CN102964360B - Separation and purification method of cephamycine C - Google Patents
Separation and purification method of cephamycine C Download PDFInfo
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- CN102964360B CN102964360B CN201210404968.1A CN201210404968A CN102964360B CN 102964360 B CN102964360 B CN 102964360B CN 201210404968 A CN201210404968 A CN 201210404968A CN 102964360 B CN102964360 B CN 102964360B
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Abstract
The invention discloses a separation and purification method of cephamycine C. The method comprises steps: putting pre-treated cephamycine C fermentation filtrate into macroporous resin, desorbing by using a macroporous resin desorbent, and concentrating the obtained desorption solution under a reduced pressure to obtain crude cephamycine C solid; dissolving the crude cephamycine C solid in water, putting into a UniCM-50s type cation resin, and desorbing by using a cation resin desorbent to obtain a cation resin desorption solution; putting the cation resin desorption solution into the macroporous resin, desorbing by using a macroporous resin desorbent to obtain a cephamycine C enriched liquid which is then precipitated and crystallized in acetone, and obtaining the cephamycine C solid with a purity of more than 90 %. The method is simple to operate and easy to control technology conditions, can increase the purity of the cephamycine C to be more than 90 %, and is suitable for mass production.
Description
Technical field
The present invention relates to a kind of separation purification method of cephamycin C, fermentation gained cephamycin C purity can be increased to more than 90%.
Background technology
Cephamycin C (cephamycin C) sees in the patent that Merck & Co., Inc. delivers for 1971 the earliest.It is the β-lactam antibitics that another class is new after penicillin, cynnematin.Belong to the rare class microbiotic of cephalo, anti-microbial effect mechanism is identical with penicillins.
The sodium salt of cephamycin C is white crystalline powder.More stable than penicillin G to acid, antimicrbial power is low, only a little more than cephalosporin.Its structure is similar to cynnematin, but has a α-methoxyl group on the rare parent nucleus C7 of cephalo, improves the resistance to β-lactamase (comprising penicillinase and cephalosporinase).
Its discovery is not only cephalosporins and provides natural origin widely, creates a class new antibiotic, cephamycin-type microbiotic yet.
Cephem antibiotics is most widely used class antibacterials safely and effectively in clinical anti-infective therapy.Although due to the development of bacterial drug resistance, originally to very high some pathogenic bacterium of cynnematin susceptibility owing to creating new inactivator as wide spectrum β-lactamase (ESBLs), the Sensitivity rate of cynnematin is declined to some extent, but in general clinical conventional most of cephalosporins and cephamycin-type microbiotic are still and control at present most common infection illness and give treatment to the indispensable active drug of some severe infection illness.Cephamycin-type anti-microbial activity mostly to two generation cynnematin similar, individual plants has third-generation cephalosporin feature.
Summary of the invention
The object of this invention is to provide a kind of separation purification method of cephamycin C, can effectively increase substantially cephamycin C purity.
In order to solve above technical problem, the present invention takes following technical scheme:
The separation purification method of cephamycin C, comprises the following steps:
A) after pretreated cephamycin C ferment filtrate passes into macroporous resin, adopt the desorb of macroporous resin strippant, gained stripping liquid concentrating under reduced pressure, obtains cephamycin C solid crude product;
B) above-mentioned cephamycin C solid crude product water-soluble after pass into UniCM-50s type resin cation (R.C.) after, adopt the desorb of resin cation (R.C.) strippant, after desorb, obtain resin cation (R.C.) stripping liquid;
C), after above-mentioned gained resin cation (R.C.) stripping liquid passes into macroporous resin, obtain cephamycin pregnant solution, cephamycin pregnant solution precipitated crystal in acetone after adopting the desorb of macroporous resin strippant, obtain the cephamycin C solid of purity more than 90%.
Further technical scheme is: described cephamycin C ferment filtrate need through pre-treatment, and pretreated method adjusts pH to 6 ~ 7 with 4N sodium hydroxide.
