CN106905342B - Structure of two active metabolites of streptomyces roseoflavus and preparation thereof - Google Patents
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- 238000002360 preparation method Methods 0.000 title claims abstract description 20
- 239000002207 metabolite Substances 0.000 title abstract description 10
- 241000187438 Streptomyces fradiae Species 0.000 title abstract 4
- 238000000855 fermentation Methods 0.000 claims abstract description 21
- 230000004151 fermentation Effects 0.000 claims abstract description 21
- 241000220317 Rosa Species 0.000 claims description 20
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 18
- 241001655322 Streptomycetales Species 0.000 claims description 16
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 14
- 239000000126 substance Substances 0.000 claims description 12
- 239000007788 liquid Substances 0.000 claims description 10
- 230000001580 bacterial effect Effects 0.000 claims description 9
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
- 239000000843 powder Substances 0.000 claims description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 238000000605 extraction Methods 0.000 claims description 3
- 238000002390 rotary evaporation Methods 0.000 claims description 3
- 235000003276 Apios tuberosa Nutrition 0.000 claims description 2
- 235000010777 Arachis hypogaea Nutrition 0.000 claims description 2
- 235000010744 Arachis villosulicarpa Nutrition 0.000 claims description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 2
- 229920002472 Starch Polymers 0.000 claims description 2
- 240000008042 Zea mays Species 0.000 claims description 2
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims description 2
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 2
- 238000004587 chromatography analysis Methods 0.000 claims description 2
- 235000005822 corn Nutrition 0.000 claims description 2
- 239000012043 crude product Substances 0.000 claims description 2
- 238000001914 filtration Methods 0.000 claims description 2
- 239000008103 glucose Substances 0.000 claims description 2
- 238000004128 high performance liquid chromatography Methods 0.000 claims description 2
- 230000014759 maintenance of location Effects 0.000 claims description 2
- 235000012054 meals Nutrition 0.000 claims description 2
- 229910000402 monopotassium phosphate Inorganic materials 0.000 claims description 2
- 235000019796 monopotassium phosphate Nutrition 0.000 claims description 2
- 230000010355 oscillation Effects 0.000 claims description 2
- PJNZPQUBCPKICU-UHFFFAOYSA-N phosphoric acid;potassium Chemical compound [K].OP(O)(O)=O PJNZPQUBCPKICU-UHFFFAOYSA-N 0.000 claims description 2
- 230000001376 precipitating effect Effects 0.000 claims description 2
- 230000002829 reductive effect Effects 0.000 claims description 2
- 239000011780 sodium chloride Substances 0.000 claims description 2
- 239000008107 starch Substances 0.000 claims description 2
- 235000019698 starch Nutrition 0.000 claims description 2
- 239000003643 water by type Substances 0.000 claims description 2
- 244000133018 Panax trifolius Species 0.000 claims 1
- 238000012136 culture method Methods 0.000 claims 1
- 230000008014 freezing Effects 0.000 claims 1
- 238000007710 freezing Methods 0.000 claims 1
- 239000012533 medium component Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 21
- 230000000844 anti-bacterial effect Effects 0.000 abstract description 7
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 abstract description 4
- 239000003242 anti bacterial agent Substances 0.000 abstract 1
- 229940088710 antibiotic agent Drugs 0.000 abstract 1
- 150000002596 lactones Chemical class 0.000 abstract 1
- LMUVYOVEDGIZMS-UHFFFAOYSA-N Roflamycoin Natural products CC(C)C1OC(=O)C(=CC=CC=CC=CC=CCC(O)CC(O)CC(=O)CC(O)CC(O)CC(O)CC(O)CC(O)CC(O)CC(O)CCC1C)C LMUVYOVEDGIZMS-UHFFFAOYSA-N 0.000 description 18
- 241000894006 Bacteria Species 0.000 description 7
- 241000187747 Streptomyces Species 0.000 description 6
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 5
- 238000005160 1H NMR spectroscopy Methods 0.000 description 5
- 239000003814 drug Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 244000005700 microbiome Species 0.000 description 4
- 244000061456 Solanum tuberosum Species 0.000 description 3
- 235000002595 Solanum tuberosum Nutrition 0.000 description 3
- 230000003115 biocidal effect Effects 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 238000003919 heteronuclear multiple bond coherence Methods 0.000 description 3
- 238000005570 heteronuclear single quantum coherence Methods 0.000 description 3
