In-vitro anti-cancer assay and apoptotic cell pathway of newly synthesized benzoxazole-N-heterocyclic hybrids as potent tyrosine kinase inhibitors was written by Desai, Sulaksha;Desai, Vidya;Shingade, Sunil. And the article was included in Bioorganic Chemistry in 2020.Name: 2-(3-Bromophenyl)benzo[d]oxazole This article mentions the following:
A series of benzoxazole-N-heterocyclic hybrids I [R1 = H, Br; Ar = 4-BrC6H4, 4-O2NC6H4, quinoxalin-2-yl, etc.] was synthesized by a one-pot strategy. The mol. docking studies showed that compounds I to be inhibitors of tyrosine kinase enzyme which triggered growth of cancer cells. The cytotoxicity study of compounds I [R1 = H, Ar = quinoxalin-2-yl, 2-chloro-3-quinolyl; R1 = Br, Ar = 4-BrC6H4, 4-O2NC6H4, quinoxalin-2-yl, 2-chloro-3-quinolyl] showed better potency against breast cancer cell lines MCF-7 and MDA-MB-231 in contrast to oral and lung cancer cell lines KB and A549. The tyrosine kinase activity was measured using universal tyrosine kinase assay kit using horseradish peroxide (HRP)-conjugated anti-phosphotyrosine kinase solution as a substrate. The compound I [R1 = Br, Ar = quinoxalin-2-yl] exhibited maximum inhibition in activity of enzyme tyrosine kinase with IC50 value 0.10 ± 0.16μM, than other compounds I which were studied and thus proved to be inhibitors of enzyme tyrosine kinase. The selective index of compounds I [R1 = H, Ar = quinoxalin-2-yl, 2-chloro-3-quinolyl; R1 = Br, Ar = 4-BrC6H4, 4-O2NC6H4, quinoxalin-2-yl, 2-chloro-3-quinolyl] indicated non-toxic behavior, i.e. good anti-cancer activity. Further, fluorescence microscopic study helped to characterize the mode of cell death, which was found to be late apoptosis as indicated by orange fluorescence. The SAR anal. was also carried out. In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9Name: 2-(3-Bromophenyl)benzo[d]oxazole).
2-(3-Bromophenyl)benzo[d]oxazole (cas: 99586-31-9) belongs to benzoxazole derivatives. Benzoxazole derivatives have different biological activities. A number of marketed drugs are available having benzoxazole as core active moiety like, nonsteroidal anti-inflammatory drug (NSAID)—flunoxaprofen, benoxaprofen, antibiotic—calcimycin.Name: 2-(3-Bromophenyl)benzo[d]oxazole
Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem