Synthesis, anti-inflammatory evaluation and in silico studies of naphtho[1,2-e][1,3]oxazine derivatives as potential non-steroidal anti-inflammatory agents
Chanu, LV; Nongalleima, K; Singh, SP; Chanu, WK; Singh, CB; Singh, OM; ,
| HERO ID | 7177198 |
|---|---|
| In Press | No |
| Year | 2020 |
| Title | Synthesis, anti-inflammatory evaluation and in silico studies of naphtho[1,2-e][1,3]oxazine derivatives as potential non-steroidal anti-inflammatory agents |
| Authors | Chanu, LV; Nongalleima, K; Singh, SP; Chanu, WK; Singh, CB; Singh, OM; , |
| Journal | Medicinal Chemistry Research |
| Page Numbers | 229-242 |
| Abstract | A small molecule library of trans-1,3-diaryl-1H-naphtho[1,2-e][1,3]oxazines 4 is synthesised through multicomponent reactions involving aliphatic amines, aromatic aldehydes and beta-naphthol using a heterogeneous catalyst, SiO2.HClO4, and ethanol as the solvent. The anti-inflammatory activities of the synthesised compounds are evaluated together with in silico studies. 1,3-Bis(4-chlorophenyl)-2-ethyl-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazine (4h) shows the best activity with IC50 = 4.807 mu g/mL in the heat-induced haemolysis, while 1,3-Bis(5-bromothiophen-2-yl)-2-ethyl-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazine (4c) shows significantly high anti-inflammatory activity (IC50 = 5.5 mu g/mL) in comparison with standard drugs, such as sodium diclofenac. In addition, molecular docking simulation study confirms the in-depth molecular interaction of the two lead compounds, 4c and 4h with better binding affinities and docking scores at the active site of the COX-2 enzyme compared with diclofenac. |
| Doi | 10.1007/s00044-019-02477-4 |
| Wosid | WOS:000511666600007 |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |