Synthesis and Antibacterial Activity of 4,6-Dimethoxy-2-(4-methoxyphenyl)benzofuran-3-yl-methanone Derivatives and its Intermediates

V. Krishna Reddy; J. Venkateswara Rao; L. Bhaskar Reddy; B. Ram; B. Balram

doi:10.14233/ajchem.2015.18645

Issue

Vol. 27 No. 6 (2015): Vol 27 Issue 6

Issue Published : March 17, 2015

This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis and Antibacterial Activity of 4,6-Dimethoxy-2-(4-methoxyphenyl)benzofuran-3-yl-methanone Derivatives and its Intermediates

https://doi.org/10.14233/ajchem.2015.18645

V. Krishna Reddy

Department of Chemistry, Bapatla Engineering College, Bapatla-522 101, India; Medicinal Chemistry Laboratory, GVK Biosciences Pvt. Ltd., IDA, Nacharam, Hyderabad-500 076, India

J. Venkateswara Rao

Department of Chemistry, Bapatla Engineering College, Bapatla-522 101, India

L. Bhaskar Reddy

Medicinal Chemistry Laboratory, GVK Biosciences Pvt. Ltd., IDA, Nacharam, Hyderabad-500 076, India

B. Ram

Green Evolution Laboratories, Wangapally Village, Nalgonda-500 085, India

B. Balram

Green Evolution Laboratories, Wangapally Village, Nalgonda-500 085, India

Corresponding Author(s) : J. Venkateswara Rao

drjvraobec2013@gmail.com

Asian Journal of Chemistry, Vol. 27 No. 6 (2015): Vol 27 Issue 6
Article Published : March 18, 2015

Abstract

Encouraged by the interesting biological activities associated with benzo[b]furan derivatives, we report here the synthesis, spectroscopic identification and antibacterial activity of benzo[b]furan derivatives (6a-6g) prepared from commercially available, 3,5-dimethoxyphenol and 1-ethynyl-4-methoxybenzene. The synthesized targets were screened for their antibacterial activity against Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus and Streptococus pyogenes, while using norfloxacin, as the standard drug. In general, it is observed that benzo[b]furan derivatives (6a, 6b, 6c) having R = 2,4-dimethoxy phenyl, 2,4,6-trimethoxy phenyl and 3,4,5-trimethoxy phenyl rings, respectively displayed excellent activity against these microbial species while compound 5 (having benzo[b]furan motif) showed good activity and the compound 2 (having -OH group) and compound 4 (having acetate group) exhibited moderate antibacterial activity.

Keywords

Antibacterial activity Benzo[b]furan 3 5-Dimethoxy phenol Norfloxacin

Krishna Reddy, V., Venkateswara Rao, J., Bhaskar Reddy, L., Ram, B., & Balram, B. (2015). Synthesis and Antibacterial Activity of 4,6-Dimethoxy-2-(4-methoxyphenyl)benzofuran-3-yl-methanone Derivatives and its Intermediates. Asian Journal of Chemistry, 27(6), 2245–2248. https://doi.org/10.14233/ajchem.2015.18645

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References

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D.E. Fuerst, B.M. Stoltz and J.L. Wood, Org. Lett., 2, 3521 (2000); doi:10.1021/ol006578v.

J. Boukouvalas, M. Pouliot, J. Robichaud, S. MacNeil and V. Snieckus, Org. Lett., 8, 3597 (2006); doi:10.1021/ol061385e.

F. Marion, D.E. Williams, B.O. Patrick, I. Hollander, R. Mallon, S.C. Kim, D.M. Roll, L. Feldberg, R. Van Soest and R.J. Andersen, Org. Lett., 8, 321 (2006); doi:10.1021/ol052744t.

A.R. Katritzky, D.M.X. Donnelly and M.J. Meegan, Comprehensive Heterocyclic Chemistry, Pergamon: New York, Vol. 4 (1984).

G.D. McAllister, R.C. Hartley, M.J. Dawson and A.R. Knaggs, J. Chem. Soc. Perkin Trans. I, 3453 (1998); doi:10.1039/a805026k.

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P.K. Sarvesh and K. Nizamuddin, Arch. Pharm. Chem. Life Sci., 341, 418 (2008); doi:10.1002/ardp.200700197.

Atta-ur-Rahman, M. I. Choudhary, W. J. Thomsen, Bioassay Techniques for Drug Development, Harwood Academic Publishers, The Netherlands, pp. 16 (2001).

Issue

Vol. 27 No. 6 (2015): Vol 27 Issue 6

Synthesis and Antibacterial Activity of 4,6-Dimethoxy-2-(4-methoxyphenyl)benzofuran-3-yl-methanone Derivatives and its Intermediates

Corresponding Author(s) : J. Venkateswara Rao

Abstract

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