Benzene quinone components in arnebia euchroma, extraction and separation method thereof and application thereof in antitumor drugs

Abstract

This invention relates to the field of Lithospermum erythrorhizon isolation and purification technology, specifically a method for extracting and separating benzoquinone components from Lithospermum erythrorhizon in Xinjiang, and its application in antitumor drugs. The method involves extracting and concentrating the dried roots of Lithospermum erythrorhizon by ethanol reflux. The concentrated extract is then further extracted and concentrated. The resulting petroleum ether fraction is subjected to chromatographic separation and gradient elution, followed by colorimetric analysis. Ten similar components are combined. The first concentrate is then separated, subjected to gradient elution, and subjected to colorimetric analysis, resulting in the combination of seven similar components. The second concentrate is then separated, subjected to gradient elution, and subjected to colorimetric analysis, resulting in the combination of nine similar components. The third concentrate is then separated and purified to obtain the final product. This invention features a simple process, environmental friendliness, and high product purity. It is the first time that benzoquinone components from Lithospermum erythrorhizon in Xinjiang have been obtained. In vitro activity verification has shown that these components exhibit inhibitory activity against HeLa tumor cells, and they can be applied to the extraction and separation of drugs for the prevention and / or anti-cervical cancer.

Description

Technical Field

[0001] This invention relates to the field of Lithospermum erythrorhizon separation and purification technology, specifically to a method for extracting and separating benzoquinone components from Lithospermum erythrorhizon in Xinjiang and its application in antitumor drugs. Background Technology

[0002] As an important member of traditional Chinese medicine, the anti-tumor value of Xinjiang gromwell root is increasingly attracting attention from modern science. The unique naphthoquinone compounds abundant in this herb, such as acetylshikonin, have been proven to be the core material basis for its anti-tumor activity.

[0003] Studies have shown that these active ingredients can work synergistically through multiple pathways: on the one hand, they can directly inhibit the proliferation and growth of tumor cells and induce their apoptosis; on the other hand, they can also interfere with the formation of tumor angiogenesis and cut off the tumor's nutrient supply, thereby inhibiting its invasion and metastasis.

[0004] Patent document CN117263895A discloses a novel monoterpene phenol and benzoquinone derivative, its extraction and separation method, and the application of this type of compound in the extraction and separation of antitumor drugs. In vitro antitumor activity experiments demonstrated that the compounds exhibited effective inhibitory activity against various tested tumor cell lines. Specifically, compound 1 showed IC50 values ​​of 6.51 and 6.14 μM against HCT-8 (human colon cancer cell line) and HepG2 (human liver cancer cell line), respectively; compounds 2 and 3 showed IC50 values ​​of 4.27 and 3.45 μM against HepG2, respectively; compound 4 showed IC50 values ​​of 5.08, 6.12, 2.31, and 5.32 μM against HCT-8, HGC-27 (human gastric cancer cell line), HepG2, and PC9 (human lung cancer cell line), respectively; and compound 5 showed an IC50 value of 5.69 μM against HGC-27. However, this compound is mainly used in drugs for colon cancer, pancreatic cancer, gastric cancer, liver cancer and lung cancer. It is unclear whether it has a good inhibitory effect on HeLa tumor cell activity, and the extraction and separation process has not been further refined and purified.

[0005] Patent document CN109867644B discloses a compound called JNU-144. This invention also provides the application of this benzoquinone compound in the extraction and separation of antitumor drugs, as well as a method for extracting and separating this benzoquinone compound. The technical solution provided by this invention successfully extracts a natural compound with antitumor activity, namely compound JNU-144, from the root of *Lithospermum erythrorhizon* (Xinjiang). This invention also provides the application of compound JNU-144 in the extraction and separation of antitumor drugs, and demonstrates the feasibility and effectiveness of its clinical medical use. However, this compound is mainly used for liver cancer.

[0006] Therefore, combining its traditional efficacy with modern pharmacology to explore new research directions for its application in developing novel, low-toxicity, and highly effective natural anti-tumor drugs or adjuvant therapies. Summary of the Invention

[0007] This invention provides a method for extracting and separating benzoquinone components from Lithospermum erythrorhizon in Xinjiang, and their application in anti-tumor drugs. It overcomes the shortcomings of the prior art. By optimizing the extraction solvent, chromatographic separation conditions and purification process, the benzoquinone components obtained from Lithospermum erythrorhizon in Xinjiang are demonstrated for the first time to exhibit inhibitory activity against HeLa tumor cells through in vitro activity verification. They can be applied to the extraction and separation of drugs for the prevention and / or anti-cervical tumors.

