Synthesis, antimicrobial and cytotoxicity study of 1,3-disubstituted-1H-naphtho[1,2-e][1,3]oxazines

A series of new 1,3-disubstituted-1H-naphtho[1,2-e][1,3]oxazines (3 and 7) was synthesized in good yields and the structure was determined with the help of NMR, 2D-NMR, HRMS studies and X-ray crystallography. These compounds were tested in vitro for their antibacterial activity against Gram-positive and Gram-negative bacteria and as well as for antifungal activity. The compounds 3c, 3e, 7a, 7d and 7k showed significant antibacterial activity and 7l showed moderate antifungal activity. The cytotoxicity of 1,3-disubstituted-1H-naphtho[1,2-e][1,3]oxazines showed that 3e and 7e are more effective against breast, lung and colon cell proliferation.

Graphical abstract1,3-Disubstituted-1H-naphtho[1,2-e][1,3]oxazines were synthesized in good yields that showed significant antibacterial activity, moderate antifungal and cytotoxic activity.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Naphtho[1,2-e][1,3]oxazines were synthesized and crystal structure determined. ► Antibacterial activity was good against E. coli, B. subtilis and S. aureus. ► Antifungal activity was found to be moderate against C. albicans and A. niger. ► Cytotoxic assay showed more effectiveness against breast, lung and colon cell lines.