阅读说明：本技术 一种反式璎柏酸的制备方法 (Preparation method of trans-jade-like gem cypress acid ) 是由 倪林 张耀 谭泽斌 颜武华 徐会有 于 2021-09-28 设计创作，主要内容包括：本发明公开了一种反式璎柏酸的制备方法,包括以下步骤：步骤一,粉碎和混合；步骤二,乙酸乙酯加热回流提取；步骤三,二次提取；步骤四,减压浓缩；步骤五,洗脱处理；步骤六,浓缩重结晶；其中在上述步骤一中,取柏科植物体,经干燥粉碎后进行筛选,随后将筛选得到的柏科植物体粉料与等量碳酸钙粉末均匀混合得到混合粉末,备用；其中在上述步骤二中,随后称取适当的步骤一中混合得到的混合粉末,并且加入一定量的乙酸乙酯得到混合料,随后将得到的混合料进行加热煮沸2小时,过滤得一次提取液,本发明,可有效避免色素干扰,分离过程仅需1次柱色谱操作,所得反式璎柏酸产量大,纯度高,可进行大规模生产。(The invention discloses a preparation method of trans-jade-like gem hinokic acid, which comprises the following steps: step one, crushing and mixing; heating, refluxing and extracting ethyl acetate; step three, secondary extraction; step four, concentrating under reduced pressure; step five, elution treatment; step six, concentrating and recrystallizing; in the first step, cypress plant bodies are taken, dried and crushed, then screened, and then screened cypress plant body powder is uniformly mixed with equal amount of calcium carbonate powder to obtain mixed powder for later use; and in the second step, weighing appropriate mixed powder obtained by mixing in the first step, adding a certain amount of ethyl acetate to obtain a mixture, heating and boiling the obtained mixture for 2 hours, and filtering to obtain a primary extracting solution.)

1. A method for preparing trans-jade-like gem hinokic acid comprises the following steps: step one, crushing and mixing; heating, refluxing and extracting ethyl acetate; step three, secondary extraction; step four, concentrating under reduced pressure; step five, elution treatment; step six, concentrating and recrystallizing; the method is characterized in that:

in the first step, cypress plant bodies are taken, dried and crushed, then screened, and then screened cypress plant body powder is uniformly mixed with equal amount of calcium carbonate powder to obtain mixed powder for later use;

in the second step, weighing appropriate mixed powder obtained by mixing in the first step, adding a certain amount of ethyl acetate to obtain a mixture, heating and boiling the mixture for 2 hours, and filtering to obtain a primary extracting solution;

in the third step, adding the filter residue obtained by filtering in the second step into the same amount of ethyl acetate in the second step, heating and boiling for 2 hours again, filtering to obtain a secondary extracting solution, and mixing the obtained secondary extracting solution with the primary extracting solution obtained in the second step to obtain a combined extracting solution;

wherein in the fourth step, the combined extract obtained in the third step is subjected to reduced pressure concentration to obtain an extract;

wherein in the fifth step, PRP macroporous adsorbent resin column chromatography elution: the elution solvent adopts an ethanol-water system; eluting with 60-65% ethanol, removing impurities, and eluting for 3-5 column volumes; then eluting with 75% -85% ethanol, eluting for 5-6 column volumes, collecting eluate, and concentrating under reduced pressure to obtain high-concentration trans-jade-like gem cypress acid extract;

in the sixth step, firstly, the high-concentration trans-jade-like gem hinokic acid extract obtained in the fifth step is taken, mixed solution of ethyl acetate and acetone is added, and the mixture is heated until the extract is completely dissolved to form supersaturated solution; naturally cooling to room temperature, precipitating white solid crystal, filtering, and drying to obtain high-purity trans-jade-like gem-hinokic acid.

2. The method for preparing trans jade-like gem cypress acid according to claim 1, wherein: in the first step, the mesh number of the selected screen is 20 meshes.

3. The method for preparing trans jade-like gem cypress acid according to claim 1, wherein: in the first step, cypress plant bodies, particularly roots, branches, leaves, fruits and mixtures thereof of juniper j.

4. The method for preparing trans jade-like gem cypress acid according to claim 1, wherein: in the second step, the mass ratio of the mixed powder to the ethyl acetate is 1: 5.

