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7177198 
Journal Article 
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; , 
2020 
1 
Medicinal Chemistry Research
ISSN: 1054-2523
EISSN: 1554-8120 
SPRINGER BIRKHAUSER 
NEW YORK 
229-242 
WOS:000511666600007 
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.