CN107022586A - Application of the cerous nitrate in flavone compound is prepared using fermentation of Aspergillus niger - Google Patents
Application of the cerous nitrate in flavone compound is prepared using fermentation of Aspergillus niger Download PDFInfo
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Abstract
The present invention provides application of the cerous nitrate in flavone compound is prepared using fermentation of Aspergillus niger.It is to add cerous nitrate in the medium or add cerous nitrate and 4 coumaric acids, then accesses aspergillus niger, carry out fermented and cultured, obtain flavone compound.Through experiment, aspergillus niger synthesis flavone compound total amount can be improved by adding cerous nitrate or adding cerous nitrate and 4 coumaric acids, it is contemplated that addition cerous nitrate or addition cerous nitrate and 4 coumaric acids do stimulating factor in fermentation production flavonoids commercial Application, flavone compound yield is improved.
Description
Technical field
The present invention relates to application of the cerous nitrate in flavone compound is prepared using fermentation of Aspergillus niger.
Background technology
Flavonoids is to refer to the class compound that 2 phenyl ring are connected with each other by central thricarbon atom, C6-C3-C6It is
Its basic structure, with different physiological roles and medical value, can extensively be deposited with hypoglycemic, antidepression, anticancer in plant
.Flavonoids basic framework is synthesized by three malonyl coenzyme As and a coumaroyl A, and biosynthesis pathway is shorter, micro-
Synthesis has great advantage in biology.The strain of main production flavone compound has Streptomyces roseolus, aspergillus niger, red sugar at present
Many spore bacterium, head mold, Bacillus acidi lactici etc..Certainly flavonoids can also be synthesized in vitro by chemical method, but chemical method general environment is dirty
Dye is serious and security is low, therefore the main extraction from plant of flavone compound of Present clinical application, but this method is not
Only it is subject to seasonal restrictions and expensive.Although small with microorganism production flavones amount, it is difficult to meet the market demand at present, utilizes generation
Thank to engineering means, transformation microbial fermentation production flavones still has great market and potentiality.
Rare earth element refer to be located at periodic table in 15 kinds of lanthanide series and the scandium similar to lanthanide series chemical property and
Yttrium, there is extensive physiological effect, and such as lanthanum chloride can suppress the growth of prostate gland cancer cell, and lanthanum nitrate and cerous nitrate can promote
Enter the growth of Bacillus cercus, and improve its resistance for resisting chemical bactericide, rare earth element is to membrane structure and function
And enzymatic activity and photosynthesis also all have an impact.Research shows have between rare earth element and organic cells physiology and function above
Extensive and deep association, but yet there are no the report of rare earth element influence cell flavone compound synthesis.This both illustrates rare earth
Element Study on Physiological Effects scope need to be extended, while also indicating that discussion rare earth element influence flavone compound synthesis does not have
Effective experience is used for reference.It is the first step that costs troublesome, and based on this, the present invention is using industrial fermentation often with strain aspergillus niger as experiment material, with
Precursor 4- coumaric acids through clear and definite flavone compound building-up process are object of reference, inquire into cerous nitrate to Microbe synthesis flavones
Influence, provides certain theory and application foundation using micro-organisms flavone compound to be industrial, while being also extensive
Study rare earth element physiological effect and reference is provided.
The content of the invention
The invention provides application of the cerous nitrate in flavone compound is prepared using fermentation of Aspergillus niger, can effectively it carry
The yield of high flavone compound.
The present invention provides application of the cerous nitrate in flavone compound is prepared using fermentation of Aspergillus niger.
Preferably, the application is to add cerous nitrate or addition cerous nitrate and 4- coumaric acids, Ran Houjie in the medium
Enter aspergillus niger, carry out fermented and cultured, obtain flavone compound.
