Anti-inflammatory activity and docking studies of the synthesized quinazolinone derivativesa.
| Entry | Anti-inflammatory activity, IC50 (μg mL−1) | Molecular docking studies with 1CX2 protein | ||||
|---|---|---|---|---|---|---|
| Docking score | H-bond interactions with AAb residues | Electrostatic forces of attraction | π-cation interactions | π–π stacking interactions | ||
| 1 | 270 ± 4.25 | −4.164 | Lys 118 | NF | NF | NF |
| 2 | >300 | −4.199 | Lys 118 | NF | NF | Phe 30 |
| 3 | 225 ± 2.69 | −3.905 | Lys 118 | NF | NF | NF |
| 4 | >300 | −4.068 | Lys 118 | NF | NF | Phe 30 |
| 5 | 100 ± 2.60 | −4.678 | NF | NF | NF | Phe 30, Phe 30 |
| 6 | 75 ± 1.50 | −4.879 | Asp, 87, Lys 118 | NF | NF | NF |
| 7 | 80 ± 2.06 | −4.976 | Ala 161, Asp 90, Asp 90, Asp 120, Asp 120, Lys 118 | NF | NF | Phe 30 |
| 8 | 45 ± 0.25 | −8.576 | NF | NF | NF | Phe 30 |
| 9 | 25 ± 0.56 | −8.908 | Cys 20, Lys 118, Lys 118 | Asp 13, Asp 87, Lys 118, Lys 118 | NF | Tyr 34 |
| 10 | 120 ± 1.40 | −4.810 | Lys 118, Asp 87 | NF | NF | Phe 30 |
| 11 | 80 ± 1.50 | −4.759 | NF | NF | NF | NF |
| 12 | 65 ± 1.60 | −4.719 | Ala 161, Asp 120, Asp 120, Glu 32, Glu 32, | NF | Lys 118 | Phe 30 |
| 13 | 50 ± 2.95 | −7.810 | Asp 87 | NF | NF | His 126, Phe 30 |
| 14 | 45 ± 1.28 | −8.027 | Asp 87, Cys 20, Lys 118, Ser 88 | Asp 13, Asp 87, Asp 90, Lys 118 | NF | NF |
| 15 | 270 ± 2.90 | −3.799 | Lys 118, Gly 17 | NF | NF | NF |
| 16 | >300 | −3.850 | Lys 118 | NF | NF | NF |
| 17 | 240 ± 3.40 | −4.116 | Asp 120, Lys 118, Lys 162 | NF | Lys 118 | NF |
| 18 | 260 ± 2.75 | −3.630 | Asp 87, Lys 118, Thr 127 | NF | NF | Phe 30 |
| 19 | 150 ± 2.35 | −4.378 | NF | NF | NF | NF |
| 20 | 80 ± 0.54 | −4.646 | NF | NF | Lys 118 | Phe 30 |
| 21 | 95 ± 0.45 | −4.506 | Asp 87, Asp 87, Asp 124, Lys 118, Lys 162, Lys 162 | NF | NF | NF |
| 22 | 50 ± 1.20 | −7.843 | Asp 87 | NF | NF | Phe 30 |
| 23 | 40 ± 0.64 | −8.023 | Asp 87, Asp 87, Lys 118 | Asp 13, Lys 118, Lys 162 | NF | Phe 30 |
| 24 | 115 ± 0.75 | −4.378 | Asp 87 | NF | NF | His 126 |
| 25 | 75 ± 0.80 | −4.482 | Asp 87 | NF | Lys 118 | Phe 30 |
| 26 | 90 ± 2.20 | −4.472 | Asp 87, Asp 87, Asp 90, Ser 88 | NF | NF | Phe 30 |
| 27 | 45 ± 0.90 | −8.143 | Asp 87, Lys 118 | NF | NF | Phe 30 |
| 28 | 35 ± 0.64 | −7.928 | Asp 87 | Tyr 34 | Lys 118 | Tyr 34 |
| IM | 55 ± 2.01 | −5.074 | NF | NF | Lys 118 | Phe 30 |
| IP | 50 ± 1.26 | - | - | - | - | - |
a
The values are the means of three determinations, the ranges of which are <5% of the mean in all cases.
b
Amino acid; NF: not formed; ‘-’: no activity/not analyzed, IM = indomethacin, IP = ibuprofen.