European Journal of Chemistry

Synthesis and antimicrobial evaluation of substituted fluoroquinolones under conventional and microwave irradiation conditions



Main Article Content

Mutyala Veera Venkata Vara Prasad
Vadde Veranna
Radha Hunasenahalli Raghavendra Rao
Sai Subramanyam Praveen Kumar Darsi

Abstract

A series of new fluoroquinolones analogs (3a-i) were prepared under conventional and microwave irradiation technique. Ethyl 1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate (1) on reaction with boric acid and acetic anhydride in the presence of catalytic amount of zinc chloride under reflux, resulted in an unstable borate complex. Which was instantaneously treated with morpholine, piperidine, thiomorpholine, 2,6-dimethylmorpholine, 4,5,6,7-tetrahydrothieno[3,2-c]pyridine hydrochloride, 5,6,7,7a-tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride, 2,3-dichlorophenylpiperazine hydrochloride, 3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride and 5,6,7,8-tetrahydro-[1,2,4] triazolo[4,3-a]pyrazine, in the presence of triethylamine to yield compounds 3a-i. The same compounds on the other hand synthesized using a microwave irradiation technique in the presence of triethylamine and adsorbed neutral alumina. The structures of the synthesized compounds were established on the basis of spectral and analytical data. The antimicrobial activity of newly synthesized compounds were evaluated against different microorganisms and found the compounds exhibited significant activity.


icon graph This Abstract was viewed 1467 times | icon graph Article PDF downloaded 657 times

How to Cite
(1)
Prasad, M. V. V. V.; Veranna, V.; Rao, R. H. R.; Darsi, S. S. P. K. Synthesis and Antimicrobial Evaluation of Substituted Fluoroquinolones under Conventional and Microwave Irradiation Conditions. Eur. J. Chem. 2017, 8, 144-148.

Article Details

Share
Crossref - Scopus - Google - European PMC
References

[1]. Renau, T. E.; Sanchez, J. P.; Shapiro, M. A.; Dever, J. A.; Gracheck, S. J.; Domagala, J. M. J. Med. Chem. 1995, 38, 2974-2977.
https://doi.org/10.1021/jm00015a021

[2]. Mascellino, M. T.; Ferinelli, S.; Iegri, F.; Iona, E.; DeSimone, C. Drugs Expert. Clin. Res. 1998, 24, 139-151.

[3]. Hurst, M.; Lamb, H. M.; Scott, L. J.; Figgitt, D. P. Drugs. 2002, 62(14), 2127-2167.
https://doi.org/10.2165/00003495-200262140-00013

[4]. Espinosa, M. A.; Munoz, A.; Canada-Canada, F.; Gonzalez-Gomez, D. Anal. Biochem. 2005, 347(2), 275-286.
https://doi.org/10.1016/j.ab.2005.09.032

[5]. Bar-Oz, B.; Bulkowstein, M.; Benyamini, L.; Greenberg, R.; Soriano, I.; Zimmerman, D.; Bortnik, O.; Berkovitch, M. Drug Safety. 2003, 26, 925-935.
https://doi.org/10.2165/00002018-200326130-00002

[6]. Masahiko, H.; Hiroto, K.; Toshinori, O. Bioorg. Med. Chem. Lett. 1999, 9, 3063-3068.
https://doi.org/10.1016/S0960-894X(99)00537-5

[7]. Meena, C. J. Pharm. Res. 2012, 5(1), 324-326.

[8]. Parmender, S. R.; Ritu, D.; Sunny, B.; Monika, G.; Rakesh, K. J. Appl. Pharm. Sci. 2011, 1(4), 127-130.

[9]. Barbara, G.; Tatiana, F.; Thomas, L. G. Bioorg. Med. Chem. Lett. 2004, 12, 103-112.
https://doi.org/10.1016/j.bmc.2003.10.013

[10]. John, R. P.; Maurizio, D. P.; Wiley, A.; Schell, R. R. Antimicrob. Agents Chemother. 1998, 42, 2503-2510.

[11]. Guruswamy, B.; Ramakrishnan, A. Heterocycl. Commun. 2012, 18(4), 203-206.
https://doi.org/10.1515/hc-2012-0082

[12]. Guruswamy, B.; Arul, R. Lett. Drug Design Discov. 2013, 10, 86-93.
https://doi.org/10.2174/157018013804142492

[13]. Guruswamy, B.; Arul, R.; Chaitanya, M. V. S. R. K.; Praveen, K. D. S. S. J. Heterocyclic Chem. 2015, 52, 532-538.
https://doi.org/10.1002/jhet.2093

[14]. Villanova, P. A. Performance Standards for Antimicrobial Disk susceptibility Tests, 5th edition, Approved Standard M7-A5, NCCLS, 2000.

[15]. Linday, M. E. Practical introduction to microbiology. E and F. N. Spon Ltd., United Kingdom, 1962.

[16]. Guruswamy, B.; Arul, R. Der Pharma Chemica 2011, 3(6), 483-486.

Supporting Agencies

Most read articles by the same author(s)
TrendMD

Dimensions - Altmetric - scite_ - PlumX

Downloads and views

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...
License Terms

License Terms

by-nc

Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at https://www.eurjchem.com/index.php/eurjchem/terms and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License (http://creativecommons.org/licenses/by-nc/4.0). By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License (https://www.eurjchem.com/index.php/eurjchem/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).