Separation process of high-purity curcumenone diol

Abstract

The invention relates to the technical field of separation and purification, and provides a separation process of high-purity curcumenone diol, which comprises the following steps: S1, passing a curcumenone diol extracting solution through a normal-phase liquid chromatographic column for chromatography and elution, and collecting the eluent for rotary evaporation to obtain a crude product; and S2, dissolving the crude product, carrying out chromatography and elution through a reversed-phase liquid chromatographic column, collecting the eluent, and carrying out rotary evaporation and drying to obtain curcuma zedoary aureondiol. According to the technical scheme, the problem that in the prior art, the purity of curcuma zedoary aureondiol extracted from zingiberaceae plants is low is solved.

Description

Technical Field

[0001] The present invention relates to the technical field of separation and purification, and in particular to a separation process of high-purity Curcuma zedoariae oxadiol. Background Art

[0002] Curcuma oxadiol is a sesquiterpenoid compound extracted from the ginger family. It has anti-inflammatory, antioxidant, and anti-cancer effects and is widely used in food, medicine, health care products and other fields.

[0003] At present, in order to obtain curcuma oxadiol, ethanol extraction, water extraction and alcohol precipitation, column chromatography, high-speed countercurrent chromatography, etc. are generally used. Although these methods can effectively extract curcuma oxadiol from the rhizomes of Curcuma, the purity of the extracted curcuma oxadiol needs to be further improved. Summary of the invention

[0004] The present invention proposes a separation process for high-purity zedoary oxadiol, which solves the problem of low purity of zedoary oxadiol extracted from zingiberaceae plants in the related art.

[0005] The technical solution of the present invention is as follows: A separation process of high-purity zedoaryl ketone diol comprises the following steps: S1, passing the extract of Curcuma zedoariae oxadiol through a normal phase liquid chromatography column for chromatography, eluting, collecting the eluate for rotary evaporation, and obtaining a crude product; S2. After dissolving the crude product, the product is passed through a reverse phase liquid chromatography column for chromatography, eluted, and the eluate is collected for rotary evaporation and drying to obtain Curcuma zedoariae oxadiol.

[0006] As a further technical solution, the chromatographic filler of the normal phase liquid chromatography column in S1 is bonded silica gel containing polar functional groups.

[0007] As a further technical solution, the polar functional group includes one or more of an ester group, an amino group, and a urea group.

[0008] As a further technical solution, the chromatographic filler of the reverse phase liquid chromatography column in S2 is organic hydrocarbon bonded silica gel.

[0009] As a further technical solution, the chromatography fillers of the normal phase liquid chromatography column and the reverse phase liquid chromatography column independently include one or both of amorphous silica gel and spherical silica gel.

[0010] As a further technical solution, when the chromatographic fillers of the normal phase liquid chromatography column and the reverse phase liquid chromatography column independently include amorphous silica gel, the particle size of the amorphous silica gel is 20-100 μm and the pore size is 40-200 Å.

[0011] As a further technical solution, when the chromatography fillers of the normal phase liquid chromatography column and the reverse phase liquid chromatography column independently include spherical silica gel, the diameter of the spherical silica gel is 20-100 μm and the pore size is 40-200 Å.

[0012] As a further technical solution, the eluent used in the elution in S1 includes a first eluent and a second eluent; The first eluent includes one or two of n-hexane and petroleum ether; The second eluent includes one or more of dichloromethane, chloroform, ethyl acetate, tetrahydrofuran, dioxane, and methyl tert-butyl ether.

[0013] The present invention optimizes the eluents used in the elution in S1 into a first eluent and a second eluent, and limits the types of the first eluent and the second eluent, thereby further improving the purity of the separated Curcuma zedoariae oxadiol.

[0014] As a further technical solution, the eluent used in the elution in S1 is a first eluent and a second eluent in a volume ratio of 90:10 to 20:80.

[0015] As a further technical solution, the eluent used in the elution in S1 is n-hexane and ethyl acetate in a volume ratio of 90:10 to 20:80.

[0016] The present invention limits the eluent used in elution in S1 to n-hexane and ethyl acetate in a volume ratio of 90:10 to 20:80, thereby further improving the purity of the separated curcuma oxadiol.

[0017] As a further technical solution, the eluent used in the elution in S1 is n-hexane and ethyl acetate in a volume ratio of 65:35.

