Abstract
Fatty acids derived from oils and fats of different plant and animal resources are considered one of the most valuable renewable precursors of the synthetic chemical and pharmaceutical industries. On the other hand, heterocyclic compounds are well known nowadays by their constitution of many commercialized drugs due to their unique biological activities. Combination between fatty acids and heterocyclic compounds has made important advances in the construction of valuable biologically relevant molecules in pharmaceutical industry. This review casts light on the synthetic pathways for construction of the fatty acid-heterocycle hybrid up to date in a simple classification and arranged manner.
Keywords: Fatty acids, heterocycles, hybrid compounds, synthetic utilities, biological activity, Oleo-chemistry.
Graphical Abstract
[http://dx.doi.org/10.1002/ange.19881000107]
[http://dx.doi.org/10.1002/1521-3757(20000703)112:13<2292:AID-ANGE2292>3.0.CO;2-V]
[http://dx.doi.org/10.1002/anie.201002767]
[http://dx.doi.org/10.1039/b703294c] [PMID: 18213986]
[http://dx.doi.org/10.1016/j.eurpolymj.2010.11.020]
[http://dx.doi.org/10.1021/acs.molpharmaceut.6b01027] [PMID: 28080053]
[http://dx.doi.org/10.1007/s11745-998-0225-7] [PMID: 9590632]
[http://dx.doi.org/10.47583/ijpsrr.2021.v69i02.010]
[http://dx.doi.org/10.3390/ph14080779] [PMID: 34451876]
[http://dx.doi.org/10.1002/ejoc.202100495]
[http://dx.doi.org/10.2174/1385272825666210525154330]
[http://dx.doi.org/10.1007/s41061-021-00347-5] [PMID: 34373963]
[http://dx.doi.org/10.1016/j.ejmech.2021.113659] [PMID: 34237621]
[http://dx.doi.org/10.3390/ph14040354] [PMID: 33920479]
[http://dx.doi.org/10.2174/1570179417666201216162055] [PMID: 33327918]
[http://dx.doi.org/10.2174/1389557520666201009162804] [PMID: 33038911]
[http://dx.doi.org/10.1039/D0NP00096E] [PMID: 33666619]
[http://dx.doi.org/10.3390/molecules25133036] [PMID: 32635156]
[http://dx.doi.org/10.1007/s10593-020-02716-2]
[http://dx.doi.org/10.1002/jhet.4044]
[http://dx.doi.org/10.1002/ejlt.201500461]
[http://dx.doi.org/10.1002/anie.201107645] [PMID: 22581523]
[http://dx.doi.org/10.1007/s12039-019-1615-8]
[http://dx.doi.org/10.1002/anie.202100778] [PMID: 33617111]
[http://dx.doi.org/10.1016/j.ejmech.2017.09.069] [PMID: 29031060]
[http://dx.doi.org/10.1016/j.ejphar.2020.172937] [PMID: 31958454]
[http://dx.doi.org/10.1016/j.jscs.2014.04.008]
[http://dx.doi.org/10.1016/j.bmcl.2008.04.073] [PMID: 18477505]
[http://dx.doi.org/10.1016/j.bmcl.2010.06.149] [PMID: 20667727]
[http://dx.doi.org/10.1590/S0100-40422010000600022]
[http://dx.doi.org/10.1016/j.bmc.2013.09.034] [PMID: 24103427]
[http://dx.doi.org/10.1016/j.tetlet.2012.03.015]
[http://dx.doi.org/10.1016/j.bmc.2014.11.019] [PMID: 25510639]
[http://dx.doi.org/10.1002/jhet.2288]
[http://dx.doi.org/10.1590/S0103-50532012005000071]
[http://dx.doi.org/10.1007/s11743-017-1936-x]
[http://dx.doi.org/10.1016/S0960-894X(03)00591-2] [PMID: 14611845]
[http://dx.doi.org/10.1016/j.ejmech.2008.03.026] [PMID: 18472189]
[http://dx.doi.org/10.1016/j.ejmech.2013.10.051] [PMID: 24262381]
[http://dx.doi.org/10.1007/s11743-011-1301-4]
[http://dx.doi.org/10.1007/s11746-003-0762-5]
[http://dx.doi.org/10.1007/s11746-001-0386-9]
[http://dx.doi.org/10.1016/j.bmcl.2015.06.024] [PMID: 26105195]