- 239000003120 macrolide antibiotic agent Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- 238000001026 1H--1H correlation spectroscopy Methods 0.000 description 2
- XILIYVSXLSWUAI-UHFFFAOYSA-N 2-(diethylamino)ethyl n'-phenylcarbamimidothioate;dihydrobromide Chemical compound Br.Br.CCN(CC)CCSC(N)=NC1=CC=CC=C1 XILIYVSXLSWUAI-UHFFFAOYSA-N 0.000 description 2
- 241001133184 Colletotrichum agaves Species 0.000 description 2
- OKKJLVBELUTLKV-MZCSYVLQSA-N Deuterated methanol Chemical compound [2H]OC([2H])([2H])[2H] OKKJLVBELUTLKV-MZCSYVLQSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- 108700005075 Regulator Genes Proteins 0.000 description 2
- 206010039509 Scab Diseases 0.000 description 2
- 239000003899 bactericide agent Substances 0.000 description 2
- 230000000443 biocontrol Effects 0.000 description 2
- 238000001819 mass spectrum Methods 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 230000003595 spectral effect Effects 0.000 description 2
- 244000105624 Arachis hypogaea Species 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 108010022172 Chitinases Proteins 0.000 description 1
- 241000221785 Erysiphales Species 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 108700005078 Synthetic Genes Proteins 0.000 description 1
- 241001123668 Verticillium dahliae Species 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000003042 antagnostic effect Effects 0.000 description 1
- 230000001745 anti-biotin effect Effects 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 239000012681 biocontrol agent Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000005100 correlation spectroscopy Methods 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 230000003628 erosive effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 230000002068 genetic effect Effects 0.000 description 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 229940041033 macrolides Drugs 0.000 description 1
- 238000003808 methanol extraction Methods 0.000 description 1
- 239000002068 microbial inoculum Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000035772 mutation Effects 0.000 description 1
- 150000004291 polyenes Chemical class 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/08—Bridged systems
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N1/00—Microorganisms, e.g. protozoa; Compositions thereof; Processes of propagating, maintaining or preserving microorganisms or compositions thereof; Processes of preparing or isolating a composition containing a microorganism; Culture media therefor
- C12N1/20—Bacteria; Culture media therefor
- C12N1/205—Bacterial isolates
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/18—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms containing at least two hetero rings condensed among themselves or condensed with a common carbocyclic ring system, e.g. rifamycin
- C12P17/181—Heterocyclic compounds containing oxygen atoms as the only ring heteroatoms in the condensed system, e.g. Salinomycin, Septamycin
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12R—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES C12C - C12Q, RELATING TO MICROORGANISMS
- C12R2001/00—Microorganisms ; Processes using microorganisms
- C12R2001/01—Bacteria or Actinomycetales ; using bacteria or Actinomycetales
- C12R2001/465—Streptomyces
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- Genetics & Genomics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- General Engineering & Computer Science (AREA)
- Microbiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Tropical Medicine & Parasitology (AREA)
- Virology (AREA)
- Biomedical Technology (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
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Abstract
The invention discloses streptomyces roseoflavus (A)Streptomyces roseoflavus) The structures of two antibacterial active metabolites, namely a pentaene macrocyclic lactone metabolite Roflamycin and Menmyco-A and the preparation method thereof. The two compounds with antibacterial activity are obtained by separating and purifying the streptomyces roseoflavus strain 0116 fermentation liquor, and are expected to be used for development and application of high-efficiency agricultural antibiotics.
Description
Technical field
In the two kinds of big rings of pentaene generated the present invention relates to rose yellow streptomycete (Streptomyces roseoflaver)
The structure and preparation method thereof of esters antibacterial activity metabolite Roflamycoin and Menmyco-A.
