Chromone-containing benzoyl hydrazone compound with inhibiting effect on growth of synechocystis PCC6803 and preparation method thereof
A PCC6803, a technology containing chromone benzoyl hydrazone, applied in the directions of botanical equipment and methods, chemicals for biological control, biocides, etc.
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Embodiment 1
[0032] Compound I-1
[0033] Preparation of nitrogen'-[(4-oxo-4hydro-chromone-3-)methene]-3,5-dihydroxybenzohydrazide
[0034]
[0035] Dissolve 1mmol of 3,5-dihydroxybenzoylhydrazide in 11ml of ethanol, add 1mmol of 3-formylchromone, add 2 drops of acetic acid, keep stirring at room temperature for 1 hour, white insoluble matter is formed. Suction filtration, washing with ethanol, and drying of the filter cake yielded white powder nitrogen'-[(4-oxo-4hydro-chromone-3-)methene]-3,5-dihydroxybenzoic hydrazide with a yield of 82 %, melting point 217-220°C.
[0036] Molecular formula: C 17 h 12 N 2 o 5 ;
[0037] 1 H NMR (600MHz, DMSO-d 6 )δ11.79(s,1H,NH),9.56(s,2H,OH),8.84–6.30(m,9H,=CH-O,CH=N,ArH);
[0038] HRMS(MALDI):m / z=363.0372, calcd for C 17 h 12 N 2 o 5 [M+K] + :363.0383.
[0039] Compounds 2-19 were all prepared in a similar manner to compound 1-1
[0040] Compound I-2
[0041] Preparation of nitrogen'-[(6-chloro-4-oxo-4hydro-chromone-3-)methene]-3,5-...
Embodiment 2
[0266] The 33 compounds synthesized above were tested for growth inhibition of Synechocystis sp. PCC6803. Synechocystis PCC6803 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.
[0267] The specific operation is as follows:
[0268] 1. Pre-cultivate a batch of cyanobacteria, after 4-7 days of growth to the logarithmic phase, measure OD680, and inoculate for use;
[0269] 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;
[0270] 3. Weigh the compound in advance, dissolve it in DMSO, and prepare the compound with different concentrations. Add 200 μL of the diluted inoculum solution to each well...
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