CN110078639A - A kind of schiff bases vanadium complex and the preparation method and application thereof - Google Patents
A kind of schiff bases vanadium complex and the preparation method and application thereof Download PDFInfo
- Publication number
- CN110078639A CN110078639A CN201910437232.6A CN201910437232A CN110078639A CN 110078639 A CN110078639 A CN 110078639A CN 201910437232 A CN201910437232 A CN 201910437232A CN 110078639 A CN110078639 A CN 110078639A
- Authority
- CN
- China
- Prior art keywords
- schiff bases
- solution
- ligand
- vanadium complex
- voso
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C249/00—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C249/02—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of compounds containing imino groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/02—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups
- C07C251/24—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oncology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
Abstract
The invention discloses a kind of schiff bases vanadium complexs and the preparation method and application thereof, belong to medicine technology field.The chemical structural formula of schiff bases vanadium complex of the present invention isChemical name is N, N '-two (5- chlorine-2-hydroxyl benzylidene) ethylene acid hydrazide vanadyl, abbreviation V2(C16H18Cl2N4O8)；It is 50~70 DEG C that 5- chloro-salicylic aldehyde-methanol solution constant-speed heating is warming up to temperature by the present invention, ethylene acid hydrazide is added in 5- chloro-salicylic aldehyde-methanol solution by several times, 5~7h of back flow reaction is cooling, and decompression filters, is dried to obtain ligand；Ligand is dissolved in ethyl alcohol-DMF solution and obtains ligand solution, by VOSO4Solution is added dropwise in ligand solution dropwise, and it is 40~60 DEG C, 42~54h of back flow reaction that constant-speed heating, which is warming up to temperature, and filtering, 10~15d of stewing process is up to schiff bases vanadium complex crystal.Schiff bases vanadium complex crystal of the present invention can be used for antimicrobial agent.
Description
Technical field
The present invention relates to a kind of schiff bases vanadium complexs and the preparation method and application thereof, belong to medicine technology field.
Background technique
The use of anti-infectives is that treatment infectious diseases played an important role.But it is wide with anti-infectives
The drug resistance incidence of general application, various antibacterials increases year by year, such as methicillin-resistant staphylococcus aureus (MRSA),
ESBLS Klebsiella Pneumoniae, escherichia coli and proteus mirabilis are produced, produces the bacterial strains such as the pseudomonas aeruginosa of AmpC enzyme, carefully
The multidrug resistant problem of bacterium has become the hot spot of global concern.The continuous aggravation of bacterial resistance implementations, the biography of bacterial drug resistance
It broadcasts and will lead to the severe situation that multi-drug resistant bacteria infection can be cured without medicine with sprawling.In order to seek redress, it is new to be dedicated to research
Type drug-resistance bacteria medicine is very urgent.
Summary of the invention
For drug-resistance bacteria medicine, a kind of schiff bases vanadium complex and preparation method thereof is provided
With application, schiff bases vanadium complex of the invention has bacteriostatic activity to the clinical drug-resistant bacterium of golden staphylococci.
A kind of schiff bases vanadium complex, chemical structural formula are
Chemical name is N, N '-two (5- chlorine-2-hydroxyl benzylidene) ethylene acid hydrazide vanadyl, abbreviation V2
(C16H18Cl2N4O8)。
The preparation method of the schiff bases vanadium complex, the specific steps are as follows:
(1) 5- chloro-salicylic aldehyde is dissolved in methanol and obtains 5- chloro-salicylic aldehyde-methanol solution, constant-speed heating is warming up to temperature
It is 50~70 DEG C, ethylene acid hydrazide is added in 5- chloro-salicylic aldehyde-methanol solution by several times, 5~7h of back flow reaction is cooling,
Decompression filters, is dried to obtain ligand；
(2) by VOSO4It is dissolved in the water to obtain VOSO4The ligand of step (1) is dissolved in ethyl alcohol-DMF solution by solution
Ligand solution is obtained, by VOSO4Solution is added dropwise in ligand solution dropwise, and it is 40~60 DEG C that constant-speed heating, which is warming up to temperature, is returned
Stream 42~54h of reaction, filtering, 10~15d of stewing process is up to schiff bases vanadium complex crystal.
