.1, Fr.2, Fr.3, Fr.4, Fr.5 and Fr.6. Step S5: The fraction Fr.4 obtained in step S4 is separated by Sephadex LH-20 gel column chromatography (elution system: dichloromethane and methanol with a volume ratio of 1:1) to obtain five fractions Fr.4.1, Fr.4.2, Fr.4.3, Fr.4.4, and Fr.4.5. Then, fraction Fr.4.4 is further separated by silica gel column chromatography (elution system: dichloromethane and methanol with a volume ratio gradient of 100:0, 90:10, 50:50, and 0:100) to obtain fraction 4. Components Fr.4.4.1, Fr.4.4.2, Fr.4.4.3, and Fr.4.4.4 were separated. Component Fr.4.4.3 was then separated into six components Fr.4.4.3.1, Fr.4.4.3.2, Fr.4.4.3.3, Fr.4.4.3.4, Fr.4.4.3.5, and Fr.4.4.3.6 by semi-preparative liquid chromatography (mobile phase: methanol-water, volume ratio 52:48). Finally, component Fr.4.4.3.5 was separated by ChiralCore Cel-J chromatographic column to obtain the novel lignans in the *Trachelospermum jasminoides*.

[0020] Experimental observation revealed that the novel lignan extracted from Trachelospermum jasminoides according to this invention is a yellow oily substance. Figure 1-10 The data from various spectra show that, based on the quasi-molecular ion peaks... m / z 331.1544 [M+H] + (The calculated value is C) 19 H 23 O5 + 331.1540) The deduced molecular formula is C 19 H 22 O5. Infrared spectroscopy shows that this compound contains hydroxyl groups (3346 cm⁻¹). -1 ), Methyl (2917cm) -1 2849cm -1 1380 cm -1 ), Phenyl (1607cm) -1 1513 cm-1 ), ether bond (1123cm) -1 1031cm -1 ); combined 1 H-NMR, 13 Comprehensive analysis of novel lignans extracted from Trachelospermum jasminoides using C-NMR and HSQC revealed that they contain a 1,3,4-trisubstituted aromatic ring with an AMX spin system: [ δ H 7.03 (1H, d, J = 1.9 Hz, H-2), 6.87 (1H, dd, J = 8.1, 1.9 Hz, H-6), 6.79 (1H, d, J = 8.1 Hz, H-5); δ C : 149.2 (C-3), 147.8 (C-4), 133.7 (C-1), 120.5 (C-6), 116.1 (C-5), 110.9 (C-2)]. In addition, a group of 1,3,4,5-tetrasubstituted aromatic ring signals were identified: [ δ H 6.52 (1H, d, J = 1.6 Hz, H-2'), 6.53 (1H,d, J = 1.6 Hz, H-6'); δ C : 145.7 (C-4'), 141.8 (C-5'), 136.9 (C-1'), 134.6 (C-3'), 116.6 (C-6'), 115.6 (C-2')]; other signals include a hydroxymethyl group: [ δ H 5.03 (1H, d, J = 9.1 Hz, H-7); δ C :94.6 (C-7)], one hydroxymethyl group [ δ H 3.84 (3H, s, H-10); δ C :56.4 (C-10)], one hydroxymethylene group [ δ H :3.56 (2H, t, J = 6.6 Hz, H-9'); δ C :62.4 (C-9')], a methine [ δH 3.35 (1H, m, H-8); δ C :47.3 (C-8)], two methylene groups [ δ H :2.57 (2H, m, H-7'),1.79 (2H, m, H-8'); δ C :32.8 (C-7'), 35.9 (C-8')], 1 methyl group [ δ H :1.35 (3H, d, J = 6.8Hz, H-9); δ C [18.1 (C-9)]. 1H-1H COSY correlations of H-7 / H-8 / H-9 and H-7' / H-8' / H-9' reveal long-chain signals. HMBC correlations of H-7 / C-1, C-2, C-6 and H-7' / C-1', C-2', C-6' confirm the connection between C-7 and C-1, as well as the connection between C-7' and C-1'. Furthermore, HMBC correlations of H-10 / C-3, H-7 / C-4', and H-8 / C-3' indicate that C-10 and C-3 are linked by an ether bond, C-7 and C-4' are linked by an ether bond, and C-8 and C-3' are linked. These spectroscopic evidences collectively indicate that the novel lignan extracted from Trachelospermum jasminoides is a dihydrobenzofuran lignan composed of two phenylpropane units, thus establishing its planar structure. NOESY correlation analysis of H-2 / H-8, combined with the observed large coupling constant (J = 9.1 Hz) between H-7 and H-8, determined the relative stereoconfigurations of H-7 and H-8 to be 7R* and 8R*, respectively. Subsequent calculations of the chemical shift using the GIAO method and comparisons with the DP4+ method further validated this configuration. Comparison of the ECDs of 7R and 8R-1 with the actual CDs revealed a high degree of consistency, ultimately confirming the absolute configuration of the novel lignan extracted from *Trachelospermum jasminoides*.

