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Synthesis of new biologically active triazolo, tetrazolo and coumarinoyl derivatives of isocoumarins

Poonam Koppula and Nalini Purohit

School of Science and Education, Navrachana University, Vadodara - 391410

Department Of Chemistry, Faculty of Science, The Maharaja Sayajirao University of Baroda, Vadodara – 390002

Abstract: With the aim of developing potential antimicrobial agents, a series of triazolo / tetrazolo isoquinolines incorporating both nitrogen and oxygen as part of the hetero aromatic ring were prepared from 4-alkyl-3-aroyl isocoumarins via a number of intermediate steps. Some novel coumarinoyl derivatives of isocoumarins were also synthesized starting from 4-alkyl-3-aroyl isocoumarin and characterized by FTIR, 1H NMR, Mass Spectroscopy and elemental analysis. All the title compounds 7a,b, 8a,b, 10a-g were evaluated for their antibacterial activity against S. Aureus (as gram positive), E. Coli (gram negative bacteria) and antifungal activity against Fusarium pallidoroseum & Chaetonium in vitro and analgesic activity which was tested in vivo on mice. Most of the compounds showed appreciable results for all the three activities. The relationship between the functional group variation and biological activity of the evaluated compound is discussed. The new compounds emerged as potential molecule for further development.

Keywords: Isocoumarins; triazolo isoquinolines; tetrazolo isoquinolines; coumarinoyl isocoumarin; antibacterial; antifungal; analgesic activities. © 2013 ACG Publications. All rights reserved.