The concentration of 5- chloro-salicylic aldehyde is 1~5mM in 5- chloro-salicylic aldehyde-methanol solution in the step (1).
The molar ratio of ethylene acid hydrazide and 5- chloro-salicylic aldehyde are (1~5): (6~12) in the step (1).
Step (2) VOSO4VOSO in solution4Concentration be 0.5~2mM.
The concentration of ligand is 0.5~2mM in step (2) ligand solution.
Step (2) VOSO4Molar ratio with ligand is that concentration is 0.5~2mM.
Step (2) VOSO4Molar ratio with ligand is (0.5~2): (0.5~2).
The volume ratio of ethyl alcohol and DMF are (15~20) in the ethyl alcohol-DMF solution: 1.
Application of the schiff bases vanadium complex in antimicrobial agent.
Preferably, application of the schiff bases vanadium complex in antimicrobial agent staphylococcus aureus.
Further, schiff bases vanadium complex is 125~250ug/mL, MBC value to the MIC value of staphylococcus aureus
For 250~500ug/mL.
Beneficial effects of the present invention: (1) the clinical drug-resistant bacterium of schiff bases vanadium complex of the invention to golden staphylococci
With bacteriostatic activity；
(2) ability of schiff bases vanadium complex of the present invention suppression staphylococcus aureus R82 bacterium be better than CAC, CAZ, CFX,
FEP,P,LVF,AM；Schiff bases vanadium complex suppression staphylococcus aureus R130 bacterium ability be better than CAC, CAZ, CFX,
FEP,P,LVF,AM；Schiff bases vanadium complex suppression 319 bacterium of staphylococcus aureus ability be better than CAC, CAZ, CFX, FEP,
P、AM。
Detailed description of the invention
Fig. 1 is the synthetic schemes of schiff bases vanadium complex；
Fig. 2 is the infrared spectrogram of 1 schiff bases vanadium complex of embodiment；
Fig. 3 is the crystal structure figure of 1 schiff bases vanadium complex of embodiment.
Specific embodiment
Invention is further described in detail With reference to embodiment, but protection scope of the present invention and unlimited
In the content.
Embodiment 1: a kind of schiff bases vanadium complex, chemical structural formula are
Chemical name is N, N '-two (5- chlorine-2-hydroxyl benzylidene) ethylene acid hydrazide vanadyl, abbreviation V2
(C16H18Cl2N4O8)；
The synthetic schemes of schiff bases vanadium complex is shown in Fig. 1；
The preparation method of the schiff bases vanadium complex, the specific steps are as follows:
(1) 5- chloro-salicylic aldehyde is dissolved in methanol and obtains 5- chloro-salicylic aldehyde-methanol solution, constant-speed heating is warming up to temperature
It is 60 DEG C, ethylene acid hydrazide is added three times in 5- chloro-salicylic aldehyde-methanol solution, back flow reaction 6h under stirring condition is cold
But, decompression filter, be placed in temperature be 60 DEG C under the conditions of be dried to obtain ligand；Wherein 5- chlorine water in 5- chloro-salicylic aldehyde-methanol solution
The concentration of poplar aldehyde is 0.75M；The molar ratio of ethylene acid hydrazide and 5- chloro-salicylic aldehyde are 1:2；The yield of ligand in the present embodiment
It is 47.14%；
(2) by VOSO4It is dissolved in the water to obtain VOSO4The ligand of step (1) is dissolved in ethyl alcohol-DMF solution by solution
Ligand solution is obtained, by VOSO4Solution is added dropwise in ligand solution dropwise, and it is 50 DEG C of back flow reactions that constant-speed heating, which is warming up to temperature,
48h, filtering, stewing process 10d is up to schiff bases vanadium complex crystal；Wherein VOSO4VOSO in solution4Concentration be
0.5mM, the volume ratio of ethyl alcohol and DMF are 15:1 in ethyl alcohol-DMF solution, and the concentration of ligand is 0.5mM, VOSO in ligand solution4
Molar ratio with ligand is 1:1；
Schiff bases vanadium complex crystal is yellow bulk crystals, is suitble to X-ray single crystal diffraction；The present embodiment schiff bases
The yield of vanadium complex is 60%；
The infrared spectrogram of schiff bases vanadium complex is shown in Fig. 2, as can be seen from Figure 2, infrared spectroscopy IR (KBr disk): ν
(cm-1(the ν of)=1607.22C=c),1535.81(νC=N),1261.73(νc-o)；
The elemental analysis Anal.Calcd.forC of schiff bases vanadium complex16H18Cl2N4O8V2: C, 33.86；H, 3.17；
N, 9.87Found:33.75；H, 3.16；N, 9.72；
The crystal structure figure of schiff bases vanadium complex is shown in that its single crystal parameters of Fig. 3 and crystal test data are shown in Table 1.
