3,3'-(3,4-dichlorobenzylidene)-bis-4-hydroxycoumarin and application thereof in preparation of medicine for resisting multi-drug resistant bacteria
A technology of dichlorobenzylidene and hydroxycoumarin, applied in antibacterial drugs, active ingredients of heterocyclic compounds, organic chemistry, etc., can solve the problem of no antibacterial activity, toxicity and toxic effects of coumarin compounds And other issues
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Embodiment 1
[0028] Example 1: Chemical synthesis, crystal incubation and structure identification of the compound DCH. In this embodiment, the specific test steps are as follows.
[0029] In the first step, add 10g of 4-hydroxycoumarin and 100mL of absolute ethanol into a 250mL three-necked flask, and heat until the 4-hydroxycoumarin is dissolved.
[0030] In the second step, add 5.2g of 3,4-dichlorobenzaldehyde and heat to reflux for 3-4 hours.
[0031]In the third step, white solid particles are precipitated, and the heating is continued for about 1 hour. After the reaction is completed, the reaction is naturally cooled, then suction filtered, and then recrystallized with 95% ethanol to finally obtain pure white granular crystals.
[0032] The fourth step is to cultivate single crystal by solution interface diffusion method: dissolve a small amount of compound DCH in dichloromethane solution, carefully spread acetone solution on top, the volume ratio is dichloromethane: acetone = 3:2, ...
Embodiment 2
[0037] Embodiment 2: the minimum inhibitory concentration determination of compound DCH
[0038] The first step, the gradient dilution method of DCH and antibacterial drugs: Weigh 2 mg of compound DCH or control antibacterial drugs and add it to 1 ml of diluent and mix evenly. The concentration of the drug stock solution is 2 mg / ml. After the original solution is diluted, it is sterilized by filtration, and a small amount is used for equipment. The stock solution can be stored for 3 months at -20°C, but only one week at 4°C. 512μl stock solution was added to 488μl M-H broth medium, and the highest concentration of antibacterial drugs after mixing was 2048μg / ml. Pipette 100 μl of the drug with the highest concentration and add it to the No. 1 hole in each row. After mixing, suck out 100 μl from the No. 1 hole, add it to No. 2, and then multiply and dilute it to No. 10, then suck out 100 μl and discard it, so that the gradient concentration of the drug is 1024, 512, 256, 128, ...
Embodiment 3
[0045] Example 3: Determination of compound DCH sterilization curve.
[0046] In the first step, take 8 sterile Erlenmeyer flasks and mark them as "growth control tube and compound DCH" respectively. Add 6ml of nutrient broth to each bottle respectively.
[0047] In the second step, the quantitative compound DCH was added to each Erlenmeyer flask at a concentration of 32 μg / ml, and the same volume of deionized water was added to the growth control group.
[0048] In the third step, add 60 μl of Staphylococcus aureus (S.aureas, ATCC29213) and Methicillin-resistant Staphylococcus aureus (MRSA, XJ75302) into each Erlenmeyer flask. , USA300 (LAC) and vancomycin-resistant Staphylococcus aureus (Mu50ATCC700699), the final concentration of each tube was about 10 6 CFU / ml.
[0049] Step 4: Immediately after adding bacteria, vortex the Erlenmeyer flask evenly for 15 seconds. After 10-fold serial dilution of 1000 times, take 0.1ml of bacterial solution and inoculate them on M-H agar ...
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