Abstract
Background: Cancer is second leading disease after cardiovascular disease. Presently, Chemotherapy, Radiotherapy and use of chemicals are some treatments available these days. Thiazole and its hybrid compounds extensively used scaffolds in drug designing and development of novel anticancer agents due to their wide pharmacological profiles. Fused thiazole scaffold containing drugs are available in market as a promising group of anticancer agents.
Methods: The detailed study has been done using different database that focused on potent thiazole hybrid compounds with anticancer activity. The literature included in this review is focused on novel fused thiazole derivatives exhibiting anticancer potency in last decade.
Results: Literature suggested that thiazoles and its fused and linked congener serve excellent pharmacological profile as an anticancer agent. Various synthetic strategies for fused thiazole are also summarized in this article. Novel thiazole and its fused congener showed anticancer activity against various cancer cell lines.
Interpretation: Thiazole is a promising scaffold reported in literature with broad range of biological activities. This article covers the thiazole compounds fused with other carbocyclic/heterocycle including benzene, imidazole, pyridine, pyrimidine, quinoline, phenothiazine, thiopyrano, steroids, pyrrole etc. with anticancer activity from last decades. Several inhibitors for breast cancer, colon cancer, melanoma cancer, ovarian cancer, tubulin cancer etc. were reported in this review. Thus, this review will definitely aid to develop a lead for the new selective anticancer agents in future.
Keywords: Fused thiazole, cancer, inhibitors, cancer cell lines, heterocycles, chemotherapy.
Graphical Abstract
[PMID: 25429341]
[http://dx.doi.org/10.1016/j.talanta.2011.08.034] [PMID: 21962644]
[http://dx.doi.org/10.3390/cancers3011111] [PMID: 24212655]
[http://dx.doi.org/10.1021/cr900208x] [PMID: 19583428]
[http://dx.doi.org/10.1038/sj.bjc.6604075]
[http://dx.doi.org/10.3109/14756366.2012.720572] [PMID: 23030043]
[http://dx.doi.org/10.1016/j.ejpb.2015.03.018] [PMID: 25813885]
[http://dx.doi.org/10.1016/j.ctrv.2007.12.002] [PMID: 18226859]
[http://dx.doi.org/10.1016/j.pharmthera.2016.02.003] [PMID: 26896565]
[http://dx.doi.org/10.1016/j.ctrv.2012.04.007] [PMID: 22651903]
[http://dx.doi.org/10.1038/nrc2193] [PMID: 17721431]
[http://dx.doi.org/10.1002/tcr.201800024] [PMID: 29943894]
[http://dx.doi.org/10.1007/s10593-012-0960-z]
[http://dx.doi.org/10.1016/j.bmcl.2019.126661] [PMID: 31515187]
[http://dx.doi.org/10.1111/cbdd.13576]
[http://dx.doi.org/10.5530/ijper.53.4s.162]
[http://dx.doi.org/10.3390/M1100]
[http://dx.doi.org/10.1016/j.ejmech.2012.04.027] [PMID: 22608854]
[http://dx.doi.org/10.1016/j.cclet.2013.10.001]
[http://dx.doi.org/10.1007/s12272-013-0163-x] [PMID: 23737106]
[http://dx.doi.org/10.1039/C7MD00067G] [PMID: 30108886]
[http://dx.doi.org/10.1016/j.ejmech.2015.04.015] [PMID: 25934508]
[http://dx.doi.org/10.1128/JCM.00863-13] [PMID: 23740727]
[PMID: 19209283]
[http://dx.doi.org/10.1002/jhet.5570430627]
[http://dx.doi.org/10.1371/journal.pone.0010186] [PMID: 20419121]
[http://dx.doi.org/10.1016/j.ejmech.2015.12.022] [PMID: 26771245]
[http://dx.doi.org/10.2174/1389557519666190617153213] [PMID: 31288719]
[http://dx.doi.org/10.1007/s00044-011-9751-9]
[http://dx.doi.org/10.4103/0250-474X.32107]
[http://dx.doi.org/10.3390/scipharm86020026] [PMID: 29903979]
[http://dx.doi.org/10.1631/jzus.2007.B0446] [PMID: 17565517]
[http://dx.doi.org/10.1007/s11164-016-2627-3]
[http://dx.doi.org/10.1007/s00044-015-1481-y]