1 schiff bases vanadium complex single crystal parameters of table and crystal test data
Its molecular formula C of schiff bases vanadium complex16H18Cl2N4O8V2, molecular weight FW=567.12.
Embodiment 2: the antibacterial research of 1 schiff bases vanadium complex of embodiment
Antibody-resistant bacterium identification
Antibody-resistant bacterium is isolated from 920 hospital clinical infectivity sample of liberation army joint logistics system army, well-established law Zengjing Granule.Gold
Drug tolerance of strain detection in Portugal's is carried out by antibiotic susceptibility traditional test methods (K-B paper disk method), with CLSI2007 editions (the 17th editions)
The Cefoxitin drug sensitive test paper operating method and criterion of recommendation confirm；
Drug-fast bacteria antibiotics susceptibility test
Drug-fast bacteria antibiotics susceptibility test is according to CLSI2007 editions (CLSI, 2007) antibiotic drug sensitive traditional test methods (paper disk method)
It carries out；
Scalping:
According to U.S. clinical test examination standard committee (CLSI) on method and standard be measured[15], test previous
It, gold Portugal ATCC25923 to be measured and gold Portugal ATCC29213 are inoculated in MH culture medium, cultivate 18-24h in 35 DEG C of insulating boxs, make
Activation.Using 5%DMSO as solvent, make 1 dissolution of crystals of complex and be configured to the concentration of 30mg/mL, places stand-by.Again with sterile
Cotton swab dips the bacteria suspension that the normal bacterial concentration prepared is 1.5*10^8CFU/ml, uniformly smears corresponding culture medium,
The Kong Zhongzhong accomplished fluently on culture medium flat plate is added in the medical fluid (30mg/mL) that 50uL is prepared with micropipettor, sets 35 DEG C of perseverances
18-24h is cultivated in incubator, measures inhibition zone size；Make blank control with 5%DMSO；
Drug-fast bacteria screening and drug sensitive test paper comparative experiments
Choose the clinical drug-resistant bacterial strain of 6 plants of golden staphylococcis, drug sensitive test paper take minocycline, Cefoxitin, benzyl penicillin,
Vancomycin, levofloxacin, rifampin, tobramycin；Drug sensitive test paper takes Etimicin, Ciprofloxacin, ampicillin, ammonia bent
South, cefotaxime, safe energy, levofloxacin, cefotaxime/potassium clavulanate, it is antibacterial with synthesis compound using plate semar technique
Circle size compares；
The measurement of minimum inhibitory concentration MIC value
The complex for choosing (antibacterial circle diameter is not less than 10mm) sensitive to antibody-resistant bacterium, according to U.S. clinical and laboratory
The micro-dilution method that Standard Association (CLSI) is recommended measures different strains to MIC value (the bacterium M-H meat soup of Different Complex
Culture solution, every group operation repetitive 3 times, obtain mean concentration；Sterile 96 hole flat-bottom microplates are selected, often ranked first hole
Middle addition 200uL culture solution is as negative control；100uL bacterium solution and 100uL culture solution are added in hole as sun often ranked second
Property control；Addition culture solution 100uL in each hole 3-12 is arranged every, test medicine 100uL then is added in every the 3rd hole of arranging, mixes
Close uniformly, and take out 100uL and move in the 4th hole, and so on until 100uL is drawn after mixing in the 12nd hole discards, finally in 3-
Bacterium (the 5*10^ after mixing is added in 12 each holes5) and fungi (1*10^ CFU/mL4CFU/mL bacteria suspension 100ul).It will training
Feeding plate, which is placed in 35 DEG C of insulating boxs, cultivates observation for 24 hours as a result, measuring its MIC value.Black background observation is selected, it is clearly saturating with solution
Drug concentration in bright minimum concentration hole is MIC；
The measurement of minimum bactericidal concentration MBC value
After determining MIC value, the culture in 3-5 hole before MIC value is taken, transferred species sets 35 DEG C of training on MH agar plate
It supports in case, the rear taking-up observation of culture 22h or so, lowest concentration of drug of the bacteria colony count averagely less than 5 is determined as the change
