Abstract
A series of (Z)-3-{[3-oxobenzofuran-2(3H)-ylidene]methyl}-4H-chromen-4-one derivatives have been synthesized from 2-hydroxyl acetophenones by the Vilesmeier–Haack reaction, Claisen–Schmidt reaction and mercury(II) acetate/cupric bromide. All the synthesized compounds were characterized by IR, 1H and 13C NMR, and mass spectral data and elemental analysis. The products were tested for their in vitro antimicrobial activity.
Similar content being viewed by others
References
Sim, H.M., Loh, K.Y., Yeo, W.K., Lee, C.Y., and Go, M.L., Chem. Med. Chem., 2011, vol. 6, no. 4, p. 713. doi 10.1002/cmdc.201000520
Sim, H.M., Lee, C.Y., Ee, P.L.R., and Go, M.L., Eur. J. Pharm. Sci., 2008, vol. 35, no. 4, p. 293. doi 10.1016/j.ejps.2008.07.008
Bandgar, B.P., Patil, S.A., Korbad, B.L., Biradar, S.C., Nile, S.N., and Khobragade, C.N., Eur. J. Med. Chem., 2010, vol. 45, no. 7, p. 3223. doi 10.1016/j.ejmech.2010.03.045
Venkateswarlu, S., Panchagnula, G.K., Gottumukkala, A.L., and Subbaraju, G.V., Tetrahedron, 2007, vol. 63, no. 29, p. 6909. doi 10.1016/j.tet.2007.04.048
Detsi, A., Majdalani, M., Kontogiorgis, C.A., Hadjipavlou-Litina, D., and Kefalas, P., Bioorg. Med. Chem., 2009, vol. 17, no. 23, p. 8073. doi 10.1016/j.bmc.2009.10.002
Haudecoeur, R., Ahmed-Belkacem, A., Yi, W., Fortuné, A., Brillet, R., Belle, C., Nicolle, E., Pallier, C., Pawlotsky, J.-M., and Boumendjel, A., J. Med. Chem., 2011, vol. 54, no. 15, p. 5395. doi 10.1021/jm200242p
Lee, C.Y., Chew, E.H., and Go, M.L., Eur. J. Med. Chem., 2010, vol. 45, no. 7, p. 2957. doi 10.1016/j.ejmech.2010.03.023
Chu, W.A., Jensen, F., Jensen, T.B., McAlpine, J.B., Soslashed, K.B., Santana, S.O., Ratnyake, S., Jiang, J.B., Noble, C., and Stafford A.M., US Patent, 2001.
Martens, S. and Mithöfer, A., Phytochem., 2005, vol. 66, no. 20, p. 2399. doi 10.1016/j.phytochem.2005.07.013
Alam, S., J. Chem. Sci., 2004, no. 6, vol. 116, p. 325.
Göker, H., Boykin, D., and Yildiz, S., Bioorg. Med. Chem., 2005, vol. 13, no. 5, p. 1707. doi 10.1016/j.bmc.2004.12.006
Chu, H., Wu, H., and Lee, Y., Tetrahedron, 2004, vol. 60, no. 11, p. 2647. doi 10.1016/j.tet.2004.01.023
Wu, J., Wang, X., Yi, Y., and Lee, K., Bioorg. Med. Chem. Lett., 2003, vol. 13, no. 10, p. 1813. doi 10.1016/S0960-894X(03)00197-5
(a) Ashok, D., Ganesh, A., Vijaya Lakshmi, B., and Ravi, S., Russ. J. Gen. Chem., 2014, vol. 84, no. 6, p. 1237. doi 10.1134/S1070363214060309
Venkataramana, R., Venkata Ramana Reddy, Ch., Ashok, D., and Nagaraju, N., Russ. J. Gen. Chem., 2017, vol. 87, no. 4, p. 850. doi 10.1134/S1070363217040302
Ashok, D., Ziauddin, M., Lakshmi, B.V., and Sarasija, M., Russ. J. Gen. Chem., 2016, vol. 86, no. 7, p. 1753. doi 10.1134/S1070363216070355
Nishino, C., Enoki, N., Tawata, S., Mori, A., Kobayashi, K., and Fukushima, M., Agric. Biol. Chem., 1987, vol. 51, p. 139. doi 10.1271/bbb1961.51.139
Nitin, G.G., Rajput, P.R., Banewar, V.W., and Raut, A.R., Int. J. Pharm. Bio. Sci., 2012, vol. 3, p. 389..
Saini, K.R.K., Choudhary, S.A., Joshi, Y.C., and Joshi, P., Eur. J. Chem., 2005, vol. 2, p. 224.
Bhuiyan, M.M.H., Hossain, M.I., Mahmud, M.M., and Mohammad, Al-A., Chem. J., 2011, vol. 1, p. 21.
Author information
Authors and Affiliations
Corresponding author
Additional information
The text was submitted by the authors in English.
Rights and permissions
About this article
Cite this article
Pervaram, S., Ashok, D., Reddy, C.V.R. et al. Synthesis and Antimicrobial Activity of (Z)-3-{[3-Oxobenzofuran-2(3H)-ylidene]methyl}-4H-chromen-4-one Derivatives. Russ J Gen Chem 88, 566–572 (2018). https://doi.org/10.1134/S1070363218030283
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070363218030283