CN102993159B - Method for separating oxacyclopentadecane-2-ketone from bamboo fungus - Google Patents
Method for separating oxacyclopentadecane-2-ketone from bamboo fungus Download PDFInfo
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- CN102993159B CN102993159B CN201210571504.XA CN201210571504A CN102993159B CN 102993159 B CN102993159 B CN 102993159B CN 201210571504 A CN201210571504 A CN 201210571504A CN 102993159 B CN102993159 B CN 102993159B
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Abstract
The invention relates to a method for separating oxacyclopentadecane-2-ketone from bamboo fungus. The method comprises the following steps of: pre-treating the bamboo fungus, extracting the pre-treated bamboo fungus, drying and concentrating the extract liquor, chromatography-separating, identifying and the like. The method has the positive effect of promoting new product development of food essences and facilitating enriching special flavors of the food.
Description
[technical field]
The invention belongs to spices processing technique field.More specifically, the present invention relates to a kind of from dictyophora phalloidea the method for separated oxygen heterocycle pentadecane-2-ketone.
[background technology]
Dictyophora phalloidea (Dictyophora duplicata), belongs to Mycophyta, Basidiomycotina, Gasteromycete, Phallales, Bi Gui section, dictyophora phalloidea and belongs to fungi.Dictyophora phalloidea is a kind of food and medicament dual-purpose fungi of preciousness, because obtaining in wild environment, and output is few, need special preservation, again because it contains the nutritive substances such as rich in protein, being known as by international community is " very good protein source " food, has the good reputation such as " modern health food ", " peak of mankind's vegetable food ".China dictyophora phalloidea edible with a long history, while be also the country that realizes at first cultivation, more famous dish is exactly " dictyophora phalloidea goose ".At present to the research of dictyophora phalloidea mainly concentrate on that cultivation is extracted with drug effect, polysaccharide with processing, biological characteristics, nutritive ingredient, the analysis of chemical composition with separate, the aspect such as biological activity.About the fragrant composition of volatility of dictyophora phalloidea, Huang Mingquan etc. (document: distillation extraction-Gc-ms dictyophora phalloidea volatile component simultaneously) have reported and have adopted steam distillation in conjunction with gas chromatography mass spectrometry, the volatile component of dictyophora phalloidea dry product to be analyzed and researched, identified 21 compositions.Tan Dongfei etc. (document: the chemical constitution study of Dictyophora echino-volvata Zane ethyl acetate extract), adopting the volatile component using the same method to Dictyophora echino-volvata Zane sporophore, volva and cap is studied, identify respectively 36 kinds, 48 kinds and 50 kinds of compositions, but the most representative aroma component is not unanimously determined.
The application intends adopting present separating and extracting method and extracts the fragrant composition of volatility in separation dictyophora phalloidea, and detects qualification by modern instrumental analysis means, determines dictyophora phalloidea characteristic perfume material.
[summary of the invention]
[technical problem that will solve]
The object of this invention is to provide the method for one separated oxygen heterocycle pentadecane-2-ketone (oxacyclopentadecan-2-one) from dictyophora phalloidea.
[technical scheme]
The present invention is achieved through the following technical solutions.
The present invention relates to a kind of from dictyophora phalloidea the method for separated oxygen heterocycle pentadecane-2-ketone.
The step of this separation method is as follows:
A, pre-treatment
Dictyophora phalloidea is dried to water-content for to be dried dictyophora phalloidea gross weight 5 ~ 10%, is then ground into 40 ~ 60 orders, obtain a kind of dry dictyophora phalloidea powder.
Preferably, described dictyophora phalloidea is dried at 95 ~ 105 DEG C of temperature.The equipment using when dry is normally used drying plant in spices processing technique field, for example electric thermal desiccator or infrared drying oven.
Can use in spices processing technique field normally used disintegrating apparatus will be dried dictyophora phalloidea and be ground into powder, then use normally used screening plant in spices processing technique field to sieve, obtain the dictyophora phalloidea powder of required granularity.
B, extraction
The dry dictyophora phalloidea powder that steps A is obtained is added in first round-bottomed flask, then adds water, and described dry dictyophora phalloidea powder and the weight ratio of water are 1 ~ 3:40 ~ 60;
, organic solvent is added in second round-bottomed flask, described organic solvent is a kind of organic solvent that is selected from ethanol, propyl alcohol, butanols, octanol, acetone or ethyl acetate meanwhile.