Preferably, the concentration of the cerous nitrate is：10mg·L-1-40mg·L-1；Preferably, the cerous nitrate
Concentration is：20mg·L-1-30mg·L-1；As most preferably, the concentration of the cerous nitrate is：25mg·L-1。
Preferably, the concentration of the 4- coumaric acids is 10-4moL·L-1。
Preferably, the culture medium is PDA liquid medium；Preferably, the condition of the fermented and cultured is：30
℃、180r·min-1, cultivate 72h.
Preferably, the flavone compound is rutin, daidzein or Quercetin.
The present invention also provides a kind of method that utilization fermentation of Aspergillus niger prepares flavone compound, is to add in the medium
Cerous nitrate adds cerous nitrate and 4- coumaric acids, then accesses aspergillus niger, carries out fermented and cultured, obtains flavone compound.
Preferably, the concentration of the cerous nitrate is：10mg·L-1-40mg·L-1；Preferably, the cerous nitrate
Concentration is：20mg·L-1-30mg·L-1；As most preferably, the concentration of the cerous nitrate is：25mg·L-1。
Preferably, the concentration of the 4- coumaric acids is 10-4moL·L-1。
Preferably, the flavone compound is rutin, daidzein or Quercetin.
The present invention synthesizes flavone compound by adding cerous nitrate and 4- coumaric acids, research aspergillus niger in the medium
Change.Specific method is：Add cerous nitrate and 4- coumaric acids in PDA liquid medium to cultivate aspergillus niger, supercritical ultrasonics technology is carried
Aspergillus niger intracellular flavone compound is taken, AAS characterizes flavones total amount (rutin meter), and HPLC methods analyze cerous nitrate to black
The influence of aspergillus flavone compound synthesis.As a result：Cerous nitrate and 4- coumaric acids can improve aspergillus niger intracellular yield of flavone,
Compared with the control difference significantly (p<0.05)；Nitric acid cerium concentration is respectively 20mgL-1, 25mgL-1And 30mgL-1When,
Aspergillus niger flavonoids yield difference significantly (P compared with adding 4- coumaric acids<0.05), show that cerous nitrate promotion is black under this concentration
Aspergillus synthesis flavone compound ability is more stronger than precursor；HPLC results show compared with the control, cerous nitrate (25mgL-1)
Aspergillus niger rutin (2.3 times) can be improved, daidzein (2.5 times), the yield of Quercetin (2.7 times) reduces Kaempferol
Yield (1/2).Conclusion：Cerous nitrate and 4- coumaric acids can improve aspergillus niger synthesis flavone compound total amount, it may be considered that
Addition cerous nitrate or addition cerous nitrate and 4- coumaric acids do stimulating factor in fermentation production flavonoids commercial Application, improve flavonoids
Compound production.
Brief description of the drawings
Accompanying drawing is used for providing a further understanding of the present invention, and constitutes a part for specification, the reality with the present invention
Applying example is used to explain the present invention together, is not construed as limiting the invention.In the accompanying drawings：
Fig. 1 is rutin standard curve；
Fig. 2 is flavonoids hybrid standard product HPLC collection of illustrative plates；
Fig. 3 is to use cerous nitrate 25mgL-1Sample flavone compound HPLC collection of illustrative plates after processing；
Fig. 4 is to use cerous nitrate 0mgL-1Sample flavone compound HPLC collection of illustrative plates after processing.
Embodiment
Following embodiment facilitates a better understanding of the present invention, but does not limit the present invention.Experiment in following embodiments
Method, is conventional method unless otherwise specified.Test material used, is city unless otherwise specified in following embodiments
Sell.
Embodiment 1
1 materials and methods
1.1 strain：Aspergillus niger (Aspergillus niger), purchased from Institute of Microorganism, Academia Sinica's culture presevation
Center.
1.2 reagents and instrument
(molecular formula is cerous nitrate：Ce(NO3)3·6H2O), 4- coumaric acids, absolute ethyl alcohol, rutin, methanol, aluminum nitrate is sub-
Sodium nitrate, sodium hydroxide (is produced) by Chemical Reagent Co., Ltd., Sinopharm Group；Naringenin, Quercetin, Kaempferol is (by upper
Hai Yuanye bio tech ltd is produced)；Daidzein (Nat'l Pharmaceutical ＆ Biological Products Control Institute's production), PDA culture medium.