Further technical scheme is: described macroporous resin is HZ806 macroporous resin.
Further technical scheme is: described step a) middle macroporous resin strippant is 90% ethanol.
Further technical scheme is: described UniCM-50s type resin cation (R.C.) particle diameter is 50 μm.
Further technical scheme is: the pH regulating the cephamycin C solid crude product aqueous solution is 5 ~ 7.
Further technical scheme is: described resin cation (R.C.) strippant is 0.3,0.4 or 0.5mol/L biphosphate sodium water solution, preferred 0.4mol/L biphosphate sodium water solution.
Further technical scheme is: described resin cation (R.C.) needs to carry out pre-treatment before use, and pretreatment process is 90% alcohol flushing, and 2% sodium hydroxide rinses, and pure water punching is to neutral, and 2% hydrochloric acid rinses, and pure water punching is to neutral.
Further technical scheme is: described step c) in macroporous resin still for HZ806 macroporous resin; Described step c) in macroporous resin strippant be 95% ethanol.
Further technical scheme is: described step c) in the method for precipitated crystal be, cephamycin C pregnant solution is slowly poured in the acetone of 3 times of volumes, precipitated crystal, and Büchner funnel filters, the solid vacuum drying oven leached is drained, and obtains white solid cephamycin C.
Technique effect of the present invention is: the separation purification method of the cephamycin C that the present invention relates to, and technological operation is simple, and processing condition are easy to control, and cephamycin C purity is increased to more than 90%, is more suitable for large-scale production.
Embodiment
Below in conjunction with specific embodiment, the present invention will be further described, but be not limitation of the invention.In addition, below, experimental implementation is all carry out room temperature 20 ~ 30 DEG C.
The fermented liquid of cephamycin C adopts following methods and obtains:
Cephamycin C is by streptomycete fermentation, and substratum main component and ratio (weight/volume) are starch 5%, glucose 1%, dipotassium hydrogen phosphate 0.2%, peptone 1%, cotton seed meal 2%.Fermentation is in pH7 ~ 7.5, and temperature controls at 35 degrees Celsius.Cultivate after 120 hours, obtained cephamycin C fermented liquid.
Embodiment 1
The separation purification method of cephamycin C comprises the following steps:
Step is a): about 10 liters of filtrates after cephamycin C filtering fermentation liquor, and adjust filtrate pH to 6 ~ 7 with 4N sodium hydroxide, pass into 500ml macroporous resin HZ806, flow velocity is 2 liters per hour; Then, pure water 750ml top is washed; Use 1.5 liter of 90% ethanol desorb again, 1 liter per hour of desorb flow velocity.Stripping liquid is collected from after 300ml, and the stripping liquid decompression of collecting gained is spin-dried for, and obtains cephamycin C solid crude product 20 grams.
Step b): get cephamycin C solid crude product 3.2g, solid crude product is heavily containing being 15%.Dissolve with a small amount of pure water, adjust pH to 5, pass into the resin column that 300ml unicm-50s resin cation (R.C.) is housed, flow velocity per minute 10ml; Wash with 450ml pure water top again, flow velocity per minute 15ml.Resin cation (R.C.) needs before use through pre-treatment, and pretreatment process is: first use 900ml 90% alcohol flushing; Rinse with 600ml 2% sodium hydroxide, pure water rushes post again, is neutral to resin column effluent liquid; Rinse with the hydrochloric acid of 600ml 2%, pure water rushes post again, is neutral to resin column effluent liquid.
Configuration 0.5mol/L sodium dihydrogen phosphate 1200ml is as resin cation (R.C.) strippant, and desorb flow velocity per minute 10ml, starts after desorb 200ml to collect, and collects 60ml for every bottle, receives 17 bottles altogether.By its moderate purity 83 ~ 87% cephamycin C merge, after merging, purity is 85.1%, and after merging, the amount of cephamycin C accounts for 50% of applied sample amount contained by liquid.