Preferably, described organic solvent is a kind of organic solvent that is selected from ethanol, propyl alcohol, acetone or ethyl acetate.
More preferably, described organic solvent is a kind of organic solvent that is selected from ethanol, propyl alcohol or ethyl acetate.
The volume ratio of described organic solvent and described water is 1 ~ 4:5 ~ 12.
Preferably, the volume ratio of described organic solvent and described water is 2 ~ 3:6 ~ 10.
Then, above-mentioned two round-bottomed flasks are connected with distilling and extracting device simultaneously, first round-bottomed flask are inserted in oil bath and heated, and its temperature is controlled to 130 ~ 140 DEG C; Second round-bottomed flask inserted in water-bath and heated, and its temperature is controlled to 30 ~ 50 DEG C, under this condition, distillation extraction 10 ~ 16 hours, obtains a kind of extraction liquid.
This method that the present invention adopts is referred to as distillation extraction simultaneously, this method is that the slip of sample is placed in to a round-bottomed flask, be connected in instrument right side, with another flask splendid attire solvent, be connected in instrument left side, two bottles of water vapour while heating respectively and solvent vapour are condensed simultaneously in instrument, water and solvent are not miscible, in instrument U-shaped pipe, separated, flow to respectively in the flask of both sides, result distillation and extraction are carried out simultaneously, only need a small amount of solvent just can extract a large amount of samples, and aroma component is concentrated.Simultaneously distillation extraction is as a kind of pretreatment technology, and same solid-phase microextraction, headspace sampling etc. are compared, and has good repeatability and higher extraction quantity, and easy and simple to handle, qualitative, quantitative is effective, is a kind of effective pre-treating process.When the present invention uses, distillation extraction instrument is the instrument of selling in the market, for example, be the equipment that Great Wall, Tianzhang City glassware manufactory produces.
Preferably, described time, distillation extraction carries out 12 ~ 14 hours.
C, extraction liquid are dried with concentrated
In the extraction liquid of collecting toward step B, add anhydrous sodium sulphate to be dried, be then placed at temperature-10 DEG C and leave standstill 8 ~ 12 hours; Then its extraction liquid is carried out to reduction vaporization under the condition of 38 ~ 42 DEG C of temperature and pressure 0.5 ~ 0.9MPa, then be rotated concentrated a kind of concentrated extract that obtains.
Described rotation is concentrated is to use concentrated that rotary concentrator carries out under the condition of speed of rotation 1500 ~ 2000rpm.The rotary concentrator using is the equipment of selling in the market, the rotary concentrator that for example plant and instrument company limited in Taikan, Changsha sells.
D, chromatographic separation and qualification
The concentrated extract that step C is obtained injects in the silica gel chromatographic column of long 250mm and internal diameter 0.1mm, then use sherwood oil to wash with the mixed solvent that ether mixes according to volume ratio 8 ~ 12:1, collect its cut, dry, adopt GC-MS to detect, described cut is oxa-cyclopentadecane-2-ketone aroma substance.
Described cut is through comparing and can determine that it is oxa-cyclopentadecane-2-ketone with reference material.
In this step, GC-MS testing conditions is as follows: Agilent 6890 capillary column DB-Wax, 30m × 0.32mm × 0.25mm, 40 DEG C of initial temperatures, keep 5 minutes, then according to 3 DEG C/min of temperature programmings to 250 DEG C, at this temperature, keep 3 minutes, finish; Carrier gas is helium, flow velocity 1.0mL/ minute.
[beneficial effect]
The invention has the beneficial effects as follows the characteristic aroma substance that is tested and appraised out bamboo shoots, provide technical support to the aspect of food blending from now on, to enriching food aroma characteristic, there is promoter action simultaneously, be conducive to promote foods prods structural adjustment.
[embodiment]
Can understand better the present invention by following embodiment.
