Abstract
Some new N-acylhydrazones 7a-c having dibenzo[a,d][7]annulene moiety were synthesized by condensation of corresponding hydrazide 5 with aromatic aldehydes. The structures of these newly compounds were elucidated by IR, 1H-NMR, 13C-NMR, and elemental analysis. In the view of the therapeutical potential of the newly compounds, we evaluated their toxicological profile using Daphnia magna bioassay.
Highlights
Some new N-acylhydrazones 7a-c having dibenzo[a,d][7]annulene moiety were synthesized by condensation of corresponding hydrazide 5 with aromatic aldehydes
In the view of the therapeutical potential of the newly compounds, we evaluated their toxicological profile using Daphnia magna bioassay
Yl)acetohydrazides to aromatic aldehydes is confirmed in the infrared spectra of the new acylhydrazones 7a-c by the appearance of a new absorption bands due to stretching vibration of C=N imine group ( 1608-1622 cm-1)
Summary
2978 m, 2888 m, 1663 s, 1622 m, 1606 s, 1574 w; 1H-NMR (300 MHz, DMSO-d6, δ, ppm, J, Hz): 12.01 (s, NH, eq); 2-(5H-dibenzo[a,d][7]annulen-5-yl)-N’-[(4-. (CH, ax); 129.65 (CH, ax); 129.59 (CH, ax); 129.37 (CH, Harom); 7.04 (2H, s, H10’-11’); 4.67 (H5’, t, 7.6, ax); 3.80 (H5’, eq); 128.92 (CH, ax); 128.81 (CH, eq); 128.58 (CH, eq); t, 7.6, eq); 2.97 (2H, H12’, d, 7.6, ax); 2.54 (2H, H12’, d, 7.6, 127.71 (CH, eq); 126.67 (CH, ax); 126.67 (CH, eq); 125.62 eq); 13C-NMR (75 MHz, DMSO-d6, δ, ppm): 172.07 Statistical analysis The lethal concentrations that kill 50% of organisms (LC50) were determined by interpolating on lethality logarithm of concentration curves using the least squares fit method. All calculations were performed using GraphPad Prism version 5.0 software (USA)
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