Figure 1
Antimicrobial activity of (2RS)- bis [3-(4-propionyl-2-alkoxymethyl)phenoxy-2-hydroxypropyl]isopropylammonium fumarate_
| Description | R1 | R2 | MIC(mmol/L) E. coli | MIC(mmol/L) S. aureus | MIC(mmol/L) C. albicans |
|---|---|---|---|---|---|
| FpP4n3i | CH3CH2 | (CH2)3CH3 | N | 0.61 | n |
| FpP5n3i | CH3CH2 | (CH2)4CH3 | N | 0.35 | n |
| FpP6n3i | CH3CH2 | (CH2)5CH3 | 0.34 | 0.08 | 0.23 |
| FpP7n3i | CH3CH2 | (CH2)6CH3 | 0.22 | 0.03 | 0.07 |
| FpP9n3i | CH3CH2 | (CH2)8CH3 | 0.20 | 0.01 | 0.01 |
| FpA5n3i | CH3 | (CH2)4CH3 | N | 0.61 | n |
| FpA6n3i | CH3 | (CH2)5CH3 | 0.35 | 0.08 | 0.24 |
| FpA7n3i | CH3 | (CH2)7CH3 | 0.23 | 0.07 | 0.23 |
| FpA8n3i | CH3 | (CH2)7CH3 | 0.22 | 0.03 | 0.08 |
| FpA9n3i | CH3 | (CH2)8CH3 | 0.21 | 0.01 | 0.02 |
| ciprofloxacin | 3.10−4 | 6.89.10−4 | n |
Antioxidative activity of (2RS)-bis [3-(4-acetyl-2-alkoxymethyl)phenoxy-2-hydroxypropyl]isopropylammonium fumarate exhibiting beta-blocking activity_
| Description | R1 | R2 | Inhibition DPPH [%]±SD | Inhibition ABTS [%]±SD |
|---|---|---|---|---|
| FA23i | CH3 | CH2CH3 | N | 99.0±1.3 |
| FA5n3i | CH3 | (CH2)4CH3 | N | 48.5±0.8 |
| FA5i3i | CH3 | CH2CH2CH(CH3)2 | N | 67.2±1.4 |
| FA7n3i | CH3 | (CH2)6CH3 | 0.4±0.04 | 52.2±1.3 |
| FA8n3i | CH3 | (CH2)7CH3 | N | 89.8±3.7 |
| FA9n3i | CH3 | (CH2)8CH3 | N | 86.7±5.3 |
| FAB3i | CH3 | CH2phenyl | 1.6±0.04 | n |
| Propranolol | 4.6±1.9 | 97.5±2.3 |
Overview of the studied 1-[3-(alkoxymethyl)-4-hydroxyphenyl]alkanones_
| Substance Number | Description | R1 | R2 |
|---|---|---|---|
| 1 | EP1 | CH2CH3 | CH3 |
| 2 | EP2 | CH2CH3 | CH2CH3 |
| 3 | EP3 | CH2CH3 | (CH2)2CH3 |
| 4 | EP3i | CH2CH3 | CH(CH3)2 |
| 5 | EP4n | CH2CH3 | (CH2)3CH3 |
| 6 | EP4i | CH2CH3 | CH2 CH (CH3)2 |
| 7 | EP5n | CH2CH3 | (CH2)4CH3 |
| 8 | EP5i | CH2CH3 | (CH2)2 CH(CH3)2 |
| 9 | EP6n | CH2CH3 | (CH2)5CH3 |
| 10 | EP7n | CH2CH3 | (CH2)6CH3 |
| 11 | EP8n | CH2CH3 | (CH2)7CH3 |
| 12 | EP9n | CH2CH3 | (CH2)8CH3 |
| 13 | EP10n | CH2CH3 | (CH2)9CH3 |
| 14 | EP5c | CH2CH3 | Cyclopentyl |
| 15 | EPbenz | CH2CH3 | CH2phenyl |
| 16 | EA1 | CH3 | CH3 |
| 17 | EA2 | CH3 | CH2CH3 |
| 18 | EA3n | CH3 | CH2CH2CH3 |
| 19 | EA3i | CH3 | CH(CH3)2 |
| 20 | EA4n | CH3 | (CH2)3CH3 |
| 21 | EA5n | CH3 | (CH2)4CH3 |
| 22 | EA7n | CH3 | (CH2)6CH3 |
| 23 | EA8n | CH3 | (CH2)7CH3 |
| 24 | EA9n | CH3 | (CH2)8CH3 |
| 25 | EA5c | CH3 | Cyclopentyl |
| 26 | EAbenz | CH3 | CH2phenyl |
| 27 | 4-OHacet | ||
| 28 | EAch |
Antimicrobial activity of 1-[3-(alkoxymethyl)-4-hydroxyphenyl]alkanones_
| Substance Number | Description | MIC (mmol/L) E.coli | MIC (mmol/L) S. aureus |
|---|---|---|---|
| 2 | EP2 | 5.01 | 5.01 |
| 3 | EP3n | 2.46 | n |
| 6 | EP4i | 1.06 | n |
| 9 | EP6n | 0.38 | n |
| 12 | EP9n | 1.43 | 1.43 |
| 13 | EP10n | 0.77 | 0.13 |
| 14 | EP5c | 1.29 | 0.65 |
| 15 | EPbenz | 1.25 | 0.31 |
| 1a | 4OHPr | n | n |
| 18 | EA4n | 0.31 | n |
| 20 | EA7n | 0.94 | n |
| 21 | EA8n | 0.09 | n |
| 22 | EA5c | 4.11 | 2.05 |
| 28 | EAch | 0.53 | n |
Antioxidant activities of 1-[3-(alkoxymethyl)-4-hydroxyphenyl]alkanones_
| Substance Number | Description | Inhibition DPPH [%]±SD | Inhibition ABTS [%]±SD |
|---|---|---|---|
| 1 | EP1 | n | 3.9 ±0.04 |
| 2 | EP2 | 2.5±0.1 | 8.5±0.4 |
| 3 | EP3n | 0.6±0.01 | 11.9±0.4 |
| 4 | EP3i | 3.7±0.02 | 28.1±0.3 |
| 6 | EP4i | 2.4±0.7 | 10.2±0.2 |
| 7 | EP5n | 1.8±1.3 | 1.3 ±0.4* |
| 8 | EP5i | 12.6±0.6 | 5.8±0.7* |
| 11 | EP8n | 6.2±0.7 | n |
| 13 | EP10n | 6.3±2.1 | n |
| 14 | EP5c | 3.3±0.03 | 25.0±1.6 |
| 15 | EPbenzyl | 3.3±0.9 | 1.5 ±0.3* |
| 16 | EA1 | n | 6.1±0.2 |
| 17 | EA2 | n | 1.4±1.0 |
| 18 | EA3n | n | 6.1±0.7 |
| 19 | EA3i | n | 7.5±0.2 |
| 20 | EA4n | n | 1.5± 1.0 |
| 21 | EA5n | 3.9±0.8 | 24.8±0.8 |
| 22 | EA7n | n | 0.9±0.2* |
| 23 | EA8n | n | n |
| 24 | EA9n | 3.9±0.7 | n |
| 25 | EA5c | n | 8.4±0.7 |
| 26 | EAbenzyl | 1.59±1.4 | 16.7±0.7 |
| 27 | 4-OHacet | n | 0.9±0.01 |
| 28 | EAch | 4.32±2.5 | 8.2±0.4* |