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A new method for isolating (E)-azastilbene derivatives with antimicrobial properties from aqueous samples


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Figure 1

Structures of the analysed compounds: a) bromide of (E)-N-(o-bromobenzyl)-4′-hydroxystilbazole-4 (A1), and b) chloride of (E)-N-(p-chlorobenzyl)-4′-hydroxystilbazole-4 (A2)
Structures of the analysed compounds: a) bromide of (E)-N-(o-bromobenzyl)-4′-hydroxystilbazole-4 (A1), and b) chloride of (E)-N-(p-chlorobenzyl)-4′-hydroxystilbazole-4 (A2)

Figure 2

Chemical structures of bonded stationary phases used in the study: a) octadecyl, b) octyl, c) naphthylpropyl stationary phases
Chemical structures of bonded stationary phases used in the study: a) octadecyl, b) octyl, c) naphthylpropyl stationary phases

Figure 3

Breakthrough curves for bromide of (E)-N-(o-bromobenzyl)-4′-hydroxystilbazole-4, obtained in the column packings used in the study
Breakthrough curves for bromide of (E)-N-(o-bromobenzyl)-4′-hydroxystilbazole-4, obtained in the column packings used in the study

Figure 4

Mean recovery values (1 hour after sample preparation) for bromide of (E)-N-(o-bromobenzyl)-4′-hydroxystilbazole-4 (A1) and chloride of (E)-N-(p-chlorobenzyl)-4′-hydroxystilbazole-4 (A2), obtained from different matrices in the columns used in the study (n = 5)
Mean recovery values (1 hour after sample preparation) for bromide of (E)-N-(o-bromobenzyl)-4′-hydroxystilbazole-4 (A1) and chloride of (E)-N-(p-chlorobenzyl)-4′-hydroxystilbazole-4 (A2), obtained from different matrices in the columns used in the study (n = 5)

Figure 5

Mean content values for bromide of (E)-N-(o-bromobenzyl)-4′-hydroxystilbazole-4 (A1) and chloride of (E)-N-(p-chlorobenzyl)-4′-hydroxystilbazole-4 (A2) in the distilled, surface and waste water samples after 1 hour, 7 days, 28 days and 12 months, obtained in the naphthylpropyl column
Mean content values for bromide of (E)-N-(o-bromobenzyl)-4′-hydroxystilbazole-4 (A1) and chloride of (E)-N-(p-chlorobenzyl)-4′-hydroxystilbazole-4 (A2) in the distilled, surface and waste water samples after 1 hour, 7 days, 28 days and 12 months, obtained in the naphthylpropyl column

Concentration range of analytical compounds at which calibration curves are linear, and sensitivity of the HPLC method

Compound Concentration range (μg ml−1) Linear regression equation R2 LOD (μg ml−1) LOQ (μg ml−1)
(Al) 5–300 y = 0.5060x + 0.0499 0.9999 0.152 0.457
(A2) 5–300 y = 0.4998x + 0.0421 0.9999 0.149 0.473

Chemical and physical data of the analysed compounds

Compound M.p. °C IR (KBr) (cm−1) δCH=CH 1H-NMR δ(ppm) -ch2-+N
(A1) 217–220 981 5.91
(A2) 240–243 986 5.82
eISSN:
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Language:
English
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Journal Subjects:
Chemistry, other, Geosciences, Life Sciences