[0008] One of the technical solutions of this invention is achieved through the following measures: a benzoquinone component from Xinjiang Lithospermum erythrorhizon, with the following chemical structural formula: .

[0009] The following are further optimizations and / or improvements to one of the above-mentioned inventive technical solutions: The benzoquinone components in the above-mentioned Xinjiang Lithospermum were extracted and separated according to the following steps: Step 1: Take the required amount of dried roots of Lithospermum erythrorhizon from Xinjiang, extract with ethanol by reflux, filter the ethanol extract, combine the filtrates and concentrate under reduced pressure to obtain a concentrated solution. Step 2: The concentrate is extracted sequentially with petroleum ether, dichloromethane and ethyl acetate. The resulting extract is concentrated under reduced pressure to obtain the petroleum ether fraction extract. Step 3: The petroleum ether fraction extract was separated by silica gel column chromatography, using a gradient elution of petroleum ether-ethyl acetate and dichloromethane-methanol, and detected by thin-layer chromatography. After combining 10 similar components, the extract was concentrated under reduced pressure to obtain the first concentrate. Step 4: The first concentrate was separated by silica gel column chromatography, eluted with petroleum ether-ethyl acetate gradient, detected by thin-layer chromatography, and the seven similar components were combined and concentrated under reduced pressure to obtain the second concentrate. Step 5: The second concentrate was separated by silica gel column chromatography, eluted with petroleum ether-ethyl acetate gradient, detected by thin-layer chromatography, and the nine similar components were combined and concentrated under reduced pressure to obtain the third concentrate. Step 6: The third concentrate was separated and purified by high performance liquid chromatography to obtain benzoquinone components from Xinjiang Lithospermum.

[0010] In step 1 above, the root of Lithospermum erythrorhizon is extracted three times by reflux with ethanol of 90% to 95% by volume, each time for 1.5 to 2.5 hours. The mass of ethanol is 10 times the mass of dried root of Lithospermum erythrorhizon from Xinjiang.

[0011] In step 2 above, the volume ratio of petroleum ether, dichloromethane, ethyl acetate and concentrate is 1:1, and the extraction is performed 3 times, with each extraction lasting 1.5 to 2.5 hours.

[0012] In step 3 above, the volume ratio of petroleum ether to ethyl acetate is 100:1, 50:1, 20:1, 10:1, 5:1, 2:1, and 1:1, and the volume ratio of dichloromethane to methanol is 10:1, 5:1, and 0:1.

[0013] In step 4 above, the volume ratio of petroleum ether to ethyl acetate is 80:1, 50:1, 20:1, 10:1, 5:1, 2:1, 1:1, or 0:1.

[0014] In step 5 above, the volume ratio of petroleum ether to ethyl acetate is 80:1, 50:1, 20:1, 10:1, 5:1, 2:1, 1:1, or 0:1. Or / and, in step 6, the mobile phase in high performance liquid chromatography is methanol-water with a volume ratio of 87:13.

[0015] The second technical solution of the present invention is achieved through the following measures: a method for extracting and separating benzoquinone components from Xinjiang Lithospermum erythrorhizon, comprising the following steps: Step 1: Take the required amount of dried roots of Lithospermum erythrorhizon from Xinjiang, extract with ethanol by reflux, filter the ethanol extract, combine the filtrates and concentrate under reduced pressure to obtain a concentrated solution. Step 2: The concentrate is extracted sequentially with petroleum ether, dichloromethane and ethyl acetate. The resulting extract is concentrated under reduced pressure to obtain the petroleum ether fraction extract. Step 3: The petroleum ether fraction extract was separated by silica gel column chromatography, using a gradient elution of petroleum ether-ethyl acetate and dichloromethane-methanol, and detected by thin-layer chromatography. After combining 10 similar components, the extract was concentrated under reduced pressure to obtain the first concentrate. Step 4: The first concentrate was separated by silica gel column chromatography, eluted with petroleum ether-ethyl acetate gradient, detected by thin-layer chromatography, and the seven similar components were combined and concentrated under reduced pressure to obtain the second concentrate. Step 5: The second concentrate was separated by silica gel column chromatography, eluted with petroleum ether-ethyl acetate gradient, detected by thin-layer chromatography, and the nine similar components were combined and concentrated under reduced pressure to obtain the third concentrate. Step 6: The third concentrate was separated and purified by high performance liquid chromatography to obtain benzoquinone components from Xinjiang Lithospermum.

