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Extraction and separation method of red pinecone essential oil and red pine diterpenoic acid A

A separation method and technology of diterpene acids, which are applied in the separation/purification of carboxylic acid compounds, essential oils/fragrances, fat production, etc., can solve the problems of cumbersome steps, high energy consumption, and loss of essential oils, so as to reduce production costs, Avoid the effects of the purification process

Active Publication Date: 2018-07-20
吉林派诺生物技术股份有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The steam distillation method inevitably has disadvantages, that is, the water and high temperature in the distillation process will destroy the relatively fragile functional components in the raw materials, such as Korean pine diterpene acid A, and the energy consumption is large, the time is long, and the extracted essential oil is obtained low rate;
[0007] In the process of extracting plant essential oils by organic solvent extraction, the crude product obtained is an extract, which still needs further steam distillation or purification to obtain essential oils, and there are solvent residues in the essential oils and residues after extraction, which requires vacuum high temperature > 60°C precipitation , causing damage to active ingredients and loss of essential oils
[0008] The traditional extraction method of Korean pine diterpene acid A is mostly alcohol extraction, and then further complicated purification steps are required to remove the weak polar components in the extract, and the steps are cumbersome

Method used

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  • Extraction and separation method of red pinecone essential oil and red pine diterpenoic acid A

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Pulverize the Korean pine tower flakes into particles of 150-840 μm, put them into a subcritical extraction tank, turn on stirring, inject 50L of methanol with a concentration of 80% in a vacuum, pressurize and inject 1000L of butane, maintain a pressure of 0.1MPa, and a temperature of 20 ℃ of extraction for 1 hour, recover butane and methanol under reduced pressure to obtain a mixed extract, and discard the solid phase; put the mixed extract into a subcritical extraction tank, turn on stirring, pressurize and inject 800 L of butane, maintain a pressure of 0.1 MPa, and a temperature of 0.1 MPa. Extraction was carried out at 20° C. for 1 hour, butane was recovered under reduced pressure, and the mixed extract and solid phase were obtained again. The above-mentioned obtained mixed extract is frozen for a period of time at -30°C, and the supernatant is obtained by centrifugation to obtain the high-purity Korean pine tower essential oil; the above-mentioned obtained solid ph...

Embodiment 2

[0024] Pulverize the Korean pine tower flakes into particles of 180-600 μm, put them in a subcritical extraction tank, turn on stirring, inject 500L of absolute ethanol in a vacuum, inject 1000L of propane under pressure, maintain a pressure of 2MPa, and extract at a temperature of 40°C for 2 hours. The propane and ethanol were recovered under reduced pressure to obtain a mixed extract, and the solid phase was discarded; the mixed extract was placed in a subcritical extraction tank, stirring was started, and 800 L of propane was injected under pressure, maintaining a pressure of 2 MPa, and the temperature was 40 ° C for extraction for 2 hours, and the reduction of The propane was recovered under pressure, and the mixed extract and solid phase were obtained again. The mixed extracts obtained above were frozen at -20°C for a period of time, and the supernatant was centrifuged to obtain the essential oil of Pinus pagoda; the solid phase obtained above was purified by column chroma...

Embodiment 3

[0026] Pulverize the Korean pine tower flakes into particles of 200-400 μm, put them in a subcritical extraction tank, turn on stirring, inject 500L of anhydrous propanol in a vacuum, pressurize and inject 500L of butane, maintain a pressure of 3MPa, and extract at a temperature of 60°C for 3 After 1 hour, the butane and propanol were recovered under reduced pressure to obtain a mixed extract, and the solid phase was discarded; the mixed extract was put into a subcritical extraction tank, stirring was started, and 800 L of butane was injected under pressure, maintaining a pressure of 3 MPa and a temperature of 60 ° C. Extract for 3 hours, recover butane under reduced pressure, and obtain the mixed extract and solid phase again; freeze the above-obtained mixed extract for a period of time at -10 °C, and centrifuge the supernatant to obtain the essential oil of the Korean pine tower; The solid phase was purified by column chromatography to obtain pure pine diterpene acid A.

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Abstract

The invention relates to an extraction and separation method of red pinecone essential oil and red pine diterpenoic acid A, and belongs to the field of natural product active ingredient extraction. The method comprises the following technical flow processes of (1) raw material pretreatment; (2) undercritical low-temperature fluid entrainer extraction; (3) undercritical low-temperature fluid extraction; (4) separation purification. The red pinecone essential oil and red pine diterpenoic acid A are finally obtained. Compared with a conventional extraction method, the method has the advantages that an undercritical low-temperature fluid extraction technology is used; the damage caused by high temperature on target ingredients of the red pine diterpenoic acid A is avoided; the goal of simultaneously extracting the red pinecone essential oil and red pine diterpenoic acid A is achieved. The conventional purification steps for extracting the red pine diterpenoic acid acid A and the red pinecone essential oil are simplified; the production cost is reduced; the industrial production is facilitated.

Description

technical field [0001] The invention belongs to the field of natural product active ingredient extraction, and in particular relates to a method for extracting and separating pine cone essential oil and pine diterpene acid A. Background technique [0002] Korean pine tower essential oil is not a single component, but a highly volatile natural chemical substance, which mainly contains four types of compounds: terpenes, aromatic compounds, aliphatic compounds and nitrogen-containing sulfur compounds. The representative components are pinene (44.3%-45.4%, mass percentage, the same below), which has the effect of stimulating cerebral nerves to improve concentration and exercise capacity; dipentene (20.0%-21.0%), which has a significant effect on cell regeneration and growth ; Limonene (0.47%~0.52%), form a skin protective film, maintain luster and moisturizing time; Bornyl acetate (0.51%~0.57%), the main component of daily chemical essence. Pine tower essential oil has many fun...

Claims

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Application Information

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IPC IPC(8): C07C62/38C07C51/48C07C51/47C11B9/02
CPCC07C51/47C07C51/48C11B9/022C11B9/025C07C62/38
Inventor 王小锋王磊赵尔哲鞠春艳
Owner 吉林派诺生物技术股份有限公司
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