Embodiment 1: separated oxygen heterocycle pentadecane-2-ketone from dictyophora phalloidea
The implementation step of this embodiment is as follows:
A, pre-treatment
Dictyophora phalloidea is dried to water-content for to be dried dictyophora phalloidea gross weight 65108%, is then ground into 50406050 orders, obtain a kind of dry dictyophora phalloidea powder;
B, extraction
The dry dictyophora phalloidea powder that steps A is obtained is added in first round-bottomed flask, then adds water, and described dry dictyophora phalloidea powder and the weight ratio of water are 2:50;
, organic solvent is added in second round-bottomed flask, described organic solvent is ethanol organic solvent meanwhile;
The volume ratio of described organic solvent and described water is 2:10;
Then, above-mentioned two round-bottomed flasks are connected with distilling and extracting device simultaneously, first round-bottomed flask are inserted in oil bath and heated, and its temperature is controlled to 138 DEG C; Second round-bottomed flask inserted in water-bath and heated, and its temperature is controlled to 42 DEG C, under this condition, distillation extraction 14 hours, obtains a kind of extraction liquid;
C, extraction liquid are dried with concentrated
In the extraction liquid of collecting toward step B, add anhydrous sodium sulphate to be dried, be then placed at temperature-10 DEG C and leave standstill 10 hours; Then its extraction liquid is carried out to reduction vaporization under the condition of 40 DEG C of temperature and pressure 0.8MPa, then be rotated concentrated a kind of concentrated extract that obtains;
D, chromatographic separation and qualification
The concentrated extract that step C is obtained injects in the silica gel chromatographic column of long 250mm and internal diameter 0.1mm, then wash with the mixed solvent that ether mixes according to volume ratio 10:1 with sherwood oil, collect cut, dry, adopt GC-MS to detect, described cut is through comparing and can determine with reference material, and it is oxa-cyclopentadecane-2-ketone aroma substance.
Embodiment 2: separated oxygen heterocycle pentadecane-2-ketone from dictyophora phalloidea
The implementation step of this embodiment is as follows:
A, pre-treatment
Dictyophora phalloidea is dried to water-content for to be dried dictyophora phalloidea gross weight 65108%, is then ground into 50406050 orders, obtain a kind of dry dictyophora phalloidea powder;
B, extraction
The dry dictyophora phalloidea powder that steps A is obtained is added in first round-bottomed flask, then adds water, and described dry dictyophora phalloidea powder and the weight ratio of water are 1:40;
, organic solvent is added in second round-bottomed flask, described organic solvent is propyl alcohol organic solvent meanwhile;
The volume ratio of described organic solvent and described water is 1:5;
Then, above-mentioned two round-bottomed flasks are connected with distilling and extracting device simultaneously, first round-bottomed flask are inserted in oil bath and heated, and its temperature is controlled to 130 DEG C; Second round-bottomed flask inserted in water-bath and heated, and its temperature is controlled to 30 DEG C, under this condition, distillation extraction 10 hours, obtains a kind of extraction liquid;
C, extraction liquid are dried with concentrated
In the extraction liquid of collecting toward step B, add anhydrous sodium sulphate to be dried, be then placed at temperature-10 DEG C and leave standstill 8 hours; Then its extraction liquid is carried out to reduction vaporization under the condition of 38 DEG C of temperature and pressure 0.5MPa, then be rotated concentrated a kind of concentrated extract that obtains;
D, chromatographic separation and qualification
The concentrated extract that step C is obtained injects in the silica gel chromatographic column of long 250mm and internal diameter 0.1mm, then wash with the mixed solvent that ether mixes according to volume ratio 8:1 with sherwood oil, collect cut, dry, adopt GC-MS to detect, described cut is through comparing and can determine with reference material, and it is oxa-cyclopentadecane-2-ketone aroma substance.