[0016] The third technical solution of the present invention is achieved through the following measures: the application of benzoquinone components from Xinjiang Lithospermum in the extraction and separation of drugs for the prevention of cervical tumors.

[0017] The fourth technical solution of the present invention is achieved through the following measures: the application of benzoquinone components from Xinjiang Lithospermum in the extraction and separation of anti-cervical tumor drugs.

[0018] This invention features simple process, environmental friendliness, and high product purity. It is the first time that benzoquinone components from Xinjiang Lithospermum erythrorhizon have been obtained. Its in vitro activity has been verified to show inhibitory activity against HeLa tumor cells, and it can be applied to the extraction and separation of drugs for the prevention and / or anti-cervical tumor. Attached Figure Description

[0019] Appendix Figure 1 The benzoquinone components in Xinjiang Lithospermum erythrorhizon in Example 11 of this invention 1 H-NMR spectrum; Appendix Figure 2 The benzoquinone components in Xinjiang Lithospermum erythrorhizon in Example 11 of this invention 13 C-APT spectrum; Appendix Figure 3 The HSQC spectrum of benzoquinone components in Lithospermum erythrorhizon from Xinjiang in Example 11 of this invention; Appendix Figure 4 The HMBC spectrum of benzoquinone components in Lithospermum erythrorhizon from Xinjiang in Example 11 of this invention; Appendix Figure 5 This is the COSY spectrum of benzoquinone components in Lithospermum erythrorhizon from Xinjiang in Example 11 of the present invention. Detailed Implementation

[0020] This invention is not limited to the following embodiments, and specific implementation methods can be determined according to the technical solutions and actual conditions of this invention. Unless otherwise specified, all chemical reagents and chemicals mentioned in this invention are well-known and commonly used chemical reagents and chemicals in the prior art; unless otherwise specified, all percentages in this invention are mass percentages; unless otherwise specified, all solutions in this invention are aqueous solutions with water as the solvent, for example, hydrochloric acid solution is an aqueous solution of hydrochloric acid; room temperature in this invention generally refers to a temperature between 15°C and 25°C, generally defined as 25°C.

[0021] The present invention will be further described below with reference to embodiments: Example 1: The benzoquinone components in this Xinjiang Lithospermum have the following chemical structural formula: .

[0022] Example 2: As an optimization of the above example, the following steps were used to extract and separate the following: Step 1: Take the required amount of dried roots of Lithospermum erythrorhizon from Xinjiang, extract with ethanol by reflux, filter the ethanol extract, combine the filtrates and concentrate under reduced pressure to obtain a concentrated solution. Step 2: The concentrate is extracted sequentially with petroleum ether, dichloromethane and ethyl acetate. The resulting extract is concentrated under reduced pressure to obtain the petroleum ether fraction extract. Step 3: The petroleum ether fraction extract was separated by silica gel column chromatography, using a gradient elution of petroleum ether-ethyl acetate and dichloromethane-methanol, and detected by thin-layer chromatography. After combining 10 similar components, the extract was concentrated under reduced pressure to obtain the first concentrate. Step 4: The first concentrate was separated by silica gel column chromatography, eluted with petroleum ether-ethyl acetate gradient, detected by thin-layer chromatography, and the seven similar components were combined and concentrated under reduced pressure to obtain the second concentrate. Step 5: The second concentrate was separated by silica gel column chromatography, eluted with petroleum ether-ethyl acetate gradient, detected by thin-layer chromatography, and the nine similar components were combined and concentrated under reduced pressure to obtain the third concentrate. Step 6: The third concentrate was separated and purified by high performance liquid chromatography to obtain benzoquinone components from Xinjiang Lithospermum.

[0023] Example 3: As an optimization of the above example, in step 1, 90% to 95% ethanol was used for reflux extraction three times, with each reflux extraction lasting 1.5 to 2.5 hours. The mass of ethanol was 10 times the mass of the dried roots of Lithospermum erythrorhizon from Xinjiang.

[0024] Example 4: As an optimization of the above example, in step 2, the volume ratio of petroleum ether, dichloromethane, ethyl acetate and concentrate is 1:1, the number of extractions is 3, and each extraction lasts 1.5 to 2.5 hours.

