Abstract
The quinoline moiety is a privileged scaffold among heterocyclic compounds that is an important construction motif in the fields of pharmaceutical chemistry. Quinoline molecule possesses a variety of therapeutic activities like antiviral, antimalarial, antibacterial, antitumor, anticancer, antioxidant antihypertensive, antifungal, anthelmintic, cardiotonic, anticonvulsant and anti-inflammatory. This review provides an insight into recent development in transition metal free novel and modified conventional synthetic routes to yield a wide variety of substituted quinolines.
Keywords: Quinoline, quinoline derivatives, transition metal free, heterocyclic compounds, synthetic protocols, therapeutic activities.
Graphical Abstract
[http://dx.doi.org/10.3390/molecules23030672] [PMID: 29547522]
[http://dx.doi.org/10.1002/jmv.25440] [PMID: 30801742]
[http://dx.doi.org/10.1002/slct.201900873]
[http://dx.doi.org/10.1016/j.dsx.2020.03.011] [PMID: 32247211]
[http://dx.doi.org/10.5582/bst.2020.01047] [PMID: 32074550]
[http://dx.doi.org/10.5582/ddt.2020.01012] [PMID: 32147628]
[http://dx.doi.org/10.3760/cma.j.issn.1001-0939.2020.03.009.]
[http://dx.doi.org/10.1016/j.tetlet.2009.11.041]
[http://dx.doi.org/10.1016/j.bmcl.2010.10.075] [PMID: 21071222]
[http://dx.doi.org/10.1016/j.ejmech.2014.07.044] [PMID: 25073919]
[http://dx.doi.org/10.1016/j.ejmech.2019.02.012] [PMID: 30771604]
[http://dx.doi.org/10.1016/j.ejmech.2018.08.063] [PMID: 30199706]
[http://dx.doi.org/10.1016/j.cbi.2018.02.013] [PMID: 29476729]
[http://dx.doi.org/10.1016/j.ejmech.2019.02.021] [PMID: 30851693]
[http://dx.doi.org/10.1016/j.bmc.2019.01.044] [PMID: 30737133]
[http://dx.doi.org/10.1016/j.ejmech.2017.10.046] [PMID: 29113746]
[http://dx.doi.org/10.1016/j.ejmech.2017.10.042] [PMID: 29126731]
[http://dx.doi.org/10.1016/j.ejmech.2018.01.039] [PMID: 29360043]
[http://dx.doi.org/10.1016/j.ejmech.2018.01.080] [PMID: 29407980]
[http://dx.doi.org/10.1016/j.ejmech.2018.06.004] [PMID: 29885574]
[http://dx.doi.org/10.1016/j.ejmech.2018.12.060] [PMID: 30599418]
[http://dx.doi.org/10.1016/j.ejmech.2018.11.048] [PMID: 30496987]
[http://dx.doi.org/10.1016/j.bmc.2019.115190] [PMID: 31744779]
[http://dx.doi.org/10.1016/j.ejmech.2018.12.043] [PMID: 30594675]
[http://dx.doi.org/10.1016/j.bmcl.2019.01.004] [PMID: 30638877]
[http://dx.doi.org/10.1016/j.ejmech.2019.03.027] [PMID: 30921758]
[http://dx.doi.org/10.1016/j.bmc.2019.06.044] [PMID: 31285097]
[http://dx.doi.org/10.1016/j.bmcl.2019.126671] [PMID: 31526604]
[http://dx.doi.org/10.1016/j.ejmech.2019.111592] [PMID: 31421632]
[http://dx.doi.org/10.1016/j.bmcl.2018.11.002] [PMID: 30448235]
[http://dx.doi.org/10.1016/j.ejmech.2019.06.023] [PMID: 31238252]
[http://dx.doi.org/10.1016/j.ejmech.2019.05.088] [PMID: 31181480]
[http://dx.doi.org/10.1016/j.bmc.2019.07.035] [PMID: 31378594]
[http://dx.doi.org/10.1021/acsmedchemlett.7b00545] [PMID: 29541375]
[http://dx.doi.org/10.1016/j.bmcl.2019.01.006] [PMID: 30655213]
[http://dx.doi.org/10.1021/acs.jmedchem.7b01417] [PMID: 29420891]
[http://dx.doi.org/10.1016/j.ejmech.2018.01.078] [PMID: 29407984]
[http://dx.doi.org/10.1016/j.ejmech.2017.11.082] [PMID: 29220792]
[http://dx.doi.org/10.1016/j.bmcl.2019.03.050] [PMID: 30956012]
[http://dx.doi.org/10.1016/j.tetlet.2015.01.071]
[http://dx.doi.org/10.1186/1475-2875-10-144] [PMID: 21609473]
[http://dx.doi.org/10.1021/cr60111a001]
[http://dx.doi.org/10.1021/cr60095a006]
[http://dx.doi.org/10.1039/C5RA07798B]
[http://dx.doi.org/10.3390/molecules21080986]
[http://dx.doi.org/10.2174/1570179416666190719112423] [PMID: 31984888]
[http://dx.doi.org/10.1016/j.tet.2015.08.034] [PMID: 26640303]
[http://dx.doi.org/10.1016/j.tetlet.2019.03.041]
