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Microwave solvent-free condition synthesis and pharmacological evaluation of pyrano[3,2-c]quinolines

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Abstract

The microwave-induced three-component one-pot synthesis of 2-amino-3-carbethoxy-4-phenylpyrano[3,2-c]quinolin-5(6H)-ones (4a–l) from 4-hydroxyquinolin-2(1H)-ones, aromatic aldehydes and ethyl cyanoacetate was described. The detailed synthesis, structure analysis, and antimicrobial screening for the title compounds were also reported. Pharmacological screen studies like anti-inflammatory and antibacterial activities of newly synthesized quinoline derivatives were evaluated against carrageenan-induced rat paw edema model and Gram-positive and Gram-negative bacteria, respectively.

Graphical abstract

A base catalyzed three-component one-pot synthesis of pyrano[3,2-c]quinolines are reported. A selective angular cyclization product was obtained with good yield rather than linear product. Pharmacological screening of newly synthesized quinoline derivatives were evaluated against carrageenan induced rat paw edema model and bactericides.

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Acknowledgments

The financial support provided by the Government of Tamilnadu, India (to the author V. N.) is gratefully acknowledged. The authors thank Professor Yong-Ill Lee, Changwon National University, Changwon, Republic of Korea, and the Indian Institute of Science, Bangalore, India, for the spectral analyses.

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Correspondence to Senniappan Thamarai Selvi or Thangaian Daniel Thangadurai.

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Nadaraj, V., Thamarai Selvi, S., Pricilla Bai, H. et al. Microwave solvent-free condition synthesis and pharmacological evaluation of pyrano[3,2-c]quinolines. Med Chem Res 21, 2902–2910 (2012). https://doi.org/10.1007/s00044-011-9810-2

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