[0025] Example 5: As an optimization of the above examples, in step 3, the volume ratio of petroleum ether to ethyl acetate is 100:1, 50:1, 20:1, 10:1, 5:1, 2:1, 1:1, and the volume ratio of dichloromethane to methanol is 10:1, 5:1, 0:1.

[0026] Example 6: As an optimization of the above example, in step 4, the volume ratio of petroleum ether to ethyl acetate is 80:1, 50:1, 20:1, 10:1, 5:1, 2:1, 1:1, or 0:1.

[0027] Example 7: As an optimization of the above example, in step 5, the volume ratio of petroleum ether to ethyl acetate is 80:1, 50:1, 20:1, 10:1, 5:1, 2:1, 1:1, or 0:1; in step 6, the mobile phase in high performance liquid chromatography is methanol-water with a volume ratio of 87:13.

[0028] Example 8: The method for extracting and separating benzoquinone components from the Xinjiang Lithospermum erythrorhizon is carried out according to the following steps: Step 1: Take the required amount of dried roots of Lithospermum erythrorhizon from Xinjiang, extract with ethanol by reflux, filter the ethanol extract, combine the filtrates and concentrate under reduced pressure to obtain a concentrated solution. Step 2: The concentrate is extracted sequentially with petroleum ether, dichloromethane and ethyl acetate. The resulting extract is concentrated under reduced pressure to obtain the petroleum ether fraction extract. Step 3: The petroleum ether fraction extract was separated by silica gel column chromatography, using a gradient elution of petroleum ether-ethyl acetate and dichloromethane-methanol, and detected by thin-layer chromatography. After combining 10 similar components, the extract was concentrated under reduced pressure to obtain the first concentrate. Step 4: The first concentrate was separated by silica gel column chromatography, eluted with petroleum ether-ethyl acetate gradient, detected by thin-layer chromatography, and the seven similar components were combined and concentrated under reduced pressure to obtain the second concentrate. Step 5: The second concentrate was separated by silica gel column chromatography, eluted with petroleum ether-ethyl acetate gradient, detected by thin-layer chromatography, and the nine similar components were combined and concentrated under reduced pressure to obtain the third concentrate. Step 6: The third concentrate was separated and purified by high performance liquid chromatography to obtain benzoquinone components from Xinjiang Lithospermum.

[0029] Example 9: Application of benzoquinone components from Xinjiang Lithospermum in the extraction and separation of drugs for the prevention of cervical tumors.

[0030] Example 10: As an optimization of the above examples, the application of benzoquinone components from Xinjiang Lithospermum in the extraction and separation of anti-cervical tumor drugs.

[0031] Example 11: The benzoquinone components in this Xinjiang Lithospermum were extracted and separated according to the following steps: Step 1: Take 10 kg of dried roots of Lithospermum erythrorhizon from Xinjiang and extract them three times by reflux with 95% ethanol for 1.5 hours each time. After filtering the ethanol extract, combine the filtrates and concentrate under reduced pressure to obtain the concentrate. Step 2: Extract the concentrate with petroleum ether, dichloromethane, and ethyl acetate in sequence (the volume ratio of petroleum ether, dichloromethane, ethyl acetate and concentrate is 1:1) 3 times, each extraction lasting 1.5 hours. The resulting extract is concentrated under reduced pressure to obtain the petroleum ether fraction extract. Step 3: The petroleum ether fraction extract was separated by silica gel column chromatography (100 to 200 mesh) using a gradient elution of petroleum ether-ethyl acetate and dichloromethane-methanol at volume ratios of 100:1, 50:1, 20:1, 10:1, 5:1, 2:1, and 1:1. The extract was then detected and colored by thin-layer chromatography. Ten similar fractions were combined and concentrated under reduced pressure to obtain the first concentrate. Step 4: The first concentrate was separated by silica gel column chromatography (200 to 300 mesh) using a petroleum ether-ethyl acetate gradient elution at volume ratios of 80:1, 50:1, 20:1, 10:1, 5:1, 2:1, 1:1, and 0:1. The concentrate was then detected by thin-layer chromatography. The seven similar components were combined and concentrated under reduced pressure to obtain the second concentrate. Step 5: The second concentrate was separated by silica gel column chromatography (200 to 300 mesh) using a petroleum ether-ethyl acetate gradient elution at volume ratios of 80:1, 50:1, 20:1, 10:1, 5:1, 2:1, 1:1, and 0:1. The concentrate was then detected by thin-layer chromatography. After combining the nine similar components, the concentrate was concentrated under reduced pressure to obtain the third concentrate. Step 6: The third concentrate is separated and purified by high performance liquid chromatography (using methanol-water at a volume ratio of 87:13 as the mobile phase) to obtain benzoquinone components (compounds) from Lithospermum erythrorhizon in Xinjiang.