Embodiment 3: separated oxygen heterocycle pentadecane-2-ketone from dictyophora phalloidea
The implementation step of this embodiment is as follows:
A, pre-treatment
Dictyophora phalloidea is dried to water-content for to be dried dictyophora phalloidea gross weight 10%, is then ground into 60 orders, obtain a kind of dry dictyophora phalloidea powder;
B, extraction
The dry dictyophora phalloidea powder that steps A is obtained is added in first round-bottomed flask, then adds water, and described dry dictyophora phalloidea powder and the weight ratio of water are 3:60;
, organic solvent is added in second round-bottomed flask, described organic solvent is octanol organic solvent meanwhile;
The volume ratio of described organic solvent and described water is 4:12;
Then, above-mentioned two round-bottomed flasks are connected with distilling and extracting device simultaneously, first round-bottomed flask are inserted in oil bath and heated, and its temperature is controlled to 140 DEG C; Second round-bottomed flask inserted in water-bath and heated, and its temperature is controlled to 50 DEG C, under this condition, distillation extraction 16 hours, obtains a kind of extraction liquid;
C, extraction liquid are dried with concentrated
In the extraction liquid of collecting toward step B, add anhydrous sodium sulphate to be dried, be then placed at temperature-10 DEG C and leave standstill 12 hours; Then its extraction liquid is carried out to reduction vaporization under the condition of 42 DEG C of temperature and pressure 0.9MPa, then be rotated concentrated a kind of concentrated extract that obtains;
D, chromatographic separation and qualification
The concentrated extract that step C is obtained injects in the silica gel chromatographic column of long 250mm and internal diameter 0.1mm, then wash with the mixed solvent that ether mixes according to volume ratio 12:1 with sherwood oil, collect cut, dry, adopt GC-MS to detect, described cut is through comparing and can determine with reference material, and it is oxa-cyclopentadecane-2-ketone aroma substance.
Embodiment 4: separated oxygen heterocycle pentadecane-2-ketone from dictyophora phalloidea
The implementation step of this embodiment is as follows:
A, pre-treatment
Dictyophora phalloidea is dried to water-content for to be dried dictyophora phalloidea gross weight 8%, is then ground into 50 orders, obtain a kind of dry dictyophora phalloidea powder;
B, extraction
The dry dictyophora phalloidea powder that steps A is obtained is added in first round-bottomed flask, then adds water, and described dry dictyophora phalloidea powder and the weight ratio of water are 2:50;
, organic solvent is added in second round-bottomed flask, described organic solvent is a kind of organic solvent that is selected from ethanol, propyl alcohol, butanols, octanol, acetone or ethyl acetate meanwhile;
The volume ratio of described organic solvent and described water is 3:8;
Then, above-mentioned two round-bottomed flasks are connected with distilling and extracting device simultaneously, first round-bottomed flask are inserted in oil bath and heated, and its temperature is controlled to 134 DEG C; Second round-bottomed flask inserted in water-bath and heated, and its temperature is controlled to 38 DEG C, under this condition, distillation extraction 12 hours, obtains a kind of extraction liquid;
C, extraction liquid are dried with concentrated
In the extraction liquid of collecting toward step B, add anhydrous sodium sulphate to be dried, be then placed at temperature-10 DEG C and leave standstill 10 hours; Then its extraction liquid is carried out to reduction vaporization under the condition of 40 DEG C of temperature and pressure 0.6MPa, then be rotated concentrated a kind of concentrated extract that obtains;
D, chromatographic separation and qualification
The concentrated extract that step C is obtained injects in the silica gel chromatographic column of long 250mm and internal diameter 0.1mm, then wash with the mixed solvent that ether mixes according to volume ratio 10:1 with sherwood oil, collect cut, dry, adopt GC-MS to detect, described cut is through comparing and can determine with reference material, and it is oxa-cyclopentadecane-2-ketone aroma substance.