[http://dx.doi.org/10.1007/s00044-012-0424-0]
[http://dx.doi.org/10.1007/s00044-011-9783-1]
[http://dx.doi.org/10.3109/14756360903389849] [PMID: 20001274]
[http://dx.doi.org/10.1007/s12039-012-0271-z]
[PMID: 31089339]
[http://dx.doi.org/10.1021/ol102344m] [PMID: 21067219]
[http://dx.doi.org/10.1007/s00044-011-9865-0]
[http://dx.doi.org/10.1007/s00044-011-9671-8]
[http://dx.doi.org/10.1016/j.ejmech.2006.10.012] [PMID: 17145120]
[http://dx.doi.org/10.1007/s00044-016-1684-x]
[http://dx.doi.org/10.1016/j.tetlet.2010.07.172]
[http://dx.doi.org/10.1007/s00706-011-0469-7]
[http://dx.doi.org/10.1021/jm501934n] [PMID: 25710739]
[http://dx.doi.org/10.1016/j.ejmech.2012.07.009] [PMID: 22840494]
[http://dx.doi.org/10.1016/j.molliq.2019.112262]
[http://dx.doi.org/10.1016/j.ejmech.2019.111609] [PMID: 31445229]
[http://dx.doi.org/10.1080/07391102.2019.1621213] [PMID: 31107179]
[http://dx.doi.org/10.1002/jhet.3524]
[http://dx.doi.org/10.1080/07391102.2018.1467794] [PMID: 29676660]
[http://dx.doi.org/10.1016/j.molstruc.2017.12.074]
[http://dx.doi.org/10.1021/acsomega.9b02789] [PMID: 31763563]
[http://dx.doi.org/10.1002/cmdc.201402310] [PMID: 25313981]
[http://dx.doi.org/10.1016/j.bmcl.2014.10.030] [PMID: 25453802]
[http://dx.doi.org/10.1016/j.ejmech.2013.12.010] [PMID: 24576591]
[http://dx.doi.org/10.1016/j.ejmech.2014.09.002] [PMID: 25234355]
[http://dx.doi.org/10.1016/j.ejmech.2015.06.042] [PMID: 26141911]
[http://dx.doi.org/10.1039/C4RA11428K]
[http://dx.doi.org/10.1016/j.cclet.2014.04.003]
[http://dx.doi.org/10.3390/molecules16010016] [PMID: 21187814]
[http://dx.doi.org/10.1007/s00044-015-1481-y]
[http://dx.doi.org/10.1016/S0014-827X(99)00068-3] [PMID: 10555260]
[http://dx.doi.org/10.1016/S0376-8716(00)00140-X] [PMID: 11137283]
[http://dx.doi.org/10.1016/j.bioorg.2017.07.008] [PMID: 28750204]
[http://dx.doi.org/10.3390/molecules25020399] [PMID: 31963649]
[http://dx.doi.org/10.1002/jccs.201190056]
[http://dx.doi.org/10.1016/j.ejmech.2011.10.023] [PMID: 22056277]
[http://dx.doi.org/10.1016/j.bmcl.2014.07.030] [PMID: 25096298]
[http://dx.doi.org/10.3390/ijms18071365]
[http://dx.doi.org/10.1248/cpb.c14-00885] [PMID: 26133066]
[http://dx.doi.org/10.3797/scipharm.1408-05] [PMID: 26171321]
[http://dx.doi.org/10.3797/scipharm.1301-13] [PMID: 23833711]
[http://dx.doi.org/10.1021/acs.orglett.8b02587] [PMID: 30204455]
[http://dx.doi.org/10.1021/acsomega.8b02840] [PMID: 30613817]
[http://dx.doi.org/10.1016/j.ejmech.2016.01.058] [PMID: 26866967]
[http://dx.doi.org/10.1016/j.ejmech.2014.04.008] [PMID: 24747064]
[http://dx.doi.org/10.1016/j.ejmech.2012.11.036] [PMID: 23313634]
[http://dx.doi.org/10.1016/j.ejmech.2012.03.030] [PMID: 22507893]
[http://dx.doi.org/10.1039/c2ob25875g] [PMID: 22850968]
[http://dx.doi.org/10.1016/j.bioorg.2019.103089] [PMID: 31271947]
[http://dx.doi.org/10.1016/j.biopha.2019.108707] [PMID: 30970513]
[http://dx.doi.org/10.2147/DDDT.S136692] [PMID: 28615927]
[http://dx.doi.org/10.1016/j.bioorg.2016.02.006] [PMID: 26918263]
[http://dx.doi.org/10.1016/j.ejmech.2013.03.013] [PMID: 23567960]
[http://dx.doi.org/10.1016/j.bmc.2015.08.013] [PMID: 26321603]
[http://dx.doi.org/10.1016/j.bioorg.2017.10.019] [PMID: 29102724]
[http://dx.doi.org/10.1016/j.bmcl.2014.11.083] [PMID: 25563891]
[http://dx.doi.org/10.1080/10406638.2019.1689514]
[http://dx.doi.org/10.1039/C8NJ06517A]
[http://dx.doi.org/10.1016/j.bmc.2017.07.003] [PMID: 28720329]
(b)Kaur Manjal, S.; Kaur, R.; Bhatia, R.; Kumar, K.; Singh, V.; Shankar, R.; Kaur, R.; Rawal, R.K. Synthetic and medicinal perspective of thiazolidinones: A review. Bioorg. Chem., 2017, 75, 406-423.