[0032] The molecular formula of the benzoquinone components obtained from Xinjiang Lithospermum erythrorhizon in Example 11 is C 13 H 10 O4 was analyzed by nuclear magnetic resonance (NMR), and its NMR data are shown in Table 1. The solvent used for NMR was CD3OD. The results are as follows: Figures 1 to 5 As shown, the hydrogen spectrum (¹H-NMR) is... Figure 1 ), carbon spectrum (¹³C-APT, Figure 2 ) and a series of two-dimensional spectra (HSQC, Figure 3 HMBC Figure 4 COSY, Figure 5 ).

[0033] The benzoquinone components in Lithospermum erythrorhizon obtained in this invention were evaluated for in vitro antitumor pharmacodynamics. Specifically, the CCK-8 assay was used for detection, and the experimental steps are as follows: (1) Cell resuscitation and counting Frozen cells were removed from liquid nitrogen, rapidly thawed in a 37°C water bath, and seeded into culture flasks. The flasks were then incubated at 37°C in a 5% CO2 incubator until the logarithmic growth phase. Adherent cells were digested with trypsin to extract and separate single-cell suspensions. A suitable amount of the suspension was taken and counted using a cell counting chamber to ensure the cell density met experimental requirements.

[0034] (2) Cell suspension dilution and inoculation Based on the cell count results, the cells were diluted to 5 × 10⁶ using complete culture medium. 4 The concentration was set at 100 μL / mL. Add 100 μL of cell suspension to each well of a 96-well plate and gently shake to distribute the cells evenly. Three replicates were set up for each drug concentration, and a blank control group (culture medium only) and a cell control group (cells and culture medium) were also included.

[0035] (3) Pre-culture After inoculation, the 96-well plates were placed in a 37°C, 5% CO2 incubator for 24 hours to allow the cells to adhere fully. The cell status was observed regularly during this period.

[0036] (4) Drug preparation and sample addition Dilute the test compound and cisplatin (positive control) to the required concentration using fresh culture medium. After pre-incubation, gently add drug solutions of different concentrations to the corresponding wells, ensuring accurate drug addition volume without affecting the total system volume.

[0037] (5) Incubation The 96-well plates with added drugs were incubated in a 37°C, 5% CO2 incubator for 48 hours, during which cell morphology and status were observed regularly.

[0038] (6) CCK-8 detection and absorbance measurement After incubation, a mixture of CCK-8 reagent and fresh culture medium was prepared at a ratio of 1:10 under light-protected conditions. 10 μL of CCK-8 solution was added to each well, gently shaken to mix, and incubated for another 2–4 hours. The absorbance of each well was then measured at 450 nm using a microplate reader.

[0039] The cell inhibition rate is calculated using the formula: "Inhibition rate = (A control - A experiment) / (A control - A blank)".

[0040] The experimental procedure was strictly followed in accordance with the operating procedures of the CCK-8 kit, and the results are recorded in Table 2.

[0041] In summary, this invention features simple process, environmental friendliness, and high product purity. It is the first time that benzoquinone components from Xinjiang Lithospermum erythrorhizon have been obtained. Its in vitro activity has been verified to show inhibitory activity against HeLa tumor cells, and it can be applied to the extraction and separation of drugs for the prevention and / or anti-cervical cancer.

[0042] The above technical features constitute the embodiments of the present invention, which have strong adaptability and implementation effect. Unnecessary technical features can be added or removed according to actual needs to meet the needs of different situations.