Close the MBC of object；
The Analysis of Antimicrobial Activity of complex
Judgment criteria: inhibition zone is weak less than 10mm expression bacteriostasis or without bacteriostatic activity；It is slight sensitive equal to 10mm；
11-15mm is medium sensitivity；It is highly sensitive greater than 16mm；Metal complex the results are shown in Table 2 to the antibacterial of standard bacteria；
The antibacterial circle diameter (unit: mm) of 2 complex extracorporeal bacteria inhibitor test of table
It can determine whether that complex is sensitive to standard staphylococcus aureus according to 2 result of table；
Complex analyzes the bacteriostatic activity of S. atreus clinical separation strains
Antibacterial experiment in vitro uses disk diffusion method, strain used are as follows: be clinically separated methicillin-resistant staphylococcus grape ball
Bacterium.Test result is as shown in table 3；
Antibacterial circle diameter (unit: mm) of 3 complex of table to S. atreus clinical separation strains
Complex is to the antibacterial result of the quick scraps of paper of common antibiotics susceptibility such as table 4；
4 gold medal grape drug sensitive test paper inhibition zone (unit: mm) of table
Table 3 is it is found that complex is sensitive to most of Staphylococcus aureus antibody-resistant bacterium；Table 4 shows: complex presses down Portugal R82
Bacterium ability is better than CAC, CAZ, CFX, FEP, P, LVF, AM；Complex suppression Portugal R130 bacterium ability be better than CAC, CAZ, CFX, FEP,
P,LVF,AM；Complex suppression 319 bacterium ability of Portugal is better than CAC, CAZ, CFX, FEP, P, AM；
Measurement result of the complex to the MIC/MBC of S. aureus L-forms
By the screening of inhibition zone result, chooses complex of the antibacterial circle diameter greater than 12mm and MIC and MBC is carried out to it
Measurement；Its measurement result is shown in Table 5:
MIC and MBC of 5 complex of table to golden Portugal:
In the present embodiment, complex is 125~250ug/ml to the MIC value of staphylococcus aureus, and MBC value is 250
~500 ug/ml；Show that complex has certain fungistatic effect to staphylococcus aureus.
Embodiment 3: a kind of schiff bases vanadium complex, chemical structural formula are
Chemical name is N, N '-two (5- chlorine-2-hydroxyl benzylidene) ethylene acid hydrazide vanadyl, abbreviation V2
(C16H18Cl2N4O8)；
The synthetic schemes of schiff bases vanadium complex is shown in Fig. 1；
The preparation method of the schiff bases vanadium complex, the specific steps are as follows:
(1) 5- chloro-salicylic aldehyde is dissolved in methanol and obtains 5- chloro-salicylic aldehyde-methanol solution, constant-speed heating is warming up to temperature
It is 50 DEG C, ethylene acid hydrazide is added three times in 5- chloro-salicylic aldehyde-methanol solution, back flow reaction 5h under stirring condition is cold
But, decompression filter, be placed in temperature be 50 DEG C under the conditions of be dried to obtain ligand；Wherein 5- chlorine water in 5- chloro-salicylic aldehyde-methanol solution
The concentration of poplar aldehyde is 1M；The molar ratio of ethylene acid hydrazide and 5- chloro-salicylic aldehyde are 1:2；The yield of ligand is in the present embodiment
47%；
(2) by VOSO4It is dissolved in the water to obtain VOSO4The ligand of step (1) is dissolved in ethyl alcohol-DMF solution by solution
Ligand solution is obtained, by VOSO4Solution is added dropwise in ligand solution dropwise, and it is 50 DEG C of back flow reactions that constant-speed heating, which is warming up to temperature,
42h, filtering, stewing process 10d is up to schiff bases vanadium complex crystal；Wherein VOSO4VOSO in solution4Concentration be
0.5mM, the volume ratio of ethyl alcohol and DMF are 15:1 in ethyl alcohol-DMF solution, and the concentration of ligand is 0.5mM, VOSO in ligand solution4
Molar ratio with ligand is 0.5:0.5；Schiff bases vanadium complex crystal is yellow bulk crystals, and X-ray monocrystalline is suitble to spread out
It penetrates；The yield of the present embodiment schiff bases vanadium complex is 55%.