Step c): get the resin cation (R.C.) stripping liquid 2 liters that purity is 85%, adjust pH to 6 ~ 7 with 4N sodium hydroxide, pass into 500ml macroporous resin HZ806, flow velocity is 2 liters per hour.Wash with 750ml pure water top afterwards, then use 1.5 liter of 95% ethanol desorb, 1 liter per hour of desorb flow velocity.Stripping liquid is collected from after 300ml, collects cephamycin C pregnant solution 1.1 liters altogether, to be crystallized.
Cephamycin C pregnant solution 1.1 liters and 3.5 liters of acetone, be placed in-10 degree refrigerator cold-storage cooling 2h.Cephamycin C pregnant solution is slowly added the acetone in 3.3 liters of stirrings, precipitated crystal goes out white solid.Filtered on buchner funnel goes out solid, washes with the freezing acetone top of 200ml.The solid leached is drained in vacuum drying oven, obtains the cephamycin C solid that purity is 91.3%.
Embodiment 2
The separation purification method of cephamycin C comprises the following steps:
Step is a): about 10 liters of filtrates after cephamycin C filtering fermentation liquor, and adjust filtrate pH to 6 ~ 7 with 4N sodium hydroxide, pass into 500ml macroporous resin HZ806, flow velocity is 2 liters per hour; Then, pure water 750ml top is washed; Use 1.5 liter of 90% ethanol desorb again, 1 liter per hour of desorb flow velocity.Stripping liquid is collected from after 300ml, and the stripping liquid decompression of collecting gained is spin-dried for, and obtains cephamycin C solid crude product 20 grams.
Step b): get cephamycin C solid crude product 3.0g, solid crude product is heavily containing being 15%.Dissolve with a small amount of pure water, adjust pH to 6, pass into the resin column that 300ml unicm-50s resin cation (R.C.) is housed, flow velocity per minute 10ml; Wash with 450ml pure water top again, flow velocity per minute 15ml.Resin cation (R.C.) needs before use through pre-treatment, and pretreatment process is: first use 900ml 90% alcohol flushing; Rinse with 600ml 2% sodium hydroxide, pure water rushes post again, is neutral to resin column effluent liquid; Rinse with the hydrochloric acid of 600ml 2%, pure water rushes post again, is neutral to resin column effluent liquid.
Configuration 0.3mol/L sodium dihydrogen phosphate 1800ml is as resin cation (R.C.) strippant, and desorb flow velocity per minute 10ml, starts after desorb 200ml to collect, and collects 60ml for every bottle, receives 27 bottles altogether.By its moderate purity 83 ~ 88% cephamycin C merge, after merging, purity is 86.2%, and after merging, the amount of cephamycin C accounts for 66% of applied sample amount contained by liquid.
Step c): get the resin cation (R.C.) stripping liquid 2 liters that purity is 86.2%, adjust pH to 6 ~ 7 with 4N sodium hydroxide, pass into 500ml macroporous resin HZ806, flow velocity is 2 liters per hour.Wash with 750ml pure water top afterwards, then use 1.5 liter of 95% ethanol desorb, 1 liter per hour of desorb flow velocity.Stripping liquid is collected from after 300ml, collects cephamycin C pregnant solution 1.1 liters altogether, to be crystallized.
Cephamycin C pregnant solution 1.1 liters and 3.5 liters of acetone, be placed in-10 degree refrigerator cold-storage cooling 2h.Cephamycin C pregnant solution is slowly added the acetone in 3.3 liters of stirrings, precipitated crystal goes out white solid.Filtered on buchner funnel goes out solid, washes with the freezing acetone top of 200ml.The solid leached is drained in vacuum drying oven, obtains the cephamycin C solid that purity is more than 90 %.