Claims (5)
1. a method for separated oxygen heterocycle pentadecane-2-ketone from dictyophora phalloidea, is characterized in that the step of the method is as follows:
A, pre-treatment
Dictyophora phalloidea is dried at 95～105 DEG C of temperature to water-content for to be dried dictyophora phalloidea gross weight 5～10%, is then ground into 40～60 orders, obtain a kind of dry dictyophora phalloidea powder;
B, extraction
The dry dictyophora phalloidea powder that steps A is obtained is added in first round-bottomed flask, then adds water, and described dry dictyophora phalloidea powder and the weight ratio of water are 1～3:40～60;
, organic solvent is added in second round-bottomed flask, described organic solvent is a kind of organic solvent that is selected from ethanol, propyl alcohol, butanols, octanol, acetone or ethyl acetate meanwhile;
The volume ratio of described organic solvent and described water is 1～4:5～12;
Then, above-mentioned two round-bottomed flasks are connected with distilling and extracting device simultaneously, first round-bottomed flask are inserted in oil bath and heated, and its temperature is controlled to 130～140 DEG C; Second round-bottomed flask inserted in water-bath and heated, and its temperature is controlled to 30～50 DEG C, under this condition, distillation extraction 10～16 hours, obtains a kind of extraction liquid;
C, extraction liquid are dried with concentrated
In the extraction liquid of collecting toward step B, add anhydrous sodium sulphate to be dried, be then placed at temperature-10 DEG C and leave standstill 8～12 hours; Then its extraction liquid is carried out to reduction vaporization under the condition of 38～42 DEG C of temperature and pressure 0.5～0.9MPa, then be rotated concentrated a kind of concentrated extract that obtains;
D, chromatographic separation and qualification
The concentrated extract that step C is obtained injects in the silica gel chromatographic column of long 250mm and internal diameter 0.1mm, then wash with the mixed solvent that ether mixes according to volume ratio 8～12:1 with sherwood oil, collect its cut, dry, adopt GC-MS to detect, described cut is oxa-cyclopentadecane-2-ketone aroma substance.
2. method according to claim 1, is characterized in that in step B, the volume ratio of described organic solvent and described water is 2～3:6～10.
3. method according to claim 1, is characterized in that in step B, distillation extraction carries out 12～14 hours.
4. method according to claim 1, is characterized in that in step C, and described rotation is concentrated is to carry out under the condition of speed of rotation 1500～2000rpm.
5. method according to claim 1, it is characterized in that in step C, GC-MS testing conditions is as follows: Agilent 6890 capillary column DB-Wax, 30m × 0.32mm × 0.25mm, 40 DEG C of initial temperatures, keep 5 minutes, then according to 3 DEG C/min of temperature programmings to 250 DEG C, at this temperature, keep 3 minutes, finish; Carrier gas is helium, flow velocity 1.0mL/ minute.
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| CN105901471A (en) * | 2016-05-27 | 2016-08-31 | 李孟平 | Method for extracting antibacterial ingredients in bamboo fungi |
| CN108330206A (en) * | 2018-03-22 | 2018-07-27 | 周培富 | Cultivation of Dictyophora, short-skirted veiled lady, the complete ITS sequence of stick dictyophora phalloidea and the method with its identification dictyophora phalloidea kind |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1097903B1 (en) * | 1999-11-08 | 2003-06-11 | L'air Liquide, S.A. à Directoire et Conseil de Surveillance pour l'Etude et l'Exploitation des Procédés Georges Claude | Process and apparatus for the production of pure hydrogen starting from a gas containing helium |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1097903B1 (en) * | 1999-11-08 | 2003-06-11 | L'air Liquide, S.A. à Directoire et Conseil de Surveillance pour l'Etude et l'Exploitation des Procédés Georges Claude | Process and apparatus for the production of pure hydrogen starting from a gas containing helium |
Non-Patent Citations (2)
| Title |
|---|
| 棘托竹荪蛋中的挥发性成分分析研究;黄明泉等;《食品工业科技》;20120430;第33卷(第7期);353-357 * |
| 黄明泉等.棘托竹荪蛋中的挥发性成分分析研究.《食品工业科技》.2012,第33卷(第7期),353-357. |
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Application publication date: 20130327 Assignee: GUANGZHOU HUABAO FLAVORS AND FRAGRANCES CO.,LTD. Assignor: Huabao Flavours & Fragrances Co.,Ltd. Contract record no.: 2015440000150 Denomination of invention: Method for separating oxacyclopentadecane-2-ketone from bamboo fungus Granted publication date: 20140806 License type: Exclusive License Record date: 20150521 |
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Address after: 850000 Lhasa economic and Technological Development Zone, Tibet autonomous region, road, investment building, Patentee after: HUABAO FLAVOURS & FRAGRANCES CO.,LTD. Address before: 850000 Lhasa economic and Technological Development Zone, Tibet autonomous region, road, investment building, Patentee before: Huabao flavor Ltd. |
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Address after: 850000 Lhasa economic and Technological Development Zone, Tibet autonomous region, road, investment building, Patentee after: Huabao flavor Ltd. Address before: 201821 Yecheng Road, Shanghai, No. 1299, No. Patentee before: Huabao Flavours & Fragrances Co.,Ltd |