Embodiment 4: a kind of schiff bases vanadium complex, chemical structural formula are
Chemical name is N, N '-two (5- chlorine-2-hydroxyl benzylidene) ethylene acid hydrazide vanadyl, abbreviation V2
(C16H18Cl2N4O8)；
The synthetic schemes of schiff bases vanadium complex is shown in Fig. 1；
The preparation method of the schiff bases vanadium complex, the specific steps are as follows:
(1) 5- chloro-salicylic aldehyde is dissolved in methanol and obtains 5- chloro-salicylic aldehyde-methanol solution, constant-speed heating is warming up to temperature
It is 60 DEG C, ethylene acid hydrazide is divided 4 times and is added in 5- chloro-salicylic aldehyde-methanol solution, back flow reaction 6h under stirring condition is cold
But, decompression filter, be placed in temperature be 55 DEG C under the conditions of be dried to obtain ligand；Wherein 5- chlorine water in 5- chloro-salicylic aldehyde-methanol solution
The concentration of poplar aldehyde is 1.5M；The molar ratio of ethylene acid hydrazide and 5- chloro-salicylic aldehyde are 3:6；The yield of ligand is in the present embodiment
50%；
(2) by VOSO4It is dissolved in the water to obtain VOSO4The ligand of step (1) is dissolved in ethyl alcohol-DMF solution by solution
Ligand solution is obtained, by VOSO4Solution is added dropwise in ligand solution dropwise, and it is 55 DEG C of back flow reactions that constant-speed heating, which is warming up to temperature,
48h, filtering, stewing process 12d is up to schiff bases vanadium complex crystal；Wherein VOSO4VOSO in solution4Concentration be 1mM,
The volume ratio of ethyl alcohol and DMF are 30:2 in ethyl alcohol-DMF solution, and the concentration of ligand is 1mM, VOSO in ligand solution4With ligand
Molar ratio is 1:1；Schiff bases vanadium complex crystal is yellow bulk crystals, is suitble to X- ray single crystal diffraction；The present embodiment seat
The yield of husband's alkali vanadium complex is 60%.
Embodiment 5: a kind of schiff bases vanadium complex, chemical structural formula are
Chemical name is N, N '-two (5- chlorine-2-hydroxyl benzylidene) ethylene acid hydrazide vanadyl, abbreviation V2
(C16H18Cl2N4O8)；
The synthetic schemes of schiff bases vanadium complex is shown in Fig. 1；
The preparation method of the schiff bases vanadium complex, the specific steps are as follows:
(1) 5- chloro-salicylic aldehyde is dissolved in methanol and obtains 5- chloro-salicylic aldehyde-methanol solution, constant-speed heating is warming up to temperature
It is 70 DEG C, ethylene acid hydrazide is divided 5 times and is added in 5- chloro-salicylic aldehyde-methanol solution, back flow reaction 7h under stirring condition is cold
But, decompression filter, be placed in temperature be 60 DEG C under the conditions of be dried to obtain ligand；Wherein 5- chlorine water in 5- chloro-salicylic aldehyde-methanol solution
The concentration of poplar aldehyde is 2M；The molar ratio of ethylene acid hydrazide and 5- chloro-salicylic aldehyde are 6:12；The yield of ligand is in the present embodiment
55%；
(2) by VOSO4It is dissolved in the water to obtain VOSO4The ligand of step (1) is dissolved in ethyl alcohol-DMF solution by solution
Ligand solution is obtained, by VOSO4Solution is added dropwise in ligand solution dropwise, and it is 60 DEG C of back flow reactions that constant-speed heating, which is warming up to temperature,
54h, filtering, stewing process 15d is up to schiff bases vanadium complex crystal；Wherein VOSO4VOSO in solution4Concentration be
1.5mM, the volume ratio of ethyl alcohol and DMF are 45:3 in ethyl alcohol-DMF solution, and the concentration of ligand is 1.5mM, VOSO in ligand solution4
Molar ratio with ligand is 1.5:1.5；Schiff bases vanadium complex crystal is yellow bulk crystals, and X-ray monocrystalline is suitble to spread out
It penetrates；The yield of the present embodiment schiff bases vanadium complex is 65%.