5. The method for preparing trans jade-like gem cypress acid according to claim 1, wherein: in the second step, the precision of the adopted weighing equipment is 0.1 ml.

6. The method for preparing trans jade-like gem cypress acid according to claim 1, wherein: in the sixth step, the crystallization solvent is a mixed solution of ethyl acetate and acetone, and the volume ratio range is 0.5-0.75.

Technical Field

The invention relates to the technical field of trans-jade-like gem hinokic acid preparation, in particular to a preparation method of trans-jade-like gem hinokic acid.

Background

Trans jade-like gem hinokic acid, English name trans-communic acid, white solid crystal with molecular formula C₂₀H₃₀O₂The molecular weight is 302, and the diterpenoid compound is obtained. At present, trans-jade-like gem cyprinic acid is added into high-end cosmetics in the form of a monomer or an extract, and the market reaction is good; the literature also reports that the compound has various good efficacies of resisting cancers, bacteria, inflammation and the like. The components are widely distributed in cypress plants, such as Cupressus Sempervirens fruit, Juniperus communis (Juniperus communis) and the like, in the prior art, the extraction rate of trans-jade-like gem cypress acid is low, the separation method is complicated, a monomer compound is finally obtained by multiple column chromatography, gel chromatography, high performance liquid chromatography and the like, and the cost and the efficiency are high and low when the components are applied to production. Therefore, finding a plant rich in trans-jade-like gem hinokic acid and rich in plant resources, and optimizing a new method for preparing high-purity trans-jade-like gem hinokic acid in the extract becomes a key problem to be solved at present.

Scholars at home and abroad have made a lot of research works on the preparation and research of trans-jade-like gem cypress acid. Trans-jade-like gem hinokic acid is firstly separated from the extract of the branches and leaves of Fujian cypress by Zhaoqishi and the like, the yield is 0.76 percent by adopting a 95 percent ethanol cold soaking method, ethyl acetate extraction, silica gel column chromatography elution and recrystallization method, and the leaves of the family plants have a large amount of pigment interference in the extraction process. Due to the adoption of a cold soaking method such as Zhao hardship and the like, the pigment interference can be effectively reduced at the initial stage of extraction, but the extraction yield is low, multiple times of extraction (more than or equal to 3 times) are required, the production process time is long, and the solvent consumption is large; foreign scholars adopt a solvent method for rapid extraction in the early stage and need a plurality of times of column chromatography for separation in the later stage so as to improve the purity of the trans-jade-like gem hinokic acid product, but the process is complex, the cost is high and the large-scale production difficulty is large, so that the design of a preparation method of the trans-jade-like gem hinokic acid is necessary.

Disclosure of Invention

The invention aims to provide a preparation method of trans-jade-like gem cypress acid, which solves the problems in the background technology.

In order to achieve the purpose, the invention provides the following technical scheme: a method for preparing trans-jade-like gem hinokic acid comprises the following steps: step one, crushing and mixing; heating, refluxing and extracting ethyl acetate; step three, secondary extraction; step four, concentrating under reduced pressure; step five, elution treatment; step six, concentrating and recrystallizing;

in the first step, cypress plant bodies are taken, dried and crushed, then screened, and then screened cypress plant body powder is uniformly mixed with equal amount of calcium carbonate powder to obtain mixed powder for later use;

in the second step, weighing appropriate mixed powder obtained by mixing in the first step, adding a certain amount of ethyl acetate to obtain a mixture, heating and boiling the mixture for 2 hours, and filtering to obtain a primary extracting solution;

in the third step, adding the filter residue obtained by filtering in the second step into the same amount of ethyl acetate in the second step, heating and boiling for 2 hours again, filtering to obtain a secondary extracting solution, and mixing the obtained secondary extracting solution with the primary extracting solution obtained in the second step to obtain a combined extracting solution;

wherein in the fourth step, the combined extract obtained in the third step is subjected to reduced pressure concentration to obtain an extract;

wherein in the fifth step, PRP macroporous adsorbent resin column chromatography elution: the elution solvent adopts an ethanol-water system; eluting with 60-65% ethanol, removing impurities, and eluting for 3-5 column volumes; then eluting with 75% -85% ethanol, eluting for 5-6 column volumes, collecting eluate, and concentrating under reduced pressure to obtain high-concentration trans-jade-like gem cypress acid extract;

in the sixth step, firstly, the high-concentration trans-jade-like gem hinokic acid extract obtained in the fifth step is taken, mixed solution of ethyl acetate and acetone is added, and the mixture is heated until the extract is completely dissolved to form supersaturated solution; naturally cooling to room temperature, precipitating white solid crystal, filtering, and drying to obtain high-purity trans-jade-like gem-hinokic acid.

Preferably, in the first step, the mesh number of the selected screen is 20 meshes.

Preferably, in said first step, cypress plant bodies, in particular roots, branches, leaves, fruits and mixtures thereof of juniper j.

Preferably, in the second step, the mass ratio of the mixed powder to the ethyl acetate is 1: 5.

Preferably, in the second step, the precision of the weighing device used is 0.1 ml.

Preferably, in the sixth step, the crystallization solvent is a mixed solution of ethyl acetate and acetone, and the volume ratio range is 0.5-0.75.

Compared with the prior art, the invention has the beneficial effects that: the preparation method of trans-jade-like gem-type hinokic acid does not need multiple column chromatography, gel chromatography and liquid chromatography separation, has the advantages of simpler extraction method, low cost, high efficiency, product yield of 0.18-0.27% and 20% -80% higher than the original highest yield of 0.15%, can effectively avoid pigment interference, only needs 1 column chromatography operation in the separation process, and can obtain trans-jade-like gem-type hinokic acid with high yield and high purity, and can be used for large-scale production.

Drawings

FIG. 1 is a flow chart of a method of the present invention;

FIG. 2 is a chemical structural diagram of trans-jade-like gem hinokic acid.

Detailed Description

The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the drawings in the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.

Referring to fig. 1-2, an embodiment of the present invention is shown:

example 1:

a method for preparing trans-jade-like gem hinokic acid comprises the following steps: step one, crushing and mixing; heating, refluxing and extracting ethyl acetate; step three, secondary extraction; step four, concentrating under reduced pressure; step five, elution treatment; step six, concentrating and recrystallizing;

in the first step, cypress plant bodies are taken, dried, crushed and screened, the mesh number of the selected screen is 20 meshes, and then the screened cypress plant body powder is uniformly mixed with equal amount of calcium carbonate powder to obtain mixed powder for later use, wherein the cypress plant bodies are Fujian cypress leaves;

in the second step, 1000g of mixed powder obtained by mixing in the first step is weighed, 10000ml of ethyl acetate is added to obtain a mixture, the mixture is heated and boiled for 2 hours, primary extracting solution is obtained by filtering, and the precision of the adopted weighing equipment is 0.1 ml;

wherein in the third step, 10000ml of ethyl acetate are added into the filter residue obtained by filtering in the second step, the mixture is heated and boiled for 2 hours again, secondary extracting solution is obtained by filtering, and then the obtained secondary extracting solution is mixed with the primary extracting solution obtained in the second step to obtain combined extracting solution;

wherein in the fourth step, the combined extract obtained in the third step is decompressed and concentrated to obtain 52.2g of extract extractum;

in the fifth step, dissolving the extract in the fourth step by using ethyl acetate, mixing the extract with 52g of PRP-512A macroporous adsorption resin, eluting by using PRP-512A macroporous adsorption resin column chromatography, eluting by using 65 percent ethanol solution for 1L to remove impurities, eluting by using 1.5L of 80 percent ethanol solution, collecting eluent, and recovering the solvent under reduced pressure until the solvent is dry to obtain high-concentration trans-jade-like gem-phellodendron acid extract;

in the sixth step, ethyl acetate-acetone 2:3 is mixed and heated to form supersaturated solution, the supersaturated solution is placed at room temperature for natural cooling, white needle-shaped crystals are separated out, and the white needle-shaped crystals are filtered and dried to obtain 1.92g of trans-jade-like gem-hinokic acid.