Constant temperature and humidity shaken cultivation case (BS-4G, Changzhou Guohua Electric Appliance Co., Ltd.), ultraviolet-uisible spectrophotometer (UV-
3600, Japanese Shimadzu), ultrasonic cell disruptor (JY92-2D, NingBo XinZhi Biology Science Co., Ltd), high speed cold
Freeze centrifuge (Hunan Xiang Yi Laboratory Instruments development corporation, Ltd.), high performance liquid chromatograph (ProminenceLC20A, Japan
Shimadzu).
1.3 aspergillus niger flavone compound fermented and cultureds
1.3.1 the influence that 4- coumaric acids are synthesized to aspergillus niger general flavone
PDA liquid medium is prepared, 4- coumaric acids are added, concentration is 0moLL respectively-1, 10-3moL·L-1, 10- 4moL·L-1, 10-5moL·L-1, 10-6moL·L-1, 10-7moL·L-1, aspergillus niger spore suspension (the micro- meter after access activation
Particle density is 1.6 × 106Individual mL-1) 10%, it is placed on 30 DEG C, 180rmin-1Constant-temperature shaking incubator in cultivate 72h.
The influence that various concentrations 4- coumaric acids are synthesized to aspergillus niger flavone compound is investigated, is repeated 3 times.
1.3.2 the influence that cerous nitrate is synthesized to aspergillus niger general flavone
PDA liquid medium is prepared, addition nitric acid cerium concentration is 0mgL respectively-1, 10mgL-1, 15mgL-1,
20mg·L-1, 25mgL-1, 30mgL-1, 35mgL-1, 40mgL-1.Spore suspension (microscopic count after access activation
Concentration is 1.6 × 106Individual mL-1) 10% (percent by volume), it is placed on 30 DEG C, 180rmin-1Constant-temperature shaking incubator
Middle culture 72h.The influence that various concentrations cerous nitrate is synthesized to aspergillus niger flavone compound is investigated, is repeated 3 times.
1.3.3 the influence that 4- coumaric acids and cerous nitrate are synthesized to aspergillus niger flavones general flavone
Finite concentration 4- coumaric acids are added in PDA liquid medium, cerous nitrate is added and right according to the condition in 1.3.2
Aspergillus niger is fermented, and is investigated under 4- coumaric acid existence conditions, the influence that cerous nitrate is synthesized to aspergillus niger flavone compound, weight
It is multiple 3 times.
1.3.4 statistical analysis-t is examined
Statistical analysis has been carried out to experimental data.
1.4 spectrophotometry aspergillus niger intracellular general flavones
1.4.1 rutin standard liquid is prepared
Rutin standard items 10mg accurately is weighed, is placed in 10mL volumetric flasks, plus (water-bath is micro- for the ethanol dissolving of concentration 30%
Heat) and scale is settled to, shake up, it is therefrom accurate to draw 2.5mL, with the ethanol constant volume of concentration 30% in 25mL volumetric flasks, obtain
It is 0.1mgmL to concentration-1Rutin standard liquid.
1.4.2 rutin standard curve makes
Absorption rutin standard liquid 0,1.0,2.0,3.0,4.0,5.0,6.0mL are placed in 25mL volumetric flask respectively, are used
The ethanol of concentration 30% is supplemented to 12.5mL, adds the sodium nitrite solution 0.7mL of concentration 5%, mixes, and places 5min, adds concentration
10% aluminum nitrate solution 0.7mL, is mixed, and places 6min, adds concentration 1moLL-1Sodium hydroxide solution 5mL, mixes, uses concentration
30% ethanol is settled to scale, stands 10min, is determined at wavelength 510nm and absorbs angle value.And using rutin concentration of standard solution as
Abscissa, standard curve is drawn by ordinate of correspondence light absorption value.