[0021] Depend on Figure 1-10 Analysis of the various spectra reveals that the molecular formula of the novel lignan extracted from Trachelospermum jasminoides is C2. 19 H 22 O5, its specific spectral data are as follows: [α] = +8.7 (c 0.023, MeOH); UVλ max MeOH (nm): 213 (1.01), 281 (0.21); FT-IR (using KBr tablet compression method): 3346 cm⁻¹ -1(The absorption peak here represents the hydroxyl group), 2917 cm⁻¹ -1 (The absorption peak here represents the methyl group), 2849 cm⁻¹ -1 (The absorption peak here represents the methyl group), 1378 cm⁻¹ -1 (The absorption peak here represents the methyl group), 1607 cm⁻¹ -1 (The absorption peak here represents the benzene ring), 1513 cm⁻¹ -1 (The absorption peak here represents the benzene ring), 1453 cm⁻¹ -1 (The absorption peak here represents the benzene ring), 1271 cm⁻¹ -1 (The absorption peak here represents a carbon-oxygen single bond), 1123 cm⁻¹ -1 (The absorption peak here represents a carbon-oxygen single bond), 1031 cm⁻¹ -1 (The absorption peak here represents a carbon-oxygen single bond); HRESIMS m / z :331.1544[M+H] + (calculated for C 19 H 23 O5 + 331.1540); 1 H NMR (600 MHz, Methanol- d 4) δ 7.03 (1H,d, J = 1.9 Hz, H-2), 6.87 (1H, dd, J = 8.1, 1.9 Hz, H-6), 6.79 (1H, d, J = 8.1 Hz, H-5), 6.53 (1H, d, J = 1.6 Hz, H-6'), 6.52 (1H, d, J = 1.6 Hz, H-2'), 5.03 (1H, d, J =9.1 Hz, H-7), 3.84 (3H, s, H-10), 3.56 (2H, t, J = 6.6 Hz, H-9'), 3.35 (1H, m, H-8), 2.57 (2H, m, H-7'), 1.79 (2H, m, H-8'), 1.35 (3H, d, J = 6.8 Hz, H-9); 13 CNMR (151 MHz, Methanol- d 4) δ149.2(C-3), 147.8 (C-4), 145.7 (C-4'), 141.8 (C-5'), 136.9 (C-1'), 134.6 (C-3'), 133.7 (C-1), 120.5 (C-6), 116.6 (C-6'), 116.1 (C-5), 115.6(C-2'), 110.9 (C-2), 94.6 (C-7), 62.4 (C-9'), 56.4 (C-10), 47.3 (C-8), 35.9 (C-8'), 32.8 (C-7'), 18.1 (C-9). The above spectra further confirm the absolute configuration of the novel lignans extracted from Trachelospermum jasminoides.

[0022] The present invention conducted anti-inflammatory tests on a novel lignan extracted from Trachelospermum jasminoides, indicating that it has certain potential anti-inflammatory effects.

[0023] RAW264.7 macrophages in logarithmic growth phase were harvested at a rate of 2 × 10⁻⁶. 5 Cells were seeded at a density of cells / well in 6-well cell culture plates and cultured for 24 h. 7.5 μM, 15 μM, and 30 μM of a novel lignan extracted from *Trachelospermum jasminoides* were added to the cell culture medium, serving as experimental groups. A positive control group was set up with 15 μM dexamethasone (DXM). Dimethyl sulfoxide (DMSO) was used to balance the solvent volume, serving as a blank control group. After pretreating the cells in the experimental, positive, and blank control groups for 2 h, 1 μg / mL of LPS (lipopolysaccharide) was added to the experimental and positive control groups. After culturing for 12 h, the cell culture plates were removed and processed. 1 mL of Trizol reagent was added to each well to extract RNA. The purity and concentration of RNA were detected using an ultraviolet spectrophotometer. The RNA was reverse transcribed into cDNA using the RT Easy™ II (With gDNase) kit, and then the cDNA was amplified using the Real Time PCREasy™-SYBR Green I kit. The gene levels of IL-1β and IL-6 in the cells were measured, and the gene sequences are shown in Table 1.