[http://dx.doi.org/10.1016/j.bmcl.2005.06.032] [PMID: 16005217]
[http://dx.doi.org/10.1016/j.bmc.2009.12.020] [PMID: 20056548]
[http://dx.doi.org/10.1016/j.bmcl.2007.05.059] [PMID: 17561392]
[http://dx.doi.org/10.1021/jm049208b] [PMID: 15801848]
[http://dx.doi.org/10.1016/j.arabjc.2011.04.009]
[http://dx.doi.org/10.1007/s00044-012-0326-1]
[http://dx.doi.org/10.1016/j.ejmech.2004.10.003] [PMID: 15694652]
[http://dx.doi.org/10.1007/BF02542172]
[http://dx.doi.org/10.1016/j.arabjc.2014.01.015]
[http://dx.doi.org/10.1016/j.ejmech.2012.06.025] [PMID: 22770606]
[http://dx.doi.org/10.1016/j.ejmech.2008.07.012] [PMID: 18760508]
[http://dx.doi.org/10.1002/ardp.200800005] [PMID: 18720340]
[http://dx.doi.org/10.1080/00397911.2016.1164865]
[http://dx.doi.org/10.1007/s11743-013-1530-9]
[http://dx.doi.org/10.4103/0250-474X.54282] [PMID: 20336214]
[http://dx.doi.org/10.1016/j.ejmech.2014.03.022] [PMID: 24835817]
[http://dx.doi.org/10.1016/j.ejmech.2012.03.029] [PMID: 22483635]
[http://dx.doi.org/10.1016/j.ejmech.2016.09.086] [PMID: 27750201]
[http://dx.doi.org/10.1007/s11030-011-9319-0] [PMID: 21633789]
[http://dx.doi.org/10.1016/j.ejmech.2014.05.005] [PMID: 24852277]
[http://dx.doi.org/10.1016/S0009-3084(97)00094-7]
[http://dx.doi.org/10.1016/j.bmcl.2010.01.126] [PMID: 20172722]
[http://dx.doi.org/10.1007/s12039-010-0019-6]
[http://dx.doi.org/10.1016/j.cclet.2007.11.026]
[http://dx.doi.org/10.1002/ejoc.200390134]
[http://dx.doi.org/10.1016/j.bmc.2007.05.053] [PMID: 17562368]
[http://dx.doi.org/10.1016/j.ejmech.2013.05.001] [PMID: 23796768]
[http://dx.doi.org/10.1016/j.arabjc.2014.08.002]
[http://dx.doi.org/10.1016/j.ejmech.2016.11.043] [PMID: 27912173]
[http://dx.doi.org/10.1016/j.jiec.2016.12.013]
[http://dx.doi.org/10.1002/hc.20294]
[http://dx.doi.org/10.1016/j.ejmech.2015.03.062] [PMID: 25863023]
[http://dx.doi.org/10.1016/j.bmcl.2016.12.010] [PMID: 27979594]
[http://dx.doi.org/10.1016/j.ejmech.2010.07.024] [PMID: 20692740]
[http://dx.doi.org/10.1111/cbdd.12536] [PMID: 25676890]
[http://dx.doi.org/10.1016/j.bmc.2007.10.077] [PMID: 17993277]
[http://dx.doi.org/10.1016/j.bmcl.2003.12.056] [PMID: 14980660]
[http://dx.doi.org/10.1016/j.bmc.2016.06.010] [PMID: 27301676]
[http://dx.doi.org/10.1139/v08-152]
[http://dx.doi.org/10.5012/bkcs.2013.34.9.2819]
[http://dx.doi.org/10.1016/S0960-894X(01)00211-6] [PMID: 11412972]
[http://dx.doi.org/10.1016/j.tet.2007.02.074]
[http://dx.doi.org/10.5650/jos.57.453] [PMID: 18622129]
[http://dx.doi.org/10.1016/j.ejmech.2016.10.005] [PMID: 27750152]
[http://dx.doi.org/10.1016/S0968-0896(99)00256-4] [PMID: 10968266]
[http://dx.doi.org/10.1016/j.bmc.2009.06.053] [PMID: 19595598]
[http://dx.doi.org/10.1016/j.bmcl.2014.09.060] [PMID: 25442318]
[http://dx.doi.org/10.1039/C6MD00425C]
[http://dx.doi.org/10.1016/j.bmc.2010.10.060] [PMID: 21106378]
[http://dx.doi.org/10.1271/bbb.69.2250] [PMID: 16306714]
[http://dx.doi.org/10.1016/j.chemphyslip.2005.02.008] [PMID: 15921974]
[http://dx.doi.org/10.3184/030823409X466023]
[http://dx.doi.org/10.3989/gya.2007.v58.i1.4]
[http://dx.doi.org/10.1002/jccs.200500020]
[http://dx.doi.org/10.1016/j.bmcl.2005.11.025] [PMID: 16309903]
[http://dx.doi.org/10.21608/ejchem.2013.1119]
[http://dx.doi.org/10.1007/s00044-014-1235-2]
[http://dx.doi.org/10.1016/j.ejmech.2017.01.009] [PMID: 28103537]