[0018] The present invention limits the eluent used in elution in S1 to n-hexane and ethyl acetate in a volume ratio of 65:35, thereby further improving the purity of the separated curcuma oxadiol.

[0019] As a further technical solution, the flow rate during elution in S1 is 4 to 32 times column volume / hour.

[0020] As a further technical solution, the flow rate during elution in S2 is 4 to 32 times column volume per hour.

[0021] As a further technical solution, the eluent during elution in S2 comprises a first eluent and a second eluent in a volume ratio of 90:10 to 15:85; The first eluent includes one or more of methanol, acetonitrile, acetone, tetrahydrofuran, ethanol, isopropanol, and dioxane; The second eluent includes water or an aqueous solution containing a modifier; the modifier includes one or more of formic acid, acetic acid, trifluoroacetic acid, trichloroacetic acid, phosphoric acid, ammonium bicarbonate, ammonium acetate, and ammonium formate.

[0022] As a further technical solution, the Curcuma zedoariae ketone diol extract in S1 is prepared by the following method: after mixing the ginger plant with the extractant, extracting it, collecting the extract, performing rotary evaporation, and dissolving it to obtain the Curcuma zedoariae ketone diol extract.

[0023] As a further technical solution, the extractant includes one or more of dichloromethane, chloroform, ethyl acetate, propyl acetate, methanol, ethanol, n-propanol, and isopropanol.

[0024] As a further technical solution, the ginger family plant includes a Curcuma longa Chinese medicinal material containing Curcuma zedoariae oxadiol.

[0025] As a further technical solution, the ginger family plants include one or two of Curcuma zedoaria and Curcuma zedoaria.

[0026] As a further technical solution, the temperature of the rotary evaporation is 25-35°C.

[0027] The working principle and beneficial effects of the present invention are: The present invention provides a separation process of high-purity Curcuma oxadiol, including passing the Curcuma oxadiol extract through a normal phase liquid chromatography column and a reverse phase liquid chromatography column in sequence, wherein the chromatography adopts a bonded silica gel column, which reduces the activity of the silanol group on the surface of the silica gel, greatly improves the disadvantage of the dead adsorption of silica gel, and allows the separation material to be reused repeatedly, reducing environmental pollution and the amount of solid waste generated, and the labor cost of repeatedly filling the chromatographic column; using a normal phase liquid chromatography column and a reverse phase liquid chromatography column in combination for purification, using its high selectivity and column efficiency, a high-purity Curcuma oxadiol product can be separated at one time, avoiding the operation of repeatedly passing through the column to obtain a high-purity product, and significantly reducing costs and increasing efficiency. In addition, the separation process of high-purity Curcuma oxadiol provided by the present invention not only obtains a high purity of Curcuma oxadiol, but also has a simple and controllable separation process, and is very easy to automate industrial production. BRIEF DESCRIPTION OF THE DRAWINGS

[0028] The present invention will be further described in detail below in conjunction with the accompanying drawings and specific embodiments.

[0029] Figure 1 This is an ultraviolet online monitoring diagram of the chromatographic separation of the zedoaryl ketone diol extract in Example 1 of the present invention; In the figure: 43min is the target peak; Figure 2 This is a HPLC test chart of the zedoary oxadiol extract in Example 1 of the present invention; Figure 3 This is the HPLC detection chart of the Curcuma zedoariae oxadiol product separated in Example 1 of the present invention. DETAILED DESCRIPTION

[0030] The following will be combined with the embodiments of the present invention to clearly and completely describe the technical solutions in the embodiments of the present invention. Obviously, the described embodiments are only part of the embodiments of the present invention, not all of the embodiments. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without creative work are within the scope of protection of the present invention.

[0031] In the following examples and comparative examples: The organic membrane is a polytetrafluoroethylene membrane; The calculation formula for the yield is: Yield (%) = white solid mass ÷ extract mass × 100.