Claims

1. A benzoquinone component in Arnebia euchroma (Ranby) Johnst, characterized in that The chemical structural formula is: 。 2. The benzoquinone component in Arnebia euchroma according to claim 1, characterized in that The following steps were used to extract and separate the following: Step 1: Take the required amount of dried roots of Lithospermum erythrorhizon from Xinjiang, extract with ethanol by reflux, filter the ethanol extract, combine the filtrates and concentrate under reduced pressure to obtain a concentrated solution. Step 2: The concentrate is extracted sequentially with petroleum ether, dichloromethane and ethyl acetate. The resulting extract is concentrated under reduced pressure to obtain the petroleum ether fraction extract. Step 3: The petroleum ether fraction extract was separated by silica gel column chromatography, using a gradient elution of petroleum ether-ethyl acetate and dichloromethane-methanol, and detected by thin-layer chromatography. After combining 10 similar components, the extract was concentrated under reduced pressure to obtain the first concentrate. Step 4: The first concentrate was separated by silica gel column chromatography, eluted with petroleum ether-ethyl acetate gradient, detected by thin-layer chromatography, and the seven similar components were combined and concentrated under reduced pressure to obtain the second concentrate. Step 5: The second concentrate was separated by silica gel column chromatography, eluted with petroleum ether-ethyl acetate gradient, detected by thin-layer chromatography, and the nine similar components were combined and concentrated under reduced pressure to obtain the third concentrate. Step 6: The third concentrate is separated and purified by high performance liquid chromatography to obtain benzoquinone components from Xinjiang Lithospermum.

3. The benzoquinone components in Lithospermum erythrorhizon according to claim 2, characterized in that... In step 1, the root of Lithospermum erythrorhizon was extracted three times by reflux with ethanol of 90% to 95% by volume, each time for 1.5 to 2.5 hours. The mass of ethanol was 10 times that of the dried root of Lithospermum erythrorhizon from Xinjiang.

4. The benzoquinone components in Lithospermum erythrorhizon according to claim 2 or 3, characterized in that... In step 2, the volume ratio of petroleum ether, dichloromethane, ethyl acetate and concentrate is 1:1, and the extraction is performed 3 times, with each extraction lasting 1.5 to 2.5 hours.

5. The benzoquinone components in Lithospermum erythrorhizon according to any one of claims 2 to 4, characterized in that... In step 3, the volume ratio of petroleum ether to ethyl acetate is 100:1, 50:1, 20:1, 10:1, 5:1, 2:1, and 1:1, and the volume ratio of dichloromethane to methanol is 10:1, 5:1, and 0:

1.

6. The benzoquinone components in Lithospermum erythrorhizon according to any one of claims 2 to 5, characterized in that... In step 4, the volume ratio of petroleum ether to ethyl acetate is 80:1, 50:1, 20:1, 10:1, 5:1, 2:1, 1:1, or 0:

1. Or / and, in step 6, the high performance liquid chromatography uses methanol-water with a volume ratio of 87:13 as the mobile phase.

7. The benzoquinone components in Lithospermum erythrorhizon according to any one of claims 2 to 6, characterized in that... In step 5, the volume ratio of petroleum ether to ethyl acetate is 80:1, 50:1, 20:1, 10:1, 5:1, 2:1, 1:1, or 0:

1.

8. A method for extracting and separating benzoquinone components from Lithospermum erythrorhizon according to any one of claims 1 to 7, characterized in that... Follow these steps: Step 1: Take the required amount of dried roots of Lithospermum erythrorhizon from Xinjiang, extract with ethanol by reflux, filter the ethanol extract, combine the filtrates and concentrate under reduced pressure to obtain a concentrated solution. Step 2: The concentrate is extracted sequentially with petroleum ether, dichloromethane and ethyl acetate. The resulting extract is concentrated under reduced pressure to obtain the petroleum ether fraction extract. Step 3: The petroleum ether fraction extract was separated by silica gel column chromatography, using a gradient elution of petroleum ether-ethyl acetate and dichloromethane-methanol, and detected by thin-layer chromatography. After combining 10 similar components, the extract was concentrated under reduced pressure to obtain the first concentrate. Step 4: The first concentrate was separated by silica gel column chromatography, eluted with petroleum ether-ethyl acetate gradient, detected by thin-layer chromatography, and the seven similar components were combined and concentrated under reduced pressure to obtain the second concentrate. Step 5: The second concentrate was separated by silica gel column chromatography, eluted with petroleum ether-ethyl acetate gradient, detected by thin-layer chromatography, and the nine similar components were combined and concentrated under reduced pressure to obtain the third concentrate. Step 6: The third concentrate is separated and purified by high performance liquid chromatography to obtain benzoquinone components from Xinjiang Lithospermum.

9. The application of benzoquinone components from Lithospermum erythrorhizon according to any one of claims 1 to 7 in the extraction and separation of drugs for the prevention of cervical tumors.

10. The use of benzoquinone components from Lithospermum erythrorhizon according to any one of claims 1 to 7 as an anti-cervical tumor drug.

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