[0024] Table 1 Specific test results are as follows: Figure 11 As shown, from Figure 11 It can be seen from this that a new type of lignan (extracted from Trachelospermum jasminoides) Figure 11The novel lignans extracted from Trachelospermum jasminoides (represented by the number 1) inhibited the expression of inflammatory factors IL-1β and IL-6 mRNA in LPS-induced RAW264.7 macrophages (****P<0.0001; ***P<0.001; **P<0.01; *P<0.05 compared with the LPS group), reducing the production of inflammatory factors such as IL-1β and IL-6, indicating that the novel lignans extracted from Trachelospermum jasminoides exhibit potential anti-inflammatory properties in vitro.

[0025] Finally, it should be noted that although embodiments of the present invention have been shown and described, those skilled in the art will understand that various changes, modifications, substitutions and variations can be made to these embodiments without departing from the principles and spirit of the present invention. All equivalent changes and improvements made within the scope of the present invention should still fall within the scope of the present invention.

Claims

1. A novel lignan from Trachelospermum jasminoides, characterized in that, The structural formula of the lignan is shown below: 。 2. A method for extracting novel lignans from Trachelospermum jasminoides as described in claim 1, characterized in that, Includes the following steps: Step S1: Crush the dried Trachelospermum jasminoides with leaves and stems into fine powder, add solvent to the fine powder and soak it to dissolve the soluble substances to obtain soaking solution; Step S2: The soaking solution obtained in step S1 is heated and refluxed to remove the organic solvent, then allowed to stand, filtered to remove residue, and concentrated under reduced pressure to obtain an extract. Step S3: Add deionized water to the extract obtained in step S2 and disperse it by ultrasonication to obtain a mixture. Slowly add the mixture to a D-101 macroporous adsorption resin column and elute using a methanol-water gradient elution system. Collect the components of each gradient elution fraction and then concentrate the components of each gradient elution fraction under reduced pressure to obtain extracts of different polarity elution fractions. Step S4: Take the partial polar elution extract obtained in step S3 and separate it by silica gel column chromatography. Then, use a dichloromethane-methanol gradient elution system to elute and collect the components of each gradient elution. Then, use thin-layer chromatography to detect the components of each gradient elution. Combine similar fractions to obtain a total of 6 components Fr.1-Fr.

6. Step S5: The fraction Fr.4 obtained in step S4 is separated by Sephadex LH-20 gel column chromatography to obtain 5 fractions Fr.4.1-Fr.4.

5. Then, fraction Fr.4.4 is further separated by silica gel column chromatography to obtain 4 fractions Fr.4.4.1-Fr.4.4.

4. Then, fraction Fr.4.4.3 is separated by semi-preparative liquid chromatography to obtain 6 fractions Fr.4.4.3.1-Fr.4.4.3.

6. Finally, fraction Fr.4.4.3.5 is separated by ChiralCore Cel-J chromatographic column to obtain the novel lignans in Trachelospermum jasminoides.

3. The method for extracting novel lignans from Trachelospermum jasminoides according to claim 2, characterized in that, In step S1, the solvent is methanol with a volume percentage concentration of 80%, and the soaking time is 48-72 hours.

4. The method for extracting novel lignans from Trachelospermum jasminoides according to claim 2, characterized in that, In step S3, the volume ratio gradients of methanol to water in the methanol-water gradient elution system are 0:100, 30:70, 50:50, 60:40, and 95:5, respectively.

5. The method for extracting novel lignans from Trachelospermum jasminoides according to claim 2, characterized in that, In step S4, the volume ratio gradient of dichloromethane to methanol in the dichloromethane-methanol gradient elution system is 100:0, 95:5, 90:10, 85:15, 80:20, 70:30, 50:50 and 0:100, respectively.

6. The method for extracting novel lignans from Trachelospermum jasminoides according to claim 2, characterized in that, In step S5, the Sephadex LH-20 gel column chromatography uses dichloromethane and methanol with a volume ratio of 1:1 for elution; the silica gel column chromatography uses dichloromethane and methanol with volume ratio gradients of 100:0, 90:10, 50:50 and 0:100 for elution; and the mobile phase in the semi-preparative liquid phase is methanol and water with a volume ratio of 52:

48.

7. The use of a novel lignan from Trachelospermum jasminoides as described in claim 1 in the preparation of anti-inflammatory products or drugs.

Citation Information

Patent Citations

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