1.5 ultrasonic extraction method aspergillus niger intracellular Flavonoids
The aspergillus niger suspension cell that fermented and cultured is good is taken, in suction filtration on suction filtration instrument, about 0.5g to 10mL is weighed after drying
In centrifuge tube, 70% ethanol 6mL is added, (power 500w, ultrasonic time 2s, off time 2s, ultrasound are total for ultrasonic disruption cell
Time 7min), by the sample after clasmatosis, 5000r/min centrifuges 10min in centrifuge, and supernatant is gained flavones
Compound.Take the supernatant 3mL after centrifugation in 25mL volumetric flasks, 12.5mL is supplemented to respectively with the ethanol of concentration 30%, according to
Above spectrophotometry general flavone content.General flavone content computational methods in sample：
In formula, X is flavones content (mg/g), in terms of rutin；C is the sample general flavone concentration (mg/ obtained according to absorbance
mL)；M is the quality (g) of processing sample thalline；The volumetric flask volume that is diluted when V is surveys absorbance, is 25mL at this；V1For
The cumulative volume (mL) of sample treatment liquid, is 10mL at this；V2The volume (mL) of pipette samples treatment fluid during to determine.
The influence that 1.6HPLC methods analysis cerous nitrate is synthesized to aspergillus niger flavone compound
Rutin is weighed, naringenin, Quercetin, Kaempferol, daidzein distinguishes preparing standard solution, and concentration is respectively
0.4mg·mL-1, 0.3mgmL-1, 0.2mgmL-1, 0.2mgmL-1, 0.3mgmL-1, diluted equivalent after 10 times and mixed
Close, it is standby after membrane filtration.
HPLC methods are analyzed after flavones sample solution, membrane filtration.Chromatographic condition：Using 5 μm, 4.6 × 150mm chromatographic column,
With methanol -0.05molL-1Na2HPO4(pH=2.8) solution does mobile phase, and flow velocity is 0.8mLmin-1, Detection wavelength is
254nm。
2 results are with discussing
2.1 rutin standard curve
Spectrophotometry content of material need to do respective standard curve.The rutin standard curve that the present invention is obtained such as Fig. 1
It is shown.As shown in Figure 1, the regression equation obtained is：Y=7.9732x+0.00161 (R2=0.99646), show that the standard is bent
Line is available.
The influence that 2.2 cerous nitrates and 4- coumaric acids are synthesized to aspergillus niger general flavone
Flavone compound is generated in organism by a series of enzymatic reactions, and 4- coumaric acids are wherein 4- tonka-beans
The substrate of acyl coenzyme A ligases.
The influence that the cerous nitrate of table 1 and 4- coumaric acids are synthesized to aspergillus niger general flavone
Note：Different letters represent significant difference, p<0.05.
The as shown by data of table 1, the addition of precursor 4- coumaric acids can promote aspergillus niger to synthesize flavone compound, with precursor
The increase of thing concentration, flavone compound synthesis is also in increase, and main cause is that intracellular concentration of substrate is general all very low, and addition is outer
Source substrate can improve intracellular concentration of substrate, with the increase of concentration of substrate, and enzymatic reaction speed is accelerated, and the product of synthesis is also corresponding
Increase, the significant difference (p compared with the control for being not added with precursor<0.05).When precursor concentration is 10-4moL·L-1When, flavones
Class compound synthesis amount is maximum.But precursor concentration continues to rise to 10-3moL·L-1, the decline of flavone compound synthetic quantity,
Possible cause is intracellular enzymatic reaction speed saturation, or even high concentration of substrate generates inhibitory action to enzymatic ability,
Therefore concentration of substrate is not that the higher the better.Cerous nitrate also shows similar effect, and flavonoids is significantly improved compared with the control
Synthesis (the p of compound<0.05).Meanwhile, nitric acid cerium concentration is respectively 20mgL-1, 25mgL-1And 30mgL-1When, it promotes
Effect significant difference (p compared with adding precursor<0.05) ability that rare earth element promotes flavone compound synthesis, is shown
Better than precursor.