Example 2:

a method for preparing trans-jade-like gem hinokic acid comprises the following steps: step one, crushing and mixing; heating, refluxing and extracting ethyl acetate; step three, secondary extraction; step four, concentrating under reduced pressure; step five, elution treatment; step six, concentrating and recrystallizing;

in the first step, cypress plant bodies are taken, dried, crushed and screened, the mesh number of the selected screen is 20 meshes, and then the screened cypress plant body powder is uniformly mixed with equal amount of calcium carbonate powder to obtain mixed powder for later use, wherein the cypress plant bodies are leaves of Juniperus communis;

in the second step, 1000g of mixed powder obtained by mixing in the first step is weighed, 10000ml of ethyl acetate is added to obtain a mixture, the mixture is heated and boiled for 2 hours, primary extracting solution is obtained by filtering, and the precision of the adopted weighing equipment is 0.1 ml;

wherein in the third step, 10000ml of ethyl acetate are added into the filter residue obtained by filtering in the second step, the mixture is heated and boiled for 2 hours again, secondary extracting solution is obtained by filtering, and then the obtained secondary extracting solution is mixed with the primary extracting solution obtained in the second step to obtain combined extracting solution;

wherein in the fourth step, the combined extract obtained in the third step is decompressed and concentrated to obtain 52.2g of extract extractum;

in the fifth step, dissolving the extract in the fourth step by using ethyl acetate, mixing the extract with 52g of PRP-512A macroporous adsorption resin, eluting by using PRP-512A macroporous adsorption resin column chromatography, eluting by using 65 percent ethanol solution for 1L to remove impurities, eluting by using 1.5L of 80 percent ethanol solution, collecting eluent, and recovering the solvent under reduced pressure until the solvent is dry to obtain high-concentration trans-jade-like gem-phellodendron acid extract;

in the sixth step, ethyl acetate-acetone 2:3 is mixed and heated to form supersaturated solution, the supersaturated solution is placed at room temperature for natural cooling, white needle-shaped crystals are separated out, and the white needle-shaped crystals are filtered and dried to obtain 2.32g of trans-jade-like gem-hinokic acid.

Example 3:

a method for preparing trans-jade-like gem hinokic acid comprises the following steps: step one, crushing and mixing; heating, refluxing and extracting ethyl acetate; step three, secondary extraction; step four, concentrating under reduced pressure; step five, elution treatment; step six, concentrating and recrystallizing;

in the first step, cypress plant bodies are taken, dried, crushed and screened, the mesh number of the selected screen is 20 meshes, and then the screened cypress plant body powder is uniformly mixed with equal amount of calcium carbonate powder to obtain mixed powder for later use, wherein the cypress plant bodies are roots of juniper europaea;

in the second step, 1000g of mixed powder obtained by mixing in the first step is weighed, 10000ml of ethyl acetate is added to obtain a mixture, the mixture is heated and boiled for 2 hours, primary extracting solution is obtained by filtering, and the precision of the adopted weighing equipment is 0.1 ml;

wherein in the third step, 10000ml of ethyl acetate are added into the filter residue obtained by filtering in the second step, the mixture is heated and boiled for 2 hours again, secondary extracting solution is obtained by filtering, and then the obtained secondary extracting solution is mixed with the primary extracting solution obtained in the second step to obtain combined extracting solution;

wherein in the fourth step, the combined extract obtained in the third step is decompressed and concentrated to obtain 52.2g of extract extractum;

in the fifth step, dissolving the extract in the fourth step by using ethyl acetate, mixing the extract with 52g of PRP-512A macroporous adsorption resin, eluting by using PRP-512A macroporous adsorption resin column chromatography, eluting by using 65 percent ethanol solution for 1L to remove impurities, eluting by using 1.5L of 80 percent ethanol solution, collecting eluent, and recovering the solvent under reduced pressure until the solvent is dry to obtain high-concentration trans-jade-like gem-phellodendron acid extract;

in the sixth step, ethyl acetate-acetone 2:3 is mixed and heated to form supersaturated solution, the supersaturated solution is placed at room temperature for natural cooling, white needle-shaped crystals are separated out, and the white needle-shaped crystals are filtered and dried to obtain 2.71g of trans-jade-like gem-hinokic acid.

Example 4:

a method for preparing trans-jade-like gem hinokic acid comprises the following steps: step one, crushing and mixing; heating, refluxing and extracting ethyl acetate; step three, secondary extraction; step four, concentrating under reduced pressure; step five, elution treatment; step six, concentrating and recrystallizing;

in the first step, cypress plant bodies are taken, dried, crushed and screened, the mesh number of the selected screen is 20 meshes, and then the screened cypress plant body powder is uniformly mixed with equal amount of calcium carbonate powder to obtain mixed powder for later use, wherein the cypress plant bodies are Fujian cypress branches and leaves;

in the second step, 1000g of mixed powder obtained by mixing in the first step is weighed, 10000ml of ethyl acetate is added to obtain a mixture, the mixture is heated and boiled for 2 hours, primary extracting solution is obtained by filtering, and the precision of the adopted weighing equipment is 0.1 ml;

wherein in the third step, 10000ml of ethyl acetate are added into the filter residue obtained by filtering in the second step, the mixture is heated and boiled for 2 hours again, secondary extracting solution is obtained by filtering, and then the obtained secondary extracting solution is mixed with the primary extracting solution obtained in the second step to obtain combined extracting solution;

wherein in the fourth step, the combined extract obtained in the third step is decompressed and concentrated to obtain 52.2g of extract extractum;

in the fifth step, dissolving the extract in the fourth step by using ethyl acetate, mixing the extract with 52g of PRP-512A macroporous adsorption resin, eluting by using PRP-512A macroporous adsorption resin column chromatography, eluting by using 65 percent ethanol solution for 1L to remove impurities, eluting by using 1.5L of 80 percent ethanol solution, collecting eluent, and recovering the solvent under reduced pressure until the solvent is dry to obtain high-concentration trans-jade-like gem-phellodendron acid extract;

in the sixth step, ethyl acetate-acetone 2:3 is mixed and heated to form supersaturated solution, the supersaturated solution is placed at room temperature for natural cooling, white needle-shaped crystals are separated out, and the white needle-shaped crystals are filtered and dried to obtain 2.08g of trans-jade-like gem-hinokic acid.

Example 5:

a method for preparing trans-jade-like gem hinokic acid comprises the following steps: step one, crushing and mixing; heating, refluxing and extracting ethyl acetate; step three, secondary extraction; step four, concentrating under reduced pressure; step five, elution treatment; step six, concentrating and recrystallizing;

in the first step, cypress plant bodies are taken, dried, crushed and screened, the mesh number of the selected screen is 20 meshes, and then the screened cypress plant body powder is uniformly mixed with equal amount of calcium carbonate powder to obtain mixed powder for later use, wherein the cypress plant bodies are leaves and branches of juniper berries;

in the second step, 1000g of mixed powder obtained by mixing in the first step is weighed, 10000ml of ethyl acetate is added to obtain a mixture, the mixture is heated and boiled for 2 hours, primary extracting solution is obtained by filtering, and the precision of the adopted weighing equipment is 0.1 ml;

wherein in the third step, 10000ml of ethyl acetate are added into the filter residue obtained by filtering in the second step, the mixture is heated and boiled for 2 hours again, secondary extracting solution is obtained by filtering, and then the obtained secondary extracting solution is mixed with the primary extracting solution obtained in the second step to obtain combined extracting solution;

wherein in the fourth step, the combined extract obtained in the third step is decompressed and concentrated to obtain 52.2g of extract extractum;

in the fifth step, dissolving the extract in the fourth step by using ethyl acetate, mixing the extract with 52g of PRP-512A macroporous adsorption resin, eluting by using PRP-512A macroporous adsorption resin column chromatography, eluting by using 65 percent ethanol solution for 1L to remove impurities, eluting by using 1.5L of 80 percent ethanol solution, collecting eluent, and recovering the solvent under reduced pressure until the solvent is dry to obtain high-concentration trans-jade-like gem-phellodendron acid extract;

wherein in the sixth step, the ethyl acetate-acetone 2:3 are mixed and heated to form supersaturated solution, the supersaturated solution is placed at room temperature for natural cooling, white needle-shaped crystals are separated out, and the white needle-shaped crystals are filtered and dried to obtain 2.46g of trans-jade-like gem-phellodendronic acid