[http://dx.doi.org/10.1016/j.bioorg.2017.10.014] [PMID: 29102723]
(c)Kaur, R.; Chaudhary, S.; Kumar, K.; Gupta, M.K.; Rawal, R.K. Recent synthetic and medicinal perspectives of dihydropyrimidinones: A review. Eur. J. Med. Chem., 2017, 132, 108-134.
[http://dx.doi.org/10.1016/j.ejmech.2017.03.025] [PMID: 28342939]
(d)Kumar, B.; Singh, V.; Shankar, R.; Kumar, K.; Rawal, R.K. Synthetic and medicinal prospective of structurally modified curcumins. Curr. Top. Med. Chem., 2017, 17(2), 148-161.
[http://dx.doi.org/10.2174/1568026616666160605050052] [PMID: 27280465]
(e)Mittal, M.; Kumar, K.; Anghore, D.; Rawal, R.K. ICP-MS: Analytical method for identification and detection of elemental impurities. Curr. Drug Discov. Technol., 2017, 14(2), 106-120.
[http://dx.doi.org/10.2174/1570163813666161221141402] [PMID: 28003007]
(f)Talwan, P.; Choudhary, S.; Kumar, K.; Rawal, R.K. Chemical and medicinal versatility of substituted 1, 4-dihydropyridines. Curr. Bioact. Compd., 2017, 13, 109-120.
[http://dx.doi.org/10.2174/1573407212666160607090202]
(g)Kaur, R.; Kapoor, Y.; Manjal, S.K.; Rawal, R.K.; Kumar, K. Diversity oriented synthetic approaches for furoindoline: A review. Curr. Org. Synth., 2019, 16(3), 342-368.
[http://dx.doi.org/10.2174/1570179416666190328211509] [PMID: 31984898]
(h)Kaur, R.; Kumar, K. One-pot synthesis of [4-(tert-butyl)-1H-pyrrol-3-yl] (phenyl) methanone from tosylmethyl isocyanide and carbonyl compound. Chem. Heterocycl. Compd., 2018, 54, 700-702.
[http://dx.doi.org/10.1007/s10593-018-2335-6]
(i)Kapoor, Y.; Kumar, K. Structural and clinical impact of anti-allergy agents: An overview. Bioorg. Chem., 2020, 94, 103351-103375.
[http://dx.doi.org/10.1016/j.bioorg.2019.103351] [PMID: 31668464]
[http://dx.doi.org/10.1016/j.tetlet.2016.04.056]
(b)Kumar, K.; Siddique, J.; Gangar, M.; Goyal, S.; Rawal, R.K.; Nair, V.A. ZrCl4 catalysed diastereoselective synthesis of spirocarbocyclic oxindoles via [4+2] cycloaddition. ChemistrySelect, 2016, 1, 2409-2412.
[http://dx.doi.org/10.1002/slct.201600447]
(c)Kumar, K.; Konar, D.; Goyal, S.; Gangar, M.; Chouhan, M.; Rawal, R.K.; Nair, V.A. AlCl3/Cyclohexane mediated electrophilic activation of isothiocyanates: An efficient synthesis of thioamides. ChemistrySelect, 2016, 1, 3228-3231.
[http://dx.doi.org/10.1002/slct.201600601]
(d)Kumar, K.; Konar, D.; Goyal, S.; Gangar, M.; Chouhan, M.; Rawal, R.K.; Nair, V.A. Water-promoted regiospecific azidolysis and copper-catalyzed azide-alkyne cycloaddition: One-pot synthesis of 3-hydroxy-1-alkyl-3-[(4-aryl/alkyl-1H-1,2,3-triazol-1-yl)methyl]indolin-2-ones. J. Org. Chem., 2016, 81(20), 9757-9764.
[http://dx.doi.org/10.1021/acs.joc.6b01819] [PMID: 27657181]
(e)Kumar, K.; More, S.S.; Khatik, G.L.; Rawal, R.K.; Nair, V.A. A highly stereoselective chiral auxiliary-assisted reductive cyclization to furoindoline. J. Heterocycl. Chem., 2017, 54, 2696-2702.
[http://dx.doi.org/10.1002/jhet.2870]
(f)Manjal, S.K.; Pathania, S.; Bhatia, R.; Kaur, R.; Kumar, K.; Rawal, R.K. Diversified synthetic strategies for pyrroloindoles: An overview. J. Heterocycl. Chem., 2019, 56, 2318-2332.
[http://dx.doi.org/10.1002/jhet.3661]