Embodiment 3
The separation purification method of cephamycin C comprises the following steps:
Step is a): about 10 liters of filtrates after cephamycin C filtering fermentation liquor, and adjust filtrate pH to 6 ~ 7 with 4N sodium hydroxide, pass into 500ml macroporous resin HZ806, flow velocity is 2 liters per hour; Then, pure water 750ml top is washed; Use 1.5 liter of 90% ethanol desorb again, 1 liter per hour of desorb flow velocity.Stripping liquid is collected from after 300ml, and the stripping liquid decompression of collecting gained is spin-dried for, and obtains cephamycin C solid crude product 20 grams.
Step b): get cephamycin C solid crude product 3.3g, solid crude product is heavily containing being 15%.Dissolve with a small amount of pure water, adjust pH to 7, pass into the resin column that 300ml unicm-50s resin cation (R.C.) is housed, flow velocity per minute 10ml; Wash with 450ml pure water top again, flow velocity per minute 15ml.Resin cation (R.C.) needs before use through pre-treatment, and pretreatment process is: first use 900ml 90% alcohol flushing; Rinse with 600ml 2% sodium hydroxide, pure water rushes post again, is neutral to resin column effluent liquid; Rinse with the hydrochloric acid of 600ml 2%, pure water rushes post again, is neutral to resin column effluent liquid.
Set to 0 .3mol/L sodium dihydrogen phosphate 1800ml as resin cation (R.C.) strippant, desorb flow velocity per minute 10ml, start after desorb 200ml to collect, collect 60ml for every bottle, receive 27 bottles altogether.By its moderate purity 83 ~ 87% cephamycin C merge, after merging, purity is 85.7%, and after merging, the amount of cephamycin C accounts for 64% of applied sample amount contained by liquid.
Step c): get the resin cation (R.C.) stripping liquid 2 liters that purity is 85.7%, adjust pH to 6 ~ 7 with 4N sodium hydroxide, pass into 500ml macroporous resin HZ806, flow velocity is 2 liters per hour.Wash with 750ml pure water top afterwards, then use 1.5 liter of 95% ethanol desorb, 1 liter per hour of desorb flow velocity.Stripping liquid is collected from after 300ml, collects cephamycin C pregnant solution 1.1 liters altogether, to be crystallized.
Cephamycin C pregnant solution 1.1 liters and 3.5 liters of acetone, be placed in-10 degree refrigerator cold-storage cooling 2h.Cephamycin C pregnant solution is slowly added the acetone in 3.3 liters of stirrings, precipitated crystal goes out white solid.Filtered on buchner funnel goes out solid, washes with the freezing acetone top of 200ml.The solid leached is drained in vacuum drying oven, obtains the cephamycin C solid that purity is more than 90%.
Embodiment 4
The separation purification method of cephamycin C comprises the following steps:
Step is a): about 10 liters of filtrates after cephamycin C filtering fermentation liquor, and adjust filtrate pH to 6 ~ 7 with 4N sodium hydroxide, pass into 500ml macroporous resin HZ806, flow velocity is 2 liters per hour; Then, pure water 750ml top is washed; Use 1.5 liter of 90% ethanol desorb again, 1 liter per hour of desorb flow velocity.Stripping liquid is collected from after 300ml, and the stripping liquid decompression of collecting gained is spin-dried for, and obtains cephamycin C solid crude product 20 grams.
Step b): get cephamycin C solid crude product 3.2g, solid crude product is heavily containing being 15%.Dissolve with a small amount of pure water, adjust pH to 6, pass into the resin column that 300ml unicm-50s resin cation (R.C.) is housed, flow velocity per minute 10ml; Wash with 450ml pure water top again, flow velocity per minute 15ml.Resin cation (R.C.) needs before use through pre-treatment, and pretreatment process is: first use 900ml 90% alcohol flushing; Rinse with 600ml 2% sodium hydroxide, pure water rushes post again, is neutral to resin column effluent liquid; Rinse with the hydrochloric acid of 600ml 2%, pure water rushes post again, is neutral to resin column effluent liquid.