In the presence of 2.3 4- coumaric acids, the influence that cerous nitrate is synthesized to aspergillus niger flavone compound
Table 1 illustrates 4- tonka-beans acid concentration 10-4moL·L-1When, the concentration of substrate needed for intracellular synthesis flavone compound is
Sufficient, while adding various concentrations cerous nitrate again, research aspergillus niger synthesizes the ability of flavone compound.
The 4- coumaric acids 10 of table 2-4moL·L-1When, the influence that cerous nitrate is synthesized to aspergillus niger flavone compound total amount
Note：Different letters represent significant difference, p<0.05.
In the presence of the data display of table 2,4- coumaric acids, cerous nitrate can also promote the synthesis of aspergillus niger flavone compound,
It is consistent that its effect tendency is not added with coumaric acid with table 1.
The HPLC that 2.4 cerous nitrates synthesize influence on aspergillus niger flavone compound is analyzed
To aspergillus niger when have studied 4- coumaric acids, cerous nitrate and both of which collective effect respectively with AAS above
Flavone compound synthesizes the influence of total amount, all with facilitation.It is yellow to aspergillus niger the following is cerous nitrate is analyzed by HPLC
The influence of ketone compounds synthesis because HPLC not only can the amount of research change, difference that can also be between analysis ingredient.
Fig. 2 is flavonoids hybrid standard product HPLC collection of illustrative plates；
Fig. 3 is to use cerous nitrate 25mgL-1Sample flavone compound HPLC collection of illustrative plates after processing；
Fig. 4 is to use cerous nitrate 0mgL-1Sample flavone compound HPLC collection of illustrative plates after processing.
The 25mgL of table 3-1Flavone compound HPLC is analyzed after cerous nitrate processing
4- coumaric acids are to synthesize the precursor needed for flavones, the amount that flavones is synthesized are had a significant impact, to flavonoid
The composition of thing is not interfered with, therefore HPLC detections is not add precursor, only the sample after the processing of addition cerous nitrate.Due to
Flavonoid content seldom, in order to ensure that detection is accurate, according to previous experiments result, chooses nitric acid cerium concentration 25mgL-1
Sample be measured because flavonoid content highest during this concentration, relatively most easily detection.
The as shown by data cerous nitrate of table 3 can promote the synthesis of flavone compound, total amount consistent with experimental result above
It is 2.07 times of control.But the flavonoid content of not all detection all increases, rutin (2.3 times) is merely add,
Daidzein (2.5 times), the amount of Quercetin (2.7 times), the amount of Kaempferol declines, and is the half of control, shows cerous nitrate to not
The influence of congener chromocor compound is different.HPLC analyses are displayed without detecting naringenin, it may be possible to aspergillus niger
Synthesize that naringenin is very micro or aspergillus niger in lack the related enzyme of synthesis naringenin.
3 conclusion
The A rings of flavone compound come from 3 malonyl coenzyme As, and B rings come from coumaroyl A, according to different knots
Structure feature can be divided into flavones and flavonols, flavanone and flavanonol, isoflavones and isoflavanone, chalcone and dihydro
Chalcone, aurones class, anthocyanidin and flavanol compound, 7 major classes such as other flavonoids.The rutin detected in this research belongs to
Flavonoids, daidzein belongs to osajin, and Quercetin and Kaempferol and undetected naringenin belong to flavonols.Cell
By aromatic amino acid (phenylalanine, tyrosine) starting synthesis flavone compound, basic process is as follows：
Process 1：
Process 2：
Other flavone compounds are formed by flavanone by modification, as flavanone passes through isoflavone synthase
(IFS) catalysis generation osajin；Flavanone forms flavonoids by flavone synthase (FNS) catalysis；Flavanone is by yellow
Ketone alkane -3- hydroxylases (F3H) catalysis forms flavanone alcohols, then forms flavonols through flavonols synthase (FLS) catalytic dehydrogenation
Class.It can be seen that, although flavonoids route of synthesis is shorter, it also requires a variety of enzymatics, rare earth element has an impact to the activity of enzyme, can
The reason for being synthesis flavonoid object amount and composition transfer, specifically act on that any or which kind enzyme need further to grind
Study carefully.