[http://dx.doi.org/10.1016/j.tetlet.2019.03.047]
[http://dx.doi.org/10.1016/j.tetlet.2019.06.013]
[http://dx.doi.org/10.1016/j.tetlet.2019.151025]
[http://dx.doi.org/10.1016/j.tetlet.2019.06.014]
[http://dx.doi.org/10.1016/j.tetlet.2019.05.054] [PMID: 31802783]
[http://dx.doi.org/10.1016/j.tetlet.2018.06.054]
[http://dx.doi.org/10.1016/j.tetlet.2018.01.085]
[http://dx.doi.org/10.1016/j.tetlet.2018.08.012]
[http://dx.doi.org/10.1016/j.tetlet.2018.05.030]
[http://dx.doi.org/10.1016/j.tet.2019.01.001]
[http://dx.doi.org/10.1016/j.tet.2019.05.016]
[http://dx.doi.org/10.1016/j.tetlet.2018.01.083]
[http://dx.doi.org/10.1016/j.bioorg.2017.08.003] [PMID: 28826047]
[http://dx.doi.org/10.1016/j.ejmech.2016.09.059] [PMID: 27688192]
[http://dx.doi.org/10.1016/j.tet.2017.02.064]
[http://dx.doi.org/10.1016/j.jorganchem.2017.05.051]
[http://dx.doi.org/10.1016/j.tetlet.2016.11.093]
[http://dx.doi.org/10.1016/j.tetlet.2017.08.014]
[http://dx.doi.org/10.1016/j.tet.2017.06.030]
[http://dx.doi.org/10.1016/j.tetlet.2017.06.081]
[http://dx.doi.org/10.1016/j.tetlet.2016.10.057]
[http://dx.doi.org/10.1016/j.tetlet.2016.06.011]
[http://dx.doi.org/10.1016/j.tetlet.2016.08.083]
[http://dx.doi.org/10.1016/j.tetlet.2016.02.055]
[http://dx.doi.org/10.1016/j.tetlet.2015.07.056]
[http://dx.doi.org/10.1016/j.tet.2015.09.050]
[http://dx.doi.org/10.1016/j.tetlet.2014.12.016]
[http://dx.doi.org/10.1016/j.tetlet.2015.10.107]
[http://dx.doi.org/10.1016/j.tet.2015.08.033]
[http://dx.doi.org/10.1016/j.ejmech.2013.10.055] [PMID: 24333580]
[http://dx.doi.org/10.1016/j.bmc.2014.05.024] [PMID: 24906512]
[http://dx.doi.org/10.1016/j.tetlet.2018.01.064]
[http://dx.doi.org/10.1016/j.ejmech.2017.02.052]
[http://dx.doi.org/10.1016/j.tetlet.2017.09.069]
[http://dx.doi.org/10.1016/j.tetlet.2016.10.111]
[http://dx.doi.org/10.1016/j.tetlet.2015.12.011]
[http://dx.doi.org/10.1016/j.ejmech.2016.06.033] [PMID: 27394399]
[http://dx.doi.org/10.1016/j.molliq.2016.04.094]
[http://dx.doi.org/10.1016/j.tetlet.2015.09.035]
[http://dx.doi.org/10.1016/j.tetlet.2015.08.006] [PMID: 26366017]
[http://dx.doi.org/10.1016/j.ejmech.2015.06.024] [PMID: 26114811]
[http://dx.doi.org/10.1016/j.bmc.2015.02.007] [PMID: 25725608]
[http://dx.doi.org/10.5923/j.chemistry.20140401.04 ]
[http://dx.doi.org/10.1039/C4NJ00630E]
[http://dx.doi.org/10.1016/j.tet.2014.01.061]
[http://dx.doi.org/10.1016/j.molstruc.2014.04.009]
[http://dx.doi.org/10.1016/j.tet.2017.05.076]
[http://dx.doi.org/10.1016/j.tet.2016.06.004]
[http://dx.doi.org/10.1016/j.tetlet.2015.11.070]
[http://dx.doi.org/10.1016/j.tet.2014.12.100]
[http://dx.doi.org/10.1016/j.dyepig.2015.05.002]
[http://dx.doi.org/10.1016/j.bmc.2015.11.007] [PMID: 26602827]
[http://dx.doi.org/10.1016/j.tetlet.2015.09.145]
[http://dx.doi.org/10.1016/j.molstruc.2014.10.026]
[http://dx.doi.org/10.1016/j.tetlet.2014.02.090]
[http://dx.doi.org/10.1016/j.tetlet.2014.10.010]
[http://dx.doi.org/10.1016/j.ejmech.2014.09.055] [PMID: 25247771]
[http://dx.doi.org/10.1016/j.tet.2014.07.028]
[http://dx.doi.org/10.1016/j.saa.2014.03.018] [PMID: 24709388]
[http://dx.doi.org/10.1016/j.ejmech.2014.06.013] [PMID: 24996143]
[http://dx.doi.org/10.1016/j.tetlet.2014.09.082]
[http://dx.doi.org/10.1016/j.ejmech.2013.12.013] [PMID: 24412719]
[http://dx.doi.org/10.1016/j.tetlet.2014.06.023]
[http://dx.doi.org/10.1016/j.tet.2017.12.049]
[http://dx.doi.org/10.1016/j.tetlet.2017.05.047]
[http://dx.doi.org/10.1016/j.tet.2017.10.004]
[http://dx.doi.org/10.1016/j.tet.2017.05.058]
[http://dx.doi.org/10.1016/j.ejmech.2017.01.007] [PMID: 28092859]
[http://dx.doi.org/10.1016/j.tetlet.2015.12.096]
[http://dx.doi.org/10.1016/j.tet.2014.12.076]
[http://dx.doi.org/10.1016/j.tetlet.2014.10.079]
[http://dx.doi.org/10.1016/j.tetlet.2014.04.010]