Chromone-containing benzoyl hydrazone compound capable of suppressing growth of cyanobacteria
A technology for benzoyl hydrazones and compounds, which is applied in the field of chromone-containing benzoyl hydrazone compounds and their preparation, and can solve problems such as unfavorable fish production and fish death
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Embodiment 1
[0013] Compound I-1
[0014] Preparation of nitrogen'-[(4-oxo-4hydro-chromone-3-)methene]-3-bromobenzohydrazide
[0015]
[0016] Dissolve 1 mmol of 3-bromobenzoylhydrazide in 10 ml of absolute ethanol, add 1 mmol of 3-formylchromone, and stir at room temperature for 1 hour, a milky white turbidity is formed. Suction filtration, washing with ethanol, and drying of the filter cake yielded white powder nitrogen'-[(4-oxo-4hydro-chromone-3-)methene]-3-bromobenzohydrazide with a yield of 90%, m.p. 175-178°C.
[0017] Molecular formula: C 17 h 11 BrN 2 o 3 ;
[0018] 1 H NMR(600MHz,dmso)δ12.03(s,1H,NH),8.85(s,1H,2-H),8.63(s,1H,CH=N),8.21-7.39(m,8H,ArH) ;
[0019] HR-MS(ESI):m / z=371.0038, calcd for C 17 h 11 BrN 2 o 3 [M+H] + :371.0031.
[0020] Compounds 2-19 were all prepared in a similar manner to compound 1
[0021] Compound I-2
[0022] Preparation of nitrogen'-[(6-chloro-4-oxo-4hydro-chromone-3-)methene]-3-bromobenzohydrazide
[0023]
[0024] The obtain...
Embodiment 2
[0148] The growth inhibition test of Microcystis aeruginosa FACHB 912 was carried out on the 19 compounds synthesized above. Microcystis aeruginosa FACHB 912 was cultured in BG-11 (+N) liquid medium containing different concentrations of compounds in an artificial climate incubator. The temperature of the incubator is controlled at 28°C±1°C, the humidity is 60%, the light intensity is 6000lx, 12h (light): 12h (dark), vibration mode, and manual shaking 3 times a day.
[0149] The specific operation is as follows:
[0150] 1. Pre-cultivate a batch of cyanobacteria, after 4-7 days of growth to the logarithmic phase, measure OD680, and inoculate for use;
[0151] 2. Dilute the algae liquid in the logarithmic phase with fresh BG-11 (+N) medium to obtain the inoculum liquid, and control the algae cell concentration to about 1×10 6 a / mL;
[0152] 3. Weigh the compound in advance, dissolve it in DMSO, and prepare the compound with different concentrations. Add 200 μL of the dilute...
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