Configuration 0.4mol/L sodium dihydrogen phosphate 1500ml is as resin cation (R.C.) strippant, and desorb flow velocity per minute 10ml, starts after desorb 200ml to collect, and collects 60ml for every bottle, receives 23 bottles altogether.By its moderate purity 83 ~ 87% cephamycin C merge, after merging, purity is 85.5%, and after merging, the amount of cephamycin C accounts for 75% of applied sample amount contained by liquid.
Step c): get the resin cation (R.C.) stripping liquid 2 liters that purity is 85.5%, adjust pH to 6 ~ 7 with 4N sodium hydroxide, pass into 500ml macroporous resin HZ806, flow velocity is 2 liters per hour.Wash with 750ml pure water top afterwards, then use 1.5 liter of 95% ethanol desorb, 1 liter per hour of desorb flow velocity.Stripping liquid is collected from after 300ml, collects cephamycin C pregnant solution 1.1 liters altogether, to be crystallized.
Cephamycin C pregnant solution 1.1 liters and 3.5 liters of acetone, be placed in-10 degree refrigerator cold-storage cooling 2h.Cephamycin C pregnant solution is slowly added the acetone in 3.3 liters of stirrings, precipitated crystal goes out white solid.Filtered on buchner funnel goes out solid, washes with the freezing acetone top of 200ml.The solid leached is drained in vacuum drying oven, obtains the cephamycin C solid that purity is more than 90%.
Embodiment 5
The separation purification method of cephamycin C comprises the following steps:
Step is a): about 10 liters of filtrates after cephamycin C filtering fermentation liquor, and adjust filtrate pH to 6 ~ 7 with 4N sodium hydroxide, pass into 500ml macroporous resin HZ806, flow velocity is 2 liters per hour; Then, pure water 750ml top is washed; Use 1.5 liter of 90% ethanol desorb again, 1 liter per hour of desorb flow velocity.Stripping liquid is collected from after 300ml, and the stripping liquid decompression of collecting gained is spin-dried for, and obtains cephamycin C solid crude product 20 grams.
Step b): get cephamycin C solid crude product 3.2g, solid crude product is heavily containing being 15%.Dissolve with a small amount of pure water, adjust pH to 5, pass into the resin column that 300ml unicm-50s resin cation (R.C.) is housed, flow velocity per minute 10ml; Wash with 450ml pure water top again, flow velocity per minute 15ml.Resin cation (R.C.) needs before use through pre-treatment, and pretreatment process is: first use 900ml 90% alcohol flushing; Rinse with 600ml 2% sodium hydroxide, pure water rushes post again, is neutral to resin column effluent liquid; Rinse with the hydrochloric acid of 600ml 2%, pure water rushes post again, is neutral to resin column effluent liquid.
Configuration 0.3mol/L sodium dihydrogen phosphate 1800ml is as resin cation (R.C.) strippant, and flow velocity per minute 10ml during desorb, starts after desorb 200ml to collect, and collects 60ml for every bottle, receives 27 bottles altogether.By its moderate purity 83 ~ 87% cephamycin C merge, after merging, purity is 85.3%, and after merging, the amount of cephamycin C accounts for 63% of applied sample amount contained by liquid.
Step c): get the resin cation (R.C.) stripping liquid 2 liters that purity is 85.3%, adjust pH to 6 ~ 7 with 4N sodium hydroxide, pass into 500ml macroporous resin HZ806, flow velocity is 2 liters per hour.Wash with 750ml pure water top afterwards, then use 1.5 liter of 95% ethanol desorb, 1 liter per hour of desorb flow velocity.Stripping liquid is collected from after 300ml, collects cephamycin C pregnant solution 1.1 liters altogether, to be crystallized.
Cephamycin C pregnant solution 1.1 liters and 3.5 liters of acetone, be placed in-10 degree refrigerator cold-storage cooling 2h.Cephamycin C pregnant solution is slowly added the acetone in 3.3 liters of stirrings, precipitated crystal goes out white solid.Filtered on buchner funnel goes out solid, washes with the freezing acetone top of 200ml.The solid leached is drained in vacuum drying oven, obtains the cephamycin C solid that purity is more than 90%.