[0032] Example 1 S1. After crushing the Wenyujin tablets, 500 g was mixed with 3200 mL of ethyl acetate, and ultrasonic extraction was performed for 40 min while stirring, and the mixture was allowed to stand and cool, and vacuum rotary evaporation was performed at 25°C until the solvent mass content was 3%, to obtain 12.4 g of extract, and 145 mL of ethanol was added and ultrasonically dissolved to obtain the curcuma oxadiol extract; S2. The extract of Curcuma zedoariae oxadiol was passed through a 0.45 μm organic membrane and purified by a normal phase liquid chromatography column. The purification conditions were as follows: Chromatography medium: Bioseps-Flash NH 2 , 75 μm, 90 Å; Filling specification: 30×250mm; Injection volume: 145 mL; Eluent: 1) 0-100 min, petroleum ether: ethyl acetate = 65:35 (V / V); 2) 100 min-115 min, the ratio was linearly adjusted to petroleum ether: ethyl acetate = 95:5 (V / V); 3) 115 min-140 min, petroleum ether: ethyl acetate = 95:5 (V / V); Elution flow rate: 8 column volumes / hour; Collection method: UV detection at 260nm, collect fractions within 45-100min in separate tubes, 30mL per tube; Post-treatment: Sampling was conducted into HPLC for analysis, and the fractions containing the target product were combined and concentrated under reduced pressure at 25°C to a solvent content of 3% to obtain 447 mg of a crude product; S3. Add 4 mL of acetonitrile to the above crude product to dissolve it, and purify it by reverse phase liquid chromatography column. The purification conditions are as follows: Chromatographic packing material: Bonnasil-BS C18, 10 μm, 100 Å; Filling specification: 20×250mm; Injection volume: 4 mL; Mobile phase: 1) Acetonitrile: water (containing 0.05% trifluoroacetic acid) = 15:85 (V / V) as initial mobile phase balance; 2) Within 80 min, the ratio was linearly adjusted to acetonitrile: water (containing 0.05% trifluoroacetic acid) = 90:10 (V / V); 3) 100% acetonitrile was maintained for 30 min to complete the separation; Elution flow rate: 8 column volumes / hour; Collection method: UV detection at 260nm, collect fractions within 42-43.2min; Post-treatment: The fraction was evaporated under reduced pressure at 35°C to remove acetonitrile, and freeze-dried to obtain 12.0 mg of a white solid, which was the product of Curcuma zedoariae oxadiol. HPLC detection showed that the purity was 90.3% and the yield was 0.097%.

[0033] Figure 2. Chromatographic separation and online detection of zedoaryl oxadiol extract Figure 1 As shown, in the figure: 43min is the target peak; HPLC detection of zedoaryl oxadiol extract Figure 2 As shown; HPLC test chart of Curcuma oxadiol product Figure 3 shown.

[0034] Example 2 S1. After crushing the vinegar zedoaria, take 500g and mix it with 3200mL of dichloromethane, stir and extract by ultrasonic for 40min, let it stand and cool, evaporate under reduced pressure at 35°C until the solvent mass content is 3%, and obtain 12.4g of extract, add 145mL of ethanol and ultrasonically dissolve it to obtain the zedoaria oxadiol extract; S2. The extract of Curcuma zedoariae oxadiol was passed through a 0.45 μm organic membrane and purified by a normal phase liquid chromatography column. The purification conditions were as follows: Chromatography medium: Bioseps-Flash NH-CO-NH 2 , 80 μm, 85 Å; Filling specification: 30×250mm; Injection volume: 145 mL; Eluent: 1) 0-100 min, petroleum ether:tetrahydrofuran = 65:35 (V / V); 2) 100 min-115 min, the ratio was linearly adjusted to petroleum ether:tetrahydrofuran = 95:5 (V / V); 3) 115 min-140 min, petroleum ether:tetrahydrofuran = 95:5 (V / V); Elution flow rate: 32 column volumes / hour; Collection method: UV detection at 260nm, collect fractions within 45-100min in separate tubes, 30mL per tube; Post-treatment: Sampling was conducted into HPLC for analysis, and the fractions containing the target product were combined and concentrated under reduced pressure at 35°C to a solvent content of 3% to obtain 511 mg of a crude product; S3. Add 4 mL of acetonitrile to the above crude product to dissolve it, and purify it by reverse phase liquid chromatography column. The purification conditions are as follows: Chromatography packing material: Bonnasil-BS C8, 15 μm, 110 Å; Filling specification: 20×250mm; Injection volume: 4 mL; Mobile phase: 1) Isopropanol: water = 15:85 (V / V) as initial mobile phase balance, 2) within 80 min, the ratio was linearly adjusted to isopropanol: water = 90:10 (V / V); 3) 100% isopropanol was maintained for 30 min to complete the separation; Elution flow rate: 32 column volumes / hour; Collection method: UV detection at 260nm, collect fractions within 42-43.2min; Post-treatment: The fraction was evaporated under reduced pressure at 35°C to remove isopropanol, and freeze-dried to obtain 6.3 mg of a white solid, which was the product of Curcuma zedoariae oxadiol. HPLC detection showed that the purity was 89.1% and the yield was 0.051%.