Claims (8)
1. a kind of schiff bases vanadium complex, it is characterised in that: chemical structural formula is
Chemical name is N, N '-two (5- chlorine-2-hydroxyl benzylidene) ethylene acid hydrazide vanadyl, abbreviation V2
(C16H18Cl2N4O8)。
2. the preparation method of schiff bases vanadium complex described in claim 1, which is characterized in that specific step is as follows:
(1) 5- chloro-salicylic aldehyde is dissolved in methanol and obtains 5- chloro-salicylic aldehyde-methanol solution, it is 50 that constant-speed heating, which is warming up to temperature,
~70 DEG C, ethylene acid hydrazide is added in 5- chloro-salicylic aldehyde-methanol solution by several times, 5~7h of back flow reaction is cooling, decompression
It filters, be dried to obtain ligand；
(2) by VOSO4It is dissolved in the water to obtain VOSO4The ligand of step (1) is dissolved in ethyl alcohol-DMF solution and obtains by solution
Ligand solution, by VOSO4Solution is added dropwise in ligand solution dropwise, and it is 40~60 DEG C that constant-speed heating, which is warming up to temperature, and reflux is anti-
42~54h is answered, is filtered, 10~15d of stewing process is up to schiff bases vanadium complex crystal.
3. the preparation method of schiff bases vanadium complex according to claim 1, it is characterised in that: 5- chlorine water in step (1)
The concentration of 5- chloro-salicylic aldehyde is 1~5mM in poplar aldehyde-methanol solution.
4. the preparation method of schiff bases vanadium complex according to claim 1, it is characterised in that: ethanedioic acid in step (1)
The molar ratio of two hydrazides and 5- chloro-salicylic aldehyde are (1~5): (6~12).
5. the preparation method of schiff bases vanadium complex according to claim 1, it is characterised in that: step (2) VOSO4Solution
Middle VOSO4Concentration be 0.5~2mM.
6. the preparation method of schiff bases vanadium complex according to claim 1, it is characterised in that: step (2) ligand solution
The concentration of middle ligand is 0.5~2mM.
7. the preparation method of schiff bases vanadium complex according to claim 1, it is characterised in that: step (2) VOSO4With match
The molar ratio of body is (0.5~2): (0.5~2).
8. application of the schiff bases vanadium complex in antimicrobial agent described in claim 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910437232.6A CN110078639A (en) | 2019-05-24 | 2019-05-24 | A kind of schiff bases vanadium complex and the preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910437232.6A CN110078639A (en) | 2019-05-24 | 2019-05-24 | A kind of schiff bases vanadium complex and the preparation method and application thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN110078639A true CN110078639A (en) | 2019-08-02 |
Family
ID=67421695
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201910437232.6A Pending CN110078639A (en) | 2019-05-24 | 2019-05-24 | A kind of schiff bases vanadium complex and the preparation method and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN110078639A (en) |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101967159A (en) * | 2009-12-17 | 2011-02-09 | 辽宁师范大学 | Amino acid Schiff base ligand-containing vanadium oxide compound |
| CN102580776A (en) * | 2012-01-20 | 2012-07-18 | 中北大学 | Preparation and application method of immobilization double-tooth Schiff base vanadyl complex catalyst |
| CN103232486A (en) * | 2013-05-07 | 2013-08-07 | 山西大学 | Vanadium oxide complex as well as preparation method and application thereof |
| CN106749392A (en) * | 2016-10-28 | 2017-05-31 | 辽宁师范大学 | The application of acylhydrazone vanadium complex and preparation method thereof and acylhydrazone vanadium complex in catalytic epoxidation |
-
2019
- 2019-05-24 CN CN201910437232.6A patent/CN110078639A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101967159A (en) * | 2009-12-17 | 2011-02-09 | 辽宁师范大学 | Amino acid Schiff base ligand-containing vanadium oxide compound |
| CN102580776A (en) * | 2012-01-20 | 2012-07-18 | 中北大学 | Preparation and application method of immobilization double-tooth Schiff base vanadyl complex catalyst |