Claims (2)
1. a separation purification method for cephamycin C, is characterized in that comprising the following steps:
A) after pretreated cephamycin C ferment filtrate passes into macroporous resin, adopt the desorb of macroporous resin strippant, gained stripping liquid concentrating under reduced pressure, obtains cephamycin C solid crude product; Described step a) middle macroporous resin strippant is 90% ethanol;
B) above-mentioned cephamycin C solid crude product water-soluble after, the pH regulating the cephamycin C solid crude product aqueous solution is 5 ~ 7, after passing into UniCM-50s type resin cation (R.C.), adopts the desorb of resin cation (R.C.) strippant, obtains resin cation (R.C.) stripping liquid after desorb; Described UniCM-50s type resin cation (R.C.) particle diameter is 50 μm; The biphosphate sodium water solution of described resin cation (R.C.) strippant to be concentration be 0.3,0.4 or 0.5mol/L; Described resin cation (R.C.) needs to carry out pre-treatment before use, and pretreatment process is 90% alcohol flushing, and 2% sodium hydroxide rinses, and pure water punching is to neutral, and 2% hydrochloric acid rinses, and pure water punching is to neutral;
C) after above-mentioned gained resin cation (R.C.) stripping liquid passes into macroporous resin, the cephamycin C pregnant solution obtained after adopting the desorb of macroporous resin strippant, cephamycin C pregnant solution precipitated crystal in acetone, obtains the cephamycin C solid of purity more than 90%; Described step c) in macroporous resin strippant be 95% ethanol; Described macroporous resin is HZ806 macroporous resin.
2. the separation purification method of cephamycin C according to claim 1, it is characterized in that, described step c) in the method for precipitated crystal be that cephamycin C pregnant solution is slowly poured in the acetone of 3 times of volumes, precipitated crystal, Büchner funnel filters, the solid leached is placed in vacuum drying oven and drains, and obtains white solid cephamycin C.
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| US3733320A (en) * | 1971-03-03 | 1973-05-15 | Merck & Co Inc | Antibiotic purification processes |
| US4196285A (en) * | 1977-06-02 | 1980-04-01 | Merck & Co., Inc. | Antibiotic purification process |
| US4332891A (en) * | 1979-06-15 | 1982-06-01 | Otsuka Pharmaceutical Co., Ltd. | Process for the production of antibiotic Cephamycin C |
| CN101134760A (en) * | 2006-08-31 | 2008-03-05 | 上海医药工业研究院 | Method for removing coloring matter in powder form cephamycine C |
| CN101134759A (en) * | 2006-08-31 | 2008-03-05 | 上海医药工业研究院 | Method for purifying cephamycine C |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES470337A1 (en) * | 1977-06-02 | 1979-09-16 | Merck & Co Inc | Purifying of antibiotics |
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| US3733320A (en) * | 1971-03-03 | 1973-05-15 | Merck & Co Inc | Antibiotic purification processes |
| US4196285A (en) * | 1977-06-02 | 1980-04-01 | Merck & Co., Inc. | Antibiotic purification process |
| US4332891A (en) * | 1979-06-15 | 1982-06-01 | Otsuka Pharmaceutical Co., Ltd. | Process for the production of antibiotic Cephamycin C |
| CN101134760A (en) * | 2006-08-31 | 2008-03-05 | 上海医药工业研究院 | Method for removing coloring matter in powder form cephamycine C |
| CN101134759A (en) * | 2006-08-31 | 2008-03-05 | 上海医药工业研究院 | Method for purifying cephamycine C |
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| Title |
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| Cephamycins, a New Family of β-Lactam Antibiotics II. Isolation and Chemical Characterization;T. W. MILLER,等;《antimicrobial agents and chemotherapy》;19720515;第2卷(第3期);第132-135页，参见全文 * |
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