Background technique
Rose yellow streptomycete (Streptomyces roseoflaver) bacterium that culture presevation number is CGMCC N0.1471
Strain 0116 is the screening of biocontrol agents method that this laboratory uses autonomous innovation, is sieved from potato scab dieback soil
One plant of Antagonistic Fungi.The bacterial strain and its fermentation liquid are a variety of to verticillium dahliae, cucurbits powdery mildew bacterium, potato scab bacterium etc.
Important phytopathogen has very strong inhibiting effect, there is good biological and ecological methods to prevent plant disease, pests, and erosion application potential.Two during the last ten years, we are to this
Bacterial strain and its fermentation liquid antimicrobial spectrum, Substance extraction and identification, antibiotin synthetic gene cluster, genetic conversion system are built
Vertical, chitinase gene clone, biocontrol microorganisms and its activated product dosage form etc. have conducted extensive research, and apply for country related to this
Patent of invention 6, wherein being obtained respectively in terms of rose yellow streptomycete negative regulator gene, fermentation material aqua, fermentation material bacteria residue
3 national inventing patent (negative regulator genes for rose yellow streptomycete and its preparation method and application
2012100837464；Application 2005101174228 of the 0116 fermentation liquid bacteria residue of rose yellow streptomycete mutation as fertilizer；It is a kind of
Biological bactericide and preparation method thereof is 200510117421.3).Other three patents still in application have: " a kind of biology kills
Microbial inoculum wettable powder, number of patent application 200910074685.3 ", a kind of " wettable of rose yellow streptomycete biological bactericide
Pulvis, number of patent application 201110375945.8 " and " a kind of biocontrol microorganisms auxotype tablet, number of patent application
201410156782.8".What the above patent application was directed to is all the different preparations of rose yellow streptomycete viable bacteria or fermentation material research and development,
There is no any patent applications for being directed to its active metabolite compound structure.
Our researchs to 0116 active metabolite structure of rose yellow streptomycete bacterial strain in the past, for a long time without it is breakthrough into
Exhibition, until the second half year in 2016, by being separated, extracted to the antibacterial active constituents in rose yellow streptomycete metabolite and
Structural Identification (data are not delivered), with methanol extraction fermentation liquid precipitate, rotary evaporation obtains yellow powder substance, carries out liquid phase
Simultaneously purification and recovery is analyzed, and carries out Structural Identification through Shanghai Qin Zhen Biotechnology Co., Ltd, finally obtains active component
Roflamycoin (molecular formula C40H66O12, molecular weight 738) and Menmyco-A (molecular formula C41H68O12, molecular weight 752), the two
Structure is polyene macrolides substance.Wherein Roflamycoin is retrieved, for external report known compound, 1971
It is reported for the first time by Schlegel et al., and its determining chemical structure in 1981, at home and abroad also there is no conducts for the compound
Medicine, animal drugs and other goods registrations, or enter any information of clinical research, only in foreign countries, there are two be used as antibacterial
The patent of medicine and animal drugs, WO9964040A1 and WO2015164289A1.And Menmyco-A has not been reported yet, we
It is named as Menmyco-A.Therefore, this patent application is related to rose yellow streptomycete metabolite Roflamycoin and
Structure of Menmyco-A and preparation method thereof has novelty.
Summary of the invention
It is an object of the present invention to: provide two kinds of pentaene macrolide antibiotic Roflamycoin and
Menmyco-A, shown in structural formula such as formula (1), (2):
(1)Roflamycoin
(2)Menmyco-A
Roflamycoin (former name flavomycoin) of the present invention, is molecular weight 738, and chemical formula is
C40H66O12, which belongs to 36 yuan of pentaene macrolide antibiotics, earliest from 5068 mycelium of rose yellow streptomycete JA
It is isolated, prime report in 1971, determination its chemical structure in 1981, not yet find at present CHINESE REGION report and answer
With.Menmyco-A of the present invention, molecular weight 752, molecular formula C41H68O12, it is similar to Roflamycoin, in structure
Upper similar to Roflamycoin, the substituent group of No. 35 carbon is become outside isobutyl group that other are identical from isopropyl on division ring, at present
The structure not yet finds to report.
