Synthesis of some new 4-aryloxmethylcoumarins and examination of their antibacterial and antifungal activities Authors
First Online: 27 August 2009 Received: 27 August 2008 Revised: 28 May 2009 Accepted: 03 June 2009 DOI:
Cite this article as: Basanagouda, M., Kulkarni, M.V., Sharma, D. et al. J Chem Sci (2009) 121: 485. doi:10.1007/s12039-009-0058-z Abstract
A number of new 4-aryloxymethylcoumarins
3 and 5 have been obtained from the reaction of various 4-bromomethylcoumarins with 2-nitro- p-cresol 2 and 2,6-dibromo- p-cresol 4. NOE studies have been carried out on two compounds to ascertain their spatial proximity. p-cresol ethers 7 have been subjected to bromination in chloroform and the position of bromine has been established by diffraction studies. Cleavage of the ether linkage has been observed during an attempted nitration of ethers 7. Antimicrobial activity of all the compounds against five bacterial and five fungal species have been reported. Keywords 4-Bromomethylcoumarins NOE X-ray electrophilic substitution fluorescent antimicrobial References
For review on coumarins, see: Kulkarni M V, Kulkarni G M, Lin C H and Sun C M 2006
Curr. Med. Chem.
Fylaktakidou K C, Hadjpavlou D, Litinas K E and Nicolaides D N 2004
Curr. Pharm. Design
Wang W and Li H 2004
Fernandes M J G, Goncalves M S T and Costa S P G 2008
Frederick R, Charlier C, Robert S, Wouters J, Masereel B and Pochet L 2006;
Bioorg. Med. Chem. Lett.
Garino C, Pietrancosta N, Laras Y, Moret V, Rolland A, Quelever G and Kraus J L 2006
Bioorg. Med. Chem. Lett.
Thyagarajan B S, Balasubramanian K K and Bhima Rao R 1967
Buckle D R, Outred D J, Ross J W, Smith H, Smith R J, Spicer B A and Gasson B C 1979
J. Med. Chem.
Kulkarni M V, Pujar B J and Patil V D 1983
Vasudevan K T, Kulkarni M V and Pauutaraja 1994
Ghate M D, Kulkarni M V, Shobha R and Kattimani S Y 2003
Eur. J. Med. Chem.
Shastri L A, Ghate M D and Kulkarni M V 2004
Indian J. Chem.
Kulkarni M V and Patil V D 1981
Burger A and Ullyot G E 1947
J. Org. Chem.
Ananthakrishnan S and Chandalia S B 2006
Org. Process. Res. Dev.
Kulkarni M V, Pujar B G and Patil V D 1981
Jaques D and Leisten J A 1961
J. Chem. Soc. 4963
Koneman E W, Allen S D, Janda W M, Schreckenberger P C and Washington Jr C W 1997
Colour atlas and textbook of diagnostic microbiology (Philadelphia: Lippincott-Raven Publishers) Chapter 15, Antibacterial susceptibility testing, 5th edn, pp. 785–844 Copyright information
© Indian Academy of Sciences 2009