Example 6:

a method for preparing trans-jade-like gem hinokic acid comprises the following steps: step one, crushing and mixing; heating, refluxing and extracting ethyl acetate; step three, secondary extraction; step four, concentrating under reduced pressure; step five, elution treatment; step six, concentrating and recrystallizing;

in the first step, the cypress plant is taken, dried, crushed and screened, the mesh number of the selected screen is 20 meshes, and then the screened cypress plant powder is uniformly mixed with equal amount of calcium carbonate powder to obtain mixed powder for later use, wherein the cypress plant is Fujian cypress branch;

in the second step, 1000g of mixed powder obtained by mixing in the first step is weighed, 10000ml of ethyl acetate is added to obtain a mixture, the mixture is heated and boiled for 2 hours, primary extracting solution is obtained by filtering, and the precision of the adopted weighing equipment is 0.1 ml;

wherein in the third step, 10000ml of ethyl acetate are added into the filter residue obtained by filtering in the second step, the mixture is heated and boiled for 2 hours again, secondary extracting solution is obtained by filtering, and then the obtained secondary extracting solution is mixed with the primary extracting solution obtained in the second step to obtain combined extracting solution;

wherein in the fourth step, the combined extract obtained in the third step is decompressed and concentrated to obtain 52.2g of extract extractum;

in the fifth step, dissolving the extract in the fourth step by using ethyl acetate, mixing the extract with 52g of PRP-512A macroporous adsorption resin, eluting by using PRP-512A macroporous adsorption resin column chromatography, eluting by using 65 percent ethanol solution for 1L to remove impurities, eluting by using 1.5L of 80 percent ethanol solution, collecting eluent, and recovering the solvent under reduced pressure until the solvent is dry to obtain high-concentration trans-jade-like gem-phellodendron acid extract;

in the sixth step, ethyl acetate-acetone 2:3 is mixed and heated to form supersaturated solution, the supersaturated solution is placed at room temperature for natural cooling, white needle-shaped crystals are separated out, and the white needle-shaped crystals are filtered and dried to obtain 2.16g of trans-jade-like gem-hinokic acid.

Example 7:

a method for preparing trans-jade-like gem hinokic acid comprises the following steps: step one, crushing and mixing; heating, refluxing and extracting ethyl acetate; step three, secondary extraction; step four, concentrating under reduced pressure; step five, elution treatment; step six, concentrating and recrystallizing;

in the first step, cypress plant bodies are taken, dried, crushed and screened, the mesh number of the selected screen is 20 meshes, and then the screened cypress plant body powder is uniformly mixed with equal amount of calcium carbonate powder to obtain mixed powder for later use, wherein the cypress plant bodies are Fujian cypress leaves;

in the second step, 1000g of mixed powder obtained by mixing in the first step is weighed, 10000ml of ethyl acetate is added to obtain a mixture, the mixture is heated and boiled for 2 hours, primary extracting solution is obtained by filtering, and the precision of the adopted weighing equipment is 0.1 ml;

wherein in the third step, 10000ml of ethyl acetate are added into the filter residue obtained by filtering in the second step, the mixture is heated and boiled for 2 hours again, secondary extracting solution is obtained by filtering, and then the obtained secondary extracting solution is mixed with the primary extracting solution obtained in the second step to obtain combined extracting solution;

wherein in the fourth step, the combined extract obtained in the third step is decompressed and concentrated to obtain 54.6g of extract extractum;

in the fifth step, dissolving the extract in the fourth step by using ethyl acetate, mixing the extract with 55g of PRP-512A macroporous adsorption resin, eluting by using PRP-512A macroporous adsorption resin column chromatography, eluting by using 60 percent ethanol solution for 1L to remove impurities, eluting by using 1.5L of 75 percent ethanol solution, collecting eluent, and recovering the solvent under reduced pressure until the solvent is dry to obtain high-concentration trans-jade-like gem-phellodendron acid extract;

in the sixth step, ethyl acetate-acetone 1:2 is mixed and heated to form supersaturated solution, the supersaturated solution is placed at room temperature for natural cooling, white needle-shaped crystals are separated out, and the white needle-shaped crystals are filtered and dried to obtain 1.76g of trans-jade-like gem-hinokic acid.