It is a further object of the invention to provide natural above-mentioned Roflamycoin of the invention and
The preparation method of Menmyco-A, includes the following steps:
Fermented and cultured saves the rose yellow streptomycete Streptomyces that number is CGMCC No.1471 first
Roseoflver bacterial strain 0116；Then from fermentation liquid two kinds of antibiotic Roflamycoin described in extracting and developing and
Menmyco-A。
The fermented and cultured step are as follows: connect saving to number for the rose yellow streptomycete bacterial strain 0116 of CGMCC No.1471
Kind cultivates mature acquisition fermentation liquid in fermentation medium.
Wherein fermentation medium is glucose 2.4%, soluble starch 0.8%, groundnut meal 1.5%, corn pulp
0.8%, sodium chloride 0.4%, calcium carbonate 0.3%, potassium dihydrogen phosphate 0.02%.
Wherein fermentation culture conditions are 30 DEG C, 200rpm, are cultivated 5 days.
The extracting and developing step includes: about 3 times of volumes methanols of precipitating after fermentation liquid 4500rpm is centrifuged 20min
30min is impregnated and is ultrasonically treated, filter paper filtering obtains yellow methanol solution, 50 DEG C methanol is evaporated under reduced pressure in Rotary Evaporators
To doing, appropriate ethyl acetate is added, sonic oscillation mixes them thoroughly, it is seen that there is yellow powder substance to be gradually precipitated, it is quiet
It after setting 2h, filters, obtains yellow powder substance, as containing there are two types of the antibiosis of compound R oflamycoin and Menmyco A
Plain crude product.It using HPLC preparation chromatography prepared by two compounds, preparation condition is chromatographic column: Waters X
5 μm of 19 × 150mm of OBDTM of Prep C18, mobile phase acetonitrile: water=45:55, flow velocity 10mL/min, detector wavelength
363nm.Using continuous sample introduction mode, in the corresponding retention time at two peaks, the mobile phase of detector outlet is picked up.It is being protected from light
Under the conditions of, 50 DEG C in Rotary Evaporators, 75r/min falls the maximum rotary evaporation of acetonitrile, then -40 in freeze drier
DEG C, the sample containing water and a small amount of acetonitrile is freeze-dried in sample bottle, obtains two pure compounds.
The general system that above-mentioned fermented and cultured and extraction separating step are substance Roflamycoin and Menmyco-A of the present invention
Preparation Method, the conventional means being well known to those skilled in the art, should not be construed as limiting the invention, without departing substantially from this hair
In the case where bright spirit and essence, to modifications or substitutions made by the method for the present invention, step or condition, model of the invention is belonged to
It encloses.
The antibiotic Roflamycoin and Menmyco-A that the present invention narrates, which are derived from, is isolated from Washington state horse
The rose yellow streptomycete Streptomyces roseoflaver bacterial strain 0116 of bell potato shot hole dieback soil.The generation
Bacterium has been preserved in China Committee for Culture Collection of Microorganisms's common micro-organisms center (referred to as on September 30th, 2005
CGMCC, address: No. 13, North No.1 Row, Zhongguancun, Haidian District, Beijing City, Institute of Microorganism, Academia Sinica, postcode 100080), point
Class is named as rose yellow streptomycete Streptomyces roseoflaver, deposit number are as follows: CGMCCNo.1471.Therefore, originally
Invention provides a kind of for producing the rose yellow streptomycete Streptomyces of Roflamycoin and Menmyco-A
Roseoflaver bacterial strain 0116.
The Structural Identification of Roflamycoin and Menmyco-A: according to HR-ESI-MS,13C-NMR、1H-NMR、1H-1H
The analysis (see photo) of COSY, HMBC, HSQC, NOESY, it is determined that the chemical structure of Roflamycoin and Menmyco A, two
Person is in CD3NMR data in OD is as shown in Table 1 and Table 2.
1 Roflamycoin of table is in CD3OD's1H-NMR(600MHz)、13The structural assignment of C-NMR (150MHz) spectral peak
2 Menmyco-A of table is in CD3In OD1H-NMR(600MHz)、13The structural assignment of C-NMR (150MHz) spectral peak
Detailed description of the invention
The structure of Fig. 1 rose yellow streptomycete two kinds of active metabolites Roflamycoin and Menmyco-A.
