Design, synthesis and biological evaluation of 3-(2-aminooxazol-5-yl)-2H-chromen-2-one derivatives

• Published in: Chemistry Central Journal
• Main Author: Kakkar S.; Kumar S.; Lim S.M.; Ramasamy K.; Mani V.; Shah S.A.A.; Narasimhan B.
• Format: Article
• Language: English
• Published: BioMed Central Ltd. 2018
• Online Access: https://www.scopus.com/inward/record.uri?eid=2-s2.0-85057747839&doi=10.1186%2fs13065-018-0499-x&partnerID=40&md5=41315c513748bc0c058ca8dfbe38ab6d

Background: In view of wide range of biological activities of oxazole, a new series of oxazole analogues was synthesized and its chemical structures were confirmed by spectral data (Proton/Carbon-NMR, IR, MS etc.). The synthesized oxazole derivatives were screened for their antimicrobial and antiproliferative activities. Results and discussion: The antimicrobial activity was performed against selected fungal and bacterial strains using tube dilution method. The antiproliferative potential was evaluated against human colorectal carcinoma (HCT116) and oestrogen- positive human breast carcinoma (MCF7) cancer cell lines using Sulforhodamine B assay and, results were compared to standard drugs, 5-fluorouracil and tamoxifen, respectively. Conclusion: The performed antimicrobial activity indicated that compounds 3, 5, 6, 8 and 14 showed promising activity against selected microbial species. Antiproliferative screening found compound 14 to be the most potent compound against HCT116 (IC50=71.8μM), whereas Compound 6 was the most potent against MCF7 (IC50=74.1μM). Further, the molecular docking study has been carried to find out the interaction between active oxazole compounds with CDK8 (HCT116) and ER-α (MCF7) proteins indicated that compound 14 and 6 showed good dock score with better potency within the ATP binding pocket and may be used as a lead for rational drug designing of the anticancer molecule. [Figure not available: see fulltext.] © 2018 The Author(s).