[0035] Example 3 The only difference from Example 1 is that the petroleum ether in the S2 eluent is replaced by n-hexane.

[0036] S2 obtained 312 mg of crude product, and S3 obtained 18.4 mg of white solid, which was the product of Curcuma oxadiol. HPLC detection showed that the purity was 96.3% and the yield was 0.148%.

[0037] Example 4 The only difference from Example 1 is that the ethyl acetate in the S2 eluent is replaced by dichloromethane.

[0038] S2 obtained 331 mg of crude product, and S3 obtained 10.9 mg of white solid, which was the product of Curcuma zedoariae oxadiol. HPLC detection showed that the purity was 88.8% and the yield was 0.088%.

[0039] Example 5 The only difference from Example 1 is that the eluent of S2 is: n-hexane:ethyl acetate=95:5 (V / V) and maintained for 300 min.

[0040] The proportion of ethyl acetate was too low, resulting in the target compound not being eluted within 300 minutes. Since the retention time was too long, it had no use value.

[0041] Example 6 The only difference from Example 1 is that the eluent of S2 is: n-hexane:ethyl acetate=10:90 (V / V) and maintained for 100 min.

[0042] The proportion of ethyl acetate was too high, resulting in the target compound being eluted within 10 minutes. Since the retention time was too short, there was no separation ability.

[0043] Example 7 The only difference from Example 3 is that the eluent of S2 is: 1) 0-100 min, n-hexane: ethyl acetate = 90:10 (V / V); 2) 100 min-115 min, the ratio is linearly adjusted to n-hexane: ethyl acetate = 95:5 (V / V); 3) 115 min-140 min, n-hexane: ethyl acetate = 95:5 (V / V).

[0044] S2 obtained 342 mg of crude product, and S3 obtained 13.4 mg of white solid, which was the product of Curcuma zedoariae oxadiol. HPLC detection showed that the purity was 92.5% and the yield was 0.108%.

[0045] Example 8 The only difference from Example 3 is that the eluent of S2 is: 1) 0-100 min, n-hexane: ethyl acetate = 20:80 (V / V); 2) 100 min-115 min, the ratio is linearly adjusted to n-hexane: ethyl acetate = 95:5 (V / V); 3) 115 min-140 min, n-hexane: ethyl acetate = 95:5 (V / V).

[0046] S2 obtained 303 mg of crude product, and S3 obtained 16.1 mg of white solid, which was the product of Curcuma zedoariae oxadiol. HPLC detection showed that the purity was 95.4% and the yield was 0.130%.

[0047] Comparative Example 1 S1. After crushing the Wenyujin tablets, 500 g was mixed with 3200 mL of ethyl acetate, and ultrasonic extraction was performed for 40 min while stirring, and the mixture was allowed to stand and cool, and vacuum rotary evaporation was performed at 25°C until the solvent mass content was 3%, to obtain 12.4 g of extract, and 145 mL of acetonitrile was added and ultrasonically dissolved to obtain the curcuma oxadiol extract; S2. The extract of Curcuma zedoariae oxadiol was passed through a 0.45 μm organic membrane and then purified by a reverse phase liquid chromatography column. The purification conditions were as follows: Chromatographic packing material: Bonnasil-BS C18, 10 μm, 100 Å; Filling specification: 20×250mm; Injection volume: 4 mL; Mobile phase: 1) Acetonitrile: water (containing 0.05% trifluoroacetic acid) = 15:85 (V / V) as initial mobile phase balance; 2) Within 80 min, the ratio was linearly adjusted to acetonitrile: water (containing 0.05% trifluoroacetic acid) = 90:10 (V / V); 3) 100% acetonitrile was maintained for 30 min to complete the separation; Elution flow rate: 8 column volumes / hour; Collection method: UV detection at 260nm, collect fractions within 42-43.2min; Post-treatment: The fraction was concentrated by rotary evaporation at 35°C under reduced pressure until the solvent content was 3% to obtain 141 mg of crude product; S3. Add 4 mL of ethanol to the crude product to dissolve it, and purify it on a normal phase liquid chromatography column. The purification conditions are: Chromatography medium: Bioseps-Flash NH 2 , 75 μm, 90 Å; Filling specification: 30×250mm; Injection volume: 145 mL; Eluent: 1) 0-100 min, petroleum ether: ethyl acetate = 65:35 (V / V); 2) 100 min-115 min, the ratio was linearly adjusted to petroleum ether: ethyl acetate = 95:5 (V / V); 3) 115 min-140 min, petroleum ether: ethyl acetate = 95:5 (V / V); Elution flow rate: 8 column volumes / hour; Collection method: UV detection at 260nm, collect fractions within 45-100min in separate tubes, 30mL per tube; Post-treatment: Samples were taken for analysis by HPLC, and the fractions containing the target product were combined, and the solvent was removed by vacuum rotary evaporation at 25°C, and freeze-dried to obtain 12.1 mg of a white solid, which was the product of Curcuma zedoariae oxadiol. The purity was 45.5% and the yield was 0.098% as determined by HPLC.

[0048] Comparative Example 2 S1. After crushing the Wenyujin tablets, 500 g was mixed with 3200 mL of ethyl acetate, and ultrasonic extraction was performed for 40 min while stirring, and the mixture was allowed to stand and cool, and vacuum rotary evaporation was performed at 25°C until the solvent mass content was 3%, to obtain 12.4 g of extract, and 145 mL of ethanol was added and ultrasonically dissolved to obtain the curcuma oxadiol extract; S2. The extract of Curcuma zedoariae oxadiol was passed through a 0.45 μm organic membrane and purified by a normal phase liquid chromatography column. The purification conditions were as follows: Chromatography medium: Bioseps-Flash NH 2 , 75 μm, 90 Å; Filling specification: 30×250mm; Injection volume: 145 mL; Eluent: 1) 0-100 min, petroleum ether: ethyl acetate = 65:35 (V / V); 2) 100 min-115 min, the ratio was linearly adjusted to petroleum ether: ethyl acetate = 95:5 (V / V); 3) 115 min-140 min, petroleum ether: ethyl acetate = 95:5 (V / V); Elution flow rate: 8 column volumes / hour; Collection method: UV detection at 260nm, collect fractions within 45-100min in separate tubes, 30mL per tube; Post-treatment: Samples were taken for analysis by HPLC, and the fractions containing the target product were combined, and the solvent was removed by vacuum rotary evaporation at 25°C, and freeze-dried to obtain 447 mg of a white solid, which was the product of Curcuma zedoariae oxadiol. The purity was 16.6% and the yield was 3.60% as determined by HPLC.

[0049] Comparative Example 3 S1. After crushing the Wenyujin tablets, 500 g was mixed with 3200 mL of ethyl acetate, and ultrasonic extraction was performed for 40 min while stirring, and the mixture was allowed to stand and cool, and vacuum rotary evaporation was performed at 25°C until the solvent mass content was 3%, to obtain 12.4 g of extract, and 145 mL of acetonitrile was added and ultrasonically dissolved to obtain the curcuma oxadiol extract; S2. The extract of Curcuma zedoariae oxadiol was passed through a 0.45 μm organic membrane and then purified by a reverse phase liquid chromatography column. The purification conditions were as follows: Chromatographic packing material: Bonnasil-BS C18, 10 μm, 100 Å; Filling specification: 20×250mm; Injection volume: 4 mL; Mobile phase: 1) Acetonitrile: water (containing 0.05% trifluoroacetic acid) = 15:85 (V / V) as initial mobile phase balance; 2) Within 80 min, the ratio was linearly adjusted to acetonitrile: water (containing 0.05% trifluoroacetic acid) = 90:10 (V / V); 3) 100% acetonitrile was maintained for 30 min to complete the separation; Elution flow rate: 8 column volumes / hour; Collection method: UV detection at 260nm, collect fractions within 42-43.2min; Post-treatment: The fraction was evaporated under reduced pressure at 35°C to remove the solvent, and freeze-dried to obtain 141 mg of a white solid, which was the product of Curcuma zedoariae oxadiol. HPLC detection showed that the purity was 28.2% and the yield was 1.14%.

[0050] It can be seen from the above embodiments and comparative examples that the present invention passes the Curcuma zedoariae ketone diol extract through a normal phase liquid chromatography column and a reverse phase liquid chromatography column in sequence, thereby improving the purity of the separated Curcuma zedoariae ketone diol, and the finally separated Curcuma zedoariae ketone diol has a high purity.

[0051] Compared with Examples 3 to 4, the eluent of the normal phase liquid chromatography column in Example 1 is petroleum ether and ethyl acetate, the eluent of the normal phase liquid chromatography column in Example 3 is n-hexane and ethyl acetate, and the eluent of the normal phase liquid chromatography column in Example 4 is petroleum ether and dichloromethane. The purity of the Curcuma zedoariae ketone diol obtained in Example 3 is higher than that in Example 1 and Example 4, indicating that when the eluent of the normal phase liquid chromatography column is n-hexane and ethyl acetate, the purity of the separated Curcuma zedoariae ketone diol can be further improved.

[0052] The purity of the Curcuma oxadiol obtained in Example 3 is higher than that in Example 7 and Example 8, indicating that the eluent of the normal phase liquid chromatography column is n-hexane and ethyl acetate, and the volume ratio of n-hexane to ethyl acetate is 65:35, which can further improve the purity of the separated Curcuma oxadiol.

[0053] The above are only preferred embodiments of the present invention and are not intended to limit the present invention. Any modifications, equivalent substitutions, improvements, etc. made within the spirit and principles of the present invention should be included in the protection scope of the present invention.

Claims

1. A separation process for high-purity Curcuma zedoariae ketone diol, characterized in that: The following steps are involved: S1, passing the extract of Curcuma zedoariae oxadiol through a normal phase liquid chromatography column for chromatography, eluting, collecting the eluate for rotary evaporation, and obtaining a crude product; S2. After dissolving the crude product, the product is passed through a reverse phase liquid chromatography column for chromatography, eluted, and the eluate is collected for rotary evaporation and drying to obtain Curcuma zedoariae oxadiol.

2. A separation process for high-purity Curcuma zedoariae ketone diol according to claim 1, characterized in that: The chromatographic filler of the normal phase liquid chromatography column in S1 is bonded silica gel containing polar functional groups.

3. A separation process for high-purity Curcuma zedoariae ketone diol according to claim 1, characterized in that: The chromatographic filler of the reverse phase liquid chromatography column in S2 is organic hydrocarbon bonded silica gel.

4. The separation process of high-purity Curcuma zedoariae ketone diol according to claim 1, characterized in that: The eluent used in the elution in S1 includes a first eluent and a second eluent; The first eluent includes one or two of n-hexane and petroleum ether; The second eluent includes one or more of dichloromethane, chloroform, ethyl acetate, tetrahydrofuran, dioxane, and methyl tert-butyl ether.

5. A separation process for high-purity Curcuma zedoariae ketone diol according to claim 4, characterized in that: The eluents used for elution in S1 are the first eluent and the second eluent in a volume ratio of 90:10 to 20:

80.

6. The separation process of high-purity Curcuma zedoariae ketone diol according to claim 1, characterized in that: The flow rate during elution in S1 is 4 to 32 times column volume / hour.

7. The separation process of high-purity Curcuma zedoariae ketone diol according to claim 1, characterized in that: The flow rate during elution in S2 is 4 to 32 times column volume / hour.

8. The separation process of high-purity Curcuma zedoariae ketone diol according to claim 1, characterized in that: The eluent used in the elution in S2 includes a first eluent and a second eluent in a volume ratio of 90:10 to 15:85; The first eluent includes one or more of methanol, acetonitrile, acetone, tetrahydrofuran, ethanol, isopropanol, and dioxane; The second eluent includes water or an aqueous solution containing a modifier; the modifier includes one or more of formic acid, acetic acid, trifluoroacetic acid, trichloroacetic acid, phosphoric acid, ammonium bicarbonate, ammonium acetate, and ammonium formate.

9. The separation process of high-purity Curcuma zedoariae ketone diol according to claim 1, characterized in that: The zedoary oxadiol extract in S1 is prepared by the following method: after mixing the ginger plant with the extractant, extracting, collecting the extract, performing rotary evaporation, and dissolving to obtain the zedoary oxadiol extract.

10. The separation process of high-purity Curcuma zedoariae ketone diol according to claim 9, characterized in that: The extractant includes one or more of dichloromethane, chloroform, ethyl acetate, propyl acetate, methanol, ethanol, n-propanol, and isopropanol.

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