Present invention employs add cerous nitrate fermentation aspergillus niger in PDA liquid medium to prepare flavone compound
Method, from epimere, addition cerous nitrate can similarly prepare Huang in other culture mediums that can cultivate aspergillus niger
Ketone compounds.Therefore, the invention is not limited in prepare flavonoids using PDA liquid medium to carry out fermentation to aspergillus niger
Compound.
The present invention shows that cerous nitrate acts on similar to precursor 4- coumaric acids in terms of flavone compound synthetic quantity is improved,
It can contemplate in industrial microorganism fermenting and producing flavones as stimulating factor, reduce production cost.
Finally it should be noted that：The preferred embodiments of the present invention are the foregoing is only, are not intended to limit the invention,
Although the present invention is described in detail with reference to the foregoing embodiments, for those skilled in the art, it still may be used
To be modified to the technical scheme described in foregoing embodiments, or equivalent substitution is carried out to which part technical characteristic.
Within the spirit and principles of the invention, any modification, equivalent substitution and improvements made etc., should be included in the present invention's
Within protection domain.
Claims (10)
1. application of the cerous nitrate in flavone compound is prepared using fermentation of Aspergillus niger.
2. application according to claim 1, it is characterised in that：The application is to add cerous nitrate or addition in the medium
Cerous nitrate and 4- coumaric acids, then access aspergillus niger, carry out fermented and cultured, obtain flavone compound.
3. application according to claim 2, it is characterised in that：The concentration of the cerous nitrate is：10mg·L-1-40mg·L-1；Preferably, the concentration of the cerous nitrate is：20mg·L-1-30mg·L-1；As most preferably, the concentration of the cerous nitrate
For：25mg·L-1。
4. application according to claim 2, it is characterised in that：The concentration of the 4- coumaric acids is 10-4moL·L-1。
5. application according to claim 2, it is characterised in that：The culture medium is PDA liquid medium；Preferably,
The condition of the fermented and cultured is：30℃、180r·min-1, cultivate 72h.
6. the application according to claim any one of 1-5, it is characterised in that：The flavone compound is rutin, soybean
Aglycon or Quercetin.
7. a kind of method that utilization fermentation of Aspergillus niger prepares flavone compound, it is characterised in that：It is to add nitre in the medium
Sour cerium adds cerous nitrate and 4- coumaric acids, then accesses aspergillus niger, carries out fermented and cultured, obtains flavone compound.
8. method according to claim 7, it is characterised in that：The concentration of the cerous nitrate is：10mg·L-1-40mg·L-1；Preferably, the concentration of the cerous nitrate is：20mg·L-1-30mg·L-1；As most preferably, the concentration of the cerous nitrate
For：25mg·L-1。
9. method according to claim 7, it is characterised in that：The concentration of the 4- coumaric acids is 10-4moL·L-1。
10. the method according to claim any one of 7-9, it is characterised in that：The flavone compound is rutin, soybean
Aglycon or Quercetin.
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Cited By (1)
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| CN109258296A (en) * | 2018-12-05 | 2019-01-25 | 郑涛 | A kind of semicontinuous deep layer fermenting process of high yield Blackfungus polyhexose |
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| CN109258296A (en) * | 2018-12-05 | 2019-01-25 | 郑涛 | A kind of semicontinuous deep layer fermenting process of high yield Blackfungus polyhexose |
| CN109258296B (en) * | 2018-12-05 | 2020-11-06 | 江西天元药业有限公司 | Semi-continuous submerged fermentation process for high-yield auricularia auricula polysaccharide |
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