The high resolution mass spectrum (HR-ESI-MS) of Fig. 2 compound R oflamycoin.
Fig. 3 compound R oflamycoin's1H NMR figure.
Fig. 4 compound R oflamycoin's13C NMR (DEPT 135) figure.
Fig. 5 compound R oflamycoin's1H-1H COSY figure.
The HMBC of Fig. 6 compound R oflamycoin schemes.
The HSQC of Fig. 7 compound R oflamycoin schemes.
The NOESY of Fig. 8 compound R oflamycoin schemes.
The high resolution mass spectrum (HR-ESI-MS) of Fig. 9 compound Menmyco-A.
Figure 10 compound Menmyco-A's1H NMR figure.
Figure 11 compound Menmyco-A's13C NMR (DEPT 135) figure.
Figure 12 compound Menmyco-A's1H-1H COSY figure.
The HMBC of Figure 13 compound Menmyco-A schemes.
The HSQC of Figure 14 compound Menmyco-A schemes.
The NOESY of Figure 15 compound Menmyco-A schemes.
Claims (5)
1. a kind of preparation method of Menmyco-A, which is characterized in that the structure of the Menmyco-A is as follows:
The preparation method includes the following steps: the rose yellow that the number of fermented and cultured culture presevation first is CGMCC No.1471
Streptomycete bacterial strain 0116；Then the Menmyco-A described in extracting and developing from fermentation liquid.
2. preparation method as described in claim 1, which is characterized in that fermentation culture method are as follows: be by culture presevation number
The rose yellow streptomycete bacterial strain 0116 of CGMCC No.1471, which is inoculated in fermentation medium, cultivates mature acquisition fermentation liquid.
3. preparation method as claimed in claim 1 or 2, which is characterized in that fermentation medium components are glucose 2.4%, can
Soluble starch 0.8%, groundnut meal 1.5%, corn pulp 0.8%, sodium chloride 0.4%, calcium carbonate 0.3%, potassium dihydrogen phosphate
0.02%.
4. preparation method as claimed in claim 1 or 2, which is characterized in that fermentation culture conditions are 30 DEG C, 200rpm, culture 5
It.
5. preparation method as described in claim 1, which is characterized in that the extraction separating step includes: by fermentation liquid 4500rpm
After being centrifuged 20mins, 30mins is impregnated and be ultrasonically treated to about 3 times of volumes methanols of precipitating, and filter paper filtering obtains yellow methanol solution,
50 DEG C methanol is evaporated to dryness under reduced pressure in Rotary Evaporators, adds appropriate ethyl acetate, sonic oscillation keeps it sufficiently mixed
It closes, it is seen that there is yellow powder substance to be gradually precipitated, after standing 2h, filter, obtain yellow powder substance, as contain and have the right
It is required that the crude product of Menmyco-A described in 1；It using HPLC preparation chromatography prepared by the Menmyco-A, preparation condition is
Chromatographic column: Waters5 μm of 19 × 150mm of OBDTM of Prep C18, mobile phase acetonitrile: water=45:55, flow velocity
10mL/min, detector wavelength 363nm；Using continuous sample introduction mode, in the corresponding retention time of the Menmyco-A chromatographic peak
It is interior, pick up the mobile phase of detector outlet；Under the conditions of being protected from light, 50 DEG C in Rotary Evaporators, 75r/min by acetonitrile utmostly
Rotary evaporation fall, then -40 DEG C in freeze drier, by the sample containing water and a small amount of acetonitrile, freezing is dry in sample bottle
It is dry, obtain the Menmyco-A sterling.
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1999064040A1 (en) * | 1998-06-08 | 1999-12-16 | Advanced Medicine, Inc. | Novel polyene macrolide compounds and uses |
| CN103125527A (en) * | 2011-11-22 | 2013-06-05 | 河北农业大学 | Wettable powder of streptomyces roseoflavus biological bactericide |
| WO2015164289A1 (en) * | 2014-04-21 | 2015-10-29 | Cidara Therapeutics, Inc. | Compositions and methods for the treatment of fungal infections |
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