| CN103232486A (en) * | 2013-05-07 | 2013-08-07 | 山西大学 | Vanadium oxide complex as well as preparation method and application thereof |
| CN106749392A (en) * | 2016-10-28 | 2017-05-31 | 辽宁师范大学 | The application of acylhydrazone vanadium complex and preparation method thereof and acylhydrazone vanadium complex in catalytic epoxidation |
Non-Patent Citations (3)
| Title |
|---|
| SYIEMLIEH, IBANPHYLLA 等: "Reactivity and Catalytic Activity of Homobimetallic Vanadium(V) Complex Derived from Bis(5-chlorosalicylaldehyde)oxaloyldihydrazone Ligand", 《APPLIED ORGANOMETALLIC CHEMISTRY》 * |
| XIE, MING-JIN 等: "Synthesis and characterization of oxidovanadium complexes as enzyme inhibitors targeting dipeptidyl peptidase IV", 《JOURNAL OF INORGANIC BIOCHEMISTRY》 * |
| 李艳蓉 等: "钒氧羧酸类配合物的合成及降糖活性研究", 《昆明医学院学报》 * |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Sheikhshoaie et al. | Synthesis, spectral characterization, X-ray crystal structure and antimicrobial activities of two cis dioxido-vanadium (V) complexes incorporating unsymmetrical dimalonitrile-based (NNO) Schiff base ligands | |
| Vicini et al. | Synthesis and antimicrobial activity of novel 2-thiazolylimino-5-arylidene-4-thiazolidinones | |
| Prakash et al. | Synthesis, characterization and in vitro antimicrobial activity of some novel 5-substituted Schiff and Mannich base of isatin derivatives | |
| CN113336720A (en) | Guanidyl thiazole compound and preparation method and application thereof | |
| CN114230519A (en) | Pleuromutilin cinnamate compounds with drug-resistant bacterium resisting activity and synthesis method and application thereof | |
| CN114634498B (en) | Pleuromutilin derivative containing thiazole-pyridine benzyl quaternary ammonium salt side chain and preparation method and application thereof | |
| CN110078639A (en) | A kind of schiff bases vanadium complex and the preparation method and application thereof | |
| Zakir et al. | Antibacterial activities of benzoin thiosemicarbazone and its complexes with Co (II) and Ni (II) | |
| CN107827852B (en) | Patchoulenone derivative and preparation method and application thereof | |
| CN102391193B (en) | 1,2,4-triazole derivative and preparation method and use thereof | |
| CN113209085B (en) | Application of novel aloperine A in preparation of antibacterial drugs | |
| CN104530082A (en) | Cefathiamidine compound | |
| Ghosh et al. | Antibacterial, Antifungal and Phytotoxic Screening of Some Prepared Pyrazine Derivatives in Comparison to Their Respective a-Diketo Precursors | |
| Mkpenie et al. | Antimicrobial activity of azo-schiff bases derived from salicylaldehyde and para-substituted aniline | |
| CN110437099B (en) | Aromatic hydrazide compound and preparation method and application thereof | |
| Vitiu et al. | Synthesis and biological properties of the novel coordination compound with rhodanine-3-acetic acid | |
| CN109206337B (en) | Diphenyl acid compounds derived from sandalwood endophytic fungi, preparation method thereof and application thereof in preparation of antibacterial drugs | |
| CN105085577A (en) | Schiff-base manganese complex and preparation method thereof | |
| CN107648217A (en) | Neo-garcinolic acid or derivatives thereof is being prepared for preventing and/or treating by the purposes in the medicine of bacterial relevant disease | |
| Iornumbe et al. | Studies on the synthetic and biological activity of some organotin (IV) derivatives of hexanedioic acid | |
| CN112442051B (en) | Flavone metal complex for inhibiting citrus canker pathogenic bacteria | |
| CN105111227B (en) | Schiff base dinuclear cadmium complex and preparation method therefor | |
| CN114262324A (en) | Bixazole drug molecule capable of being used for hospital nursing sterilization and application thereof | |
| CN102617562B (en) | Thiazole derivant and preparation method and use thereof | |
| Shelke | Biological Evaluation of 1, 3-Bis-(2-Substitutedamino-6-Substitutedimino-1, 3, 5-Thiadiazin-4-yl)-Thiourea Derivatives as Antimicrobial agents |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20190802 |