Abstract
In this study, synthesis of 1,2,4 triazole-fluoroquinolone hybrid compounds was realized. 7a-d hybrid compound was obtained as a result of mannich reaction with 6a-b triazole compounds norfloxacin and ciprofloxacin. 1H-NMR, 13C-NMR, Mass Spectrometry and Elemental Analysis confirmed the structures of all synthesized compounds. The antimicrobial activities of all compounds were investigated, and it was observed that 7a-d compounds, which are mannich bases, showed excellent activity.
Graphical Abstract
[http://dx.doi.org/10.3390/molecules25081909] [PMID: 32326131]
[http://dx.doi.org/10.1039/D0RA01378A] [PMID: 35498463]
[http://dx.doi.org/10.1002/jhet.2741]
[http://dx.doi.org/10.1002/jhet.3524]
[http://dx.doi.org/10.1002/jhet.3286]
[http://dx.doi.org/10.1002/jhet.3791]
[http://dx.doi.org/10.2174/1389557519666190312152358] [PMID: 30864519]
[http://dx.doi.org/10.3390/life11010016] [PMID: 33396631]
[http://dx.doi.org/10.3390/ph14090893] [PMID: 34577593]
[http://dx.doi.org/10.1039/D0OB00350F] [PMID: 32419000]
[http://dx.doi.org/10.3390/molecules26144213] [PMID: 34299488]
[http://dx.doi.org/10.1016/j.ejmech.2019.07.059] [PMID: 31352246]
[http://dx.doi.org/10.3390/ph14030224] [PMID: 33799936]
[http://dx.doi.org/10.1007/s13738-021-02231-x]
[http://dx.doi.org/10.2174/1389557519666190312162601] [PMID: 30864516]
[http://dx.doi.org/10.2174/1568026621666210913122828] [PMID: 34517801]
[http://dx.doi.org/10.3390/pharmaceutics13111961] [PMID: 34834376]
[http://dx.doi.org/10.1016/S1875-5364(13)60084-9] [PMID: 24359767]
[http://dx.doi.org/10.2174/157340710793237281]
[http://dx.doi.org/10.2174/1385272824999200427082108]
[http://dx.doi.org/10.1039/C9MD00120D] [PMID: 31803393]
[http://dx.doi.org/10.1016/j.ejmech.2018.10.035] [PMID: 30343191]
[http://dx.doi.org/10.1016/j.ejmech.2014.08.063] [PMID: 25173851]
[http://dx.doi.org/10.1016/j.ejmech.2017.11.082] [PMID: 29220792]
[http://dx.doi.org/10.1007/s00706-018-2215-x] [PMID: 29983452]
[http://dx.doi.org/10.1016/j.ejmech.2018.08.061] [PMID: 30179746]
[http://dx.doi.org/10.1016/j.molstruc.2017.04.047]
[http://dx.doi.org/10.1016/j.ejmech.2007.01.015] [PMID: 17346860]
[http://dx.doi.org/10.1016/j.ejmech.2008.06.019] [PMID: 18676062]
[http://dx.doi.org/10.1016/j.bmc.2006.07.015] [PMID: 16879972]
[http://dx.doi.org/10.1016/j.ejmech.2008.12.005] [PMID: 19167136]
[http://dx.doi.org/10.1021/acs.jafc.0c01365] [PMID: 32786823]
[http://dx.doi.org/10.1016/j.ejmech.2008.07.003] [PMID: 18708273]
[http://dx.doi.org/10.1016/S0223-5234(01)01255-7] [PMID: 11600231]
[http://dx.doi.org/10.1016/j.ejmech.2009.04.038] [PMID: 19464087]
[http://dx.doi.org/10.1016/j.ejmech.2014.10.076] [PMID: 25462280]
[http://dx.doi.org/10.1016/j.ejmech.2005.01.007] [PMID: 15922844]
[http://dx.doi.org/10.1002/ardp.200290004] [PMID: 12506398]
[http://dx.doi.org/10.1016/j.ejmech.2009.06.031] [PMID: 19647905]
[http://dx.doi.org/10.1007/s00044-012-0248-y] [PMID: 23543889]
[http://dx.doi.org/10.1016/j.ejmech.2018.09.005] [PMID: 30216849]
[http://dx.doi.org/10.1016/j.bmcl.2006.01.064] [PMID: 16464574]
[http://dx.doi.org/10.1021/ar0300524] [PMID: 15311955]
[http://dx.doi.org/10.1021/ar0300468] [PMID: 15311957]
(b) Angew. Chem., 1999, 111, 166-169.
[http://dx.doi.org/10.1016/S0040-4020(01)89752-0]
[http://dx.doi.org/10.1515/hc-2016-0125]
[PMID: 11976020]
[http://dx.doi.org/10.1002/ardp.201300161]
[http://dx.doi.org/10.3998/ark.5550190.0006.108]
[http://dx.doi.org/10.1002/jhet.2760]
[http://dx.doi.org/10.1016/j.mimet.2019.105650] [PMID: 31176650]