Example 8:

a method for preparing trans-jade-like gem hinokic acid comprises the following steps: step one, crushing and mixing; heating, refluxing and extracting ethyl acetate; step three, secondary extraction; step four, concentrating under reduced pressure; step five, elution treatment; step six, concentrating and recrystallizing;

in the first step, cypress plant bodies are taken, dried, crushed and screened, the mesh number of the selected screen is 20 meshes, and then the screened cypress plant body powder is uniformly mixed with equal amount of calcium carbonate powder to obtain mixed powder for later use, wherein the cypress plant bodies are leaves of Juniperus communis;

in the second step, 1000g of mixed powder obtained by mixing in the first step is weighed, 10000ml of ethyl acetate is added to obtain a mixture, the mixture is heated and boiled for 2 hours, primary extracting solution is obtained by filtering, and the precision of the adopted weighing equipment is 0.1 ml;

wherein in the third step, 10000ml of ethyl acetate are added into the filter residue obtained by filtering in the second step, the mixture is heated and boiled for 2 hours again, secondary extracting solution is obtained by filtering, and then the obtained secondary extracting solution is mixed with the primary extracting solution obtained in the second step to obtain combined extracting solution;

wherein in the fourth step, the combined extract obtained in the third step is decompressed and concentrated to obtain 54.6g of extract extractum;

in the fifth step, dissolving the extract in the fourth step by using ethyl acetate, mixing the extract with 55g of PRP-512A macroporous adsorption resin, eluting by using PRP-512A macroporous adsorption resin column chromatography, eluting by using 60 percent ethanol solution for 1L to remove impurities, eluting by using 1.5L of 75 percent ethanol solution, collecting eluent, and recovering the solvent under reduced pressure until the solvent is dry to obtain high-concentration trans-jade-like gem-phellodendron acid extract;

in the sixth step, ethyl acetate-acetone is mixed at a ratio of 1:2 and heated to form a supersaturated solution, the supersaturated solution is placed at room temperature and naturally cooled, white needle-shaped crystals are separated out, and the crystals are filtered and dried to obtain 2.01g of trans-jade-like gem-hinokic acid.

Example 9:

a method for preparing trans-jade-like gem hinokic acid comprises the following steps: step one, crushing and mixing; heating, refluxing and extracting ethyl acetate; step three, secondary extraction; step four, concentrating under reduced pressure; step five, elution treatment; step six, concentrating and recrystallizing;

in the first step, cypress plant bodies are taken, dried, crushed and screened, the mesh number of the selected screen is 20 meshes, and then the screened cypress plant body powder is uniformly mixed with equal amount of calcium carbonate powder to obtain mixed powder for later use, wherein the cypress plant bodies are leaves of Juniperus communis;

in the second step, 1000g of mixed powder obtained by mixing in the first step is weighed, 10000ml of ethyl acetate is added to obtain a mixture, the mixture is heated and boiled for 2 hours, primary extracting solution is obtained by filtering, and the precision of the adopted weighing equipment is 0.1 ml;

wherein in the third step, 10000ml of ethyl acetate are added into the filter residue obtained by filtering in the second step, the mixture is heated and boiled for 2 hours again, secondary extracting solution is obtained by filtering, and then the obtained secondary extracting solution is mixed with the primary extracting solution obtained in the second step to obtain combined extracting solution;

wherein in the fourth step, the combined extract obtained in the third step is decompressed and concentrated to obtain 63.1g of extract extractum;

in the fifth step, dissolving the extract in the fourth step by using ethyl acetate, mixing with 63g of PRP-512A macroporous adsorption resin, eluting by using PRP-512A macroporous adsorption resin column chromatography, eluting by using 60 percent ethanol solution for 1L to remove impurities, eluting by using 1.5L of 75 percent ethanol solution, collecting eluent, and recovering the solvent under reduced pressure until the solvent is dry to obtain high-concentration trans-jade-like gem-phellodendron acid extract;

in the sixth step, ethyl acetate-acetone 3:4 is mixed with a heating solvent to form a supersaturated solution, the supersaturated solution is placed at room temperature for natural cooling, white needle-shaped crystals are separated out, and the white needle-shaped crystals are filtered and dried to obtain 2.11g of trans-jade-like gem-hinokic acid.

Example 10:

a method for preparing trans-jade-like gem hinokic acid comprises the following steps: step one, crushing and mixing; heating, refluxing and extracting ethyl acetate; step three, secondary extraction; step four, concentrating under reduced pressure; step five, elution treatment; step six, concentrating and recrystallizing;

in the first step, cypress plant bodies are taken, dried, crushed and screened, the mesh number of the selected screen is 20 meshes, and then the screened cypress plant body powder is uniformly mixed with equal amount of calcium carbonate powder to obtain mixed powder for later use, wherein the cypress plant bodies are roots of juniper europaea;

in the second step, 1000g of mixed powder obtained by mixing in the first step is weighed, 10000ml of ethyl acetate is added to obtain a mixture, the mixture is heated and boiled for 2 hours, primary extracting solution is obtained by filtering, and the precision of the adopted weighing equipment is 0.1 ml;

wherein in the third step, 10000ml of ethyl acetate are added into the filter residue obtained by filtering in the second step, the mixture is heated and boiled for 2 hours again, secondary extracting solution is obtained by filtering, and then the obtained secondary extracting solution is mixed with the primary extracting solution obtained in the second step to obtain combined extracting solution;

wherein in the fourth step, the combined extract obtained in the third step is decompressed and concentrated to obtain 63.1g of extract extractum;

in the fifth step, dissolving the extract in the fourth step by using ethyl acetate, mixing with 63g of PRP-512A macroporous adsorption resin, eluting by using PRP-512A macroporous adsorption resin column chromatography, eluting by using 60 percent ethanol solution for 1L to remove impurities, eluting by using 1.5L of 75 percent ethanol solution, collecting eluent, and recovering the solvent under reduced pressure until the solvent is dry to obtain high-concentration trans-jade-like gem-phellodendron acid extract;

in the sixth step, ethyl acetate-acetone 3:4 is mixed with a heating solvent to form a supersaturated solution, the supersaturated solution is placed at room temperature for natural cooling, white needle-shaped crystals are separated out, and the white needle-shaped crystals are filtered and dried to obtain 2.52g of trans-jade-like gem-hinokic acid.

The yield and purity of trans jade-like gem cypress acid obtained in the above example were calculated, respectively, and the results are shown in the following table:

the spectroscopic characteristics of trans jade-like gem cyproic acid obtained in the above example 1 were: ESI-MSm/z：303[M+H]⁺；¹H-NMR (400 MHz, CDCl₃):δ6.33(1H,dd, J =17.2,10.4Hz, H-14), 5.41 (1H,t, J = 6.8Hz, H-12), 5.04(1H,d,J =17.2Hz,H-15a),4.88(1H, d,J=10.8Hz，H-15b)，4.84(1H，s，H-17a)，4.46(1H，s，H-17b)，1.75(3H,s,H-16)，1.25(3H,s,H-18),0.65(3H,s,H-20)；

¹³C-NMR(100MHz,CDCl₃):δ183.8(C-19),148.0(C-8),141.7(C-14), 134.1 (C-12), 133.6 (C-13),110.1(C-15), 107.8 (C-17), 56.5(C-9), 56.4(C-5),44.3(C-4),40.5(C-10),39.4(C-1),38.6(C-7),38.0(C-3),29.2(C-18), 26.0 (C-6), 23.4(C-11), 20.0(C-2), 13.0(C-20),12.0(C-16)。

Based on the above, the method has the advantages that the plant bodies are crushed, the same amount of calcium carbonate powder is mixed, ethyl acetate is heated and refluxed for extraction, PRP macroporous adsorption resin is eluted, recrystallization is carried out, filtration and drying are carried out, white solid crystals, namely trans-jade-like gem cypress acid, can be effectively prevented from pigment interference, only 1 time of column chromatography operation is needed in the separation process, the obtained trans-jade-like gem cypress acid is high in yield and purity, and large-scale production can be carried out.

It will be evident to those skilled in the art that the invention is not limited to the details of the foregoing illustrative embodiments, and that the present invention may be embodied in other specific forms without departing from the spirit or essential attributes thereof. The present embodiments are therefore to be considered in all respects as illustrative and not restrictive, the scope of the invention being indicated by the appended claims rather than by the foregoing description, and all changes which come within the meaning and range of equivalency of the claims are therefore intended to be embraced therein. Any reference sign in a claim should not be construed as limiting the claim concerned.