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Synthesis and biological activities of novel ethers of quinolinone linked with coumarins

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Abstract

A series of new ethers of quinolinone linked with different substituted coumarins and benzofurans were synthesized from 4-(bromomethyl)quinolinones. All newly synthesized compounds were screened for their in vitro antibacterial and antifungal activities. Most of the compounds with chloro substitution at the C-6 or C-7 position in quinolinone showed potent antibacterial and antifungal activities. In pharmacological evaluations, some of these chloroquinolinones also showed 70–77% inhibition of inflammation after 8 h, whereas the other compounds showed 51–55% inhibition. Most of the compounds showed potent analgesic activity compared to the standard and control. The structures of all newly synthesized compounds were characterized by elemental analysis, IR, 1H NMR, 13C NMR, and EI-MS.

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Acknowledgments

The authors thank the University Sophisticated Instrument Center, KUD, for IR, 1H NMR, and 13C NMR. Thanks are also due to SAIF-CDRI Lucknow for ESI-MS data. One of the authors (RGK) is grateful to Karnatak University and Karnatak Science College Dharwad for the University Research Studentship. GA and YTJ are grateful for the financial support provided by the second stage of the BK21 program.

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Correspondence to Yeon Tae Jeong.

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Kalkhambkar, R.G., Aridoss, G., Kulkarni, G.M. et al. Synthesis and biological activities of novel ethers of quinolinone linked with coumarins. Monatsh Chem 142, 305–315 (2011). https://doi.org/10.1007/s00706-011-0460-3

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  • DOI: https://doi.org/10.1007/s00706-011-0460-3

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