Synthesis of (Z)-5-(substituted benzylidene)-2-((substituted phenyl) amino)thiazol-4(5H)-one analogues with antitubercular activity

References

• Holla BS, Rao BS, Sarojini BK, et al. Synthesis and studies on some new fluorine containing triazolothiadiazines as possible antibacterial, antifungal and anticancer agents. Eur J Med Chem. 2006;41:657–663. doi: 10.1016/j.ejmech.2006.02.001
   PubMed Web of Science ®Google Scholar
• Sarkate AP, Lokwani DK, Karnik KS, et al. Novel 2-(nitrooxy)ethyl 2-(4-(substituted phenyl)-2-((substituted phenyl)amino)thiazol-5-yl)acetate as anti-inflammatory, analgesic and nitric oxide releasing agents: synthesis and molecular docking studies. Ant Infl Ant All Agen Med Chem. 2017;16:153–167.
   Google Scholar
• Pawar CD, Sarkate AP, Karnik KS, et al. Synthesis and antimicrobial evaluation of novel ethyl 2-(2-(4-substituted) acetamido)-4-subtituted-thiazole-5-carboxylate derivatives. Bioorg Med Chem Lett. 2016;26:3525–3528. doi: 10.1016/j.bmcl.2016.06.030
   Web of Science ®Google Scholar
• Nikalje APG, Tiwari SV, Sarkate AP, et al. Imidazole-thiazole coupled derivatives as novel lanosterol 14-α demethylase inhibitors: Ionic liquid mediated synthesis, biological evaluation and molecular docking study. Med Chem Res. 2018;27:592–606. doi: 10.1007/s00044-017-2085-5
   Web of Science ®Google Scholar
• Zumla A, Chakaya J, Centis R, et al. Tuberculosis treatment and management—an update on treatment regimens, trials, new drugs, and adjunct therapies. Lan Resp Med. 2015;3:220–234. doi: 10.1016/S2213-2600(15)00063-6
   PubMed Web of Science ®Google Scholar
• Hongyu Z, Wu S, Zhai S, et al. Design, synthesis, cytoselective toxicity, Structure–activity relationships, and pharmacophore of thiazolidinone derivatives targeting drug-resistant lung cancer cells. J Med Chem. 2008;51:1242–1251. doi: 10.1021/jm7012024
   PubMed Web of Science ®Google Scholar
• Diurno MV, Mazzoni O, Calignano PE, et al. Synthesis and antihistaminic activity of some thiazolidin-4-ones. J Med Chem. 1992;35:2910–2912. doi: 10.1021/jm00093a025
   PubMed Web of Science ®Google Scholar
• Solomon VR, Haq W, Srivastava K, et al. Synthesis and antimalarial activity of side chain modified 4-aminoquinoline derivatives. J Med Chem. 2007;50:394–398. doi: 10.1021/jm061002i
   PubMed Web of Science ®Google Scholar
• Rida SM, Labouta IM, Salama HM, et al. Syntheses and in vitro antimicrobial evaluation of some benzimidazol-2-ylmethylthioureas, benzimidazol-2-ylacetylthiosemicarbazides and products of their condensation with monochloroacetic acid. Pharmazie. 1986;41:475–478.
   Web of Science ®Google Scholar
• Bhat AR, Singh D. Synthesis and biological activities of 4-thiazolidinones and dihydro-3-(2h)-thiophenones. Ind J Pharm Sci. 1988;50:169–171.
   Google Scholar
• Bonde CG, Gaikwad NJ. Synthesis and preliminary evaluation of some pyrazine containing thiazolines and thiazolidinones as antimicrobial agents. Bioorg Med Chem. 2004;12:2151–2161. doi: 10.1016/j.bmc.2004.02.024
   PubMed Web of Science ®Google Scholar
• Giri S, Shukla AK, Nizamuddin. Synthesis of some 3-(5'-aryloxymethyl-1’,3’,4'-thiadiazol-2'-yl)-2-aryl-4-thiazoldinones and their antifungal activity. Ind J Pharm Sci. 1990;52:108–110.
   Google Scholar
• Capan G, Ulusoy N, Ergenc N, et al. New 6-phenylimidazo[2,1-b]thiazole derivatives: synthesis and antifungal activity. Monat Fur Chemie. 1999;130:1399–1407.
   Web of Science ®Google Scholar
• Karali N, Illhan E, Gursoy A, et al. New cyclohexylidenehydrazide and 4-aza-1-thiaspiro[4.5]decan-3-one derivatives of 3-phenyl-4(3H)-quinazolinones. Farmaco. 1998;53:346–349. doi: 10.1016/S0014-827X(98)00032-9
   Google Scholar
• Menicagli R, Samaritani S, Signore G, et al. In vitro cytotoxic activities of 2-alkyl-4,6-diheteroalkyl-1,3,5-triazines:  new molecules in anticancer research. J Med Chem. 2004;47:4649–4652. doi: 10.1021/jm0495374
   PubMed Web of Science ®Google Scholar
• Pathak RB, Chovatia PT, Parekh HH. Synthesis, antitubercular and antimicrobial evaluation of 3-(4-chlorophenyl)-4-substituted pyrazole derivatives. Bioorg Med Chem Lett.. 2012;22:5129–5133. doi: 10.1016/j.bmcl.2012.05.063
   PubMed Web of Science ®Google Scholar
• Babaoglu K, Page MA, Jones VC, et al. Novel inhibitors of an emerging target in Mycobacterium tuberculosis; substituted thiazolidinones as inhibitors of dTDP-rhamnose synthesis. Bioorg Med Chem Lett. 2003;13:3227–3230. doi: 10.1016/S0960-894X(03)00673-5
   PubMed Web of Science ®Google Scholar
• Melato S, Prosperi D, Coghi P, et al. A combinatorial approach to 2,4,6-trisubstituted triazines with potent antimalarial activity: combining conventional synthesis and microwave-assistance. Chem Med Chem. 2008;3:873–876. doi: 10.1002/cmdc.200700344
   Web of Science ®Google Scholar
• Samadhiya P, Sharma R, Srivastava SK, et al. Synthesis and biological evaluation of 4-thiazolidinone derivatives as antitubercular and antimicrobial agents. Arab J Chem. 2014;7:657–665. doi: 10.1016/j.arabjc.2010.11.015
   Web of Science ®Google Scholar
• Pansare DN, Mulla NA, Pawar CD, et al. One pot three components microwave assisted and conventional synthesis of new 3-(4-chloro-2-hydroxyphenyl)-2-(substituted) thiazolidin-4-one as antimicrobial agents. Bioorg Med Chem Lett. 2014;24:3569–3573. doi: 10.1016/j.bmcl.2014.05.051
   PubMed Web of Science ®Google Scholar
• Tiwari SV, Saijas JA, Vazquez-Tato MP, et al. Ultrasound mediated one-pot, three component synthesis, docking and ADME prediction of novel 5-amino-2-(4-chlorophenyl)-7-substituted phenyl-8, 8a-dihydro-7H-[1,3,4] thiadiazolo [3,2-α]pyrimidine- 6-carbonitrile derivatives as anticancer agents. Molecules. 2016;21(8). 894 (1–13). doi: 10.3390/molecules21080894
   Web of Science ®Google Scholar
• Pansare DN, Shinde DB. A facile synthesis of (Z)-5-(substituted)-2-(methylthio)thiazol-4(5H)-one using microwave irradiation and conventional method. Tet Lett. 2014;55:1107–1110. doi: 10.1016/j.tetlet.2013.12.113
   Web of Science ®Google Scholar
• Shelke RN, Pansare DN, Khade MC, et al. Synthesis and anticancer evaluation of new benzenesulfonamide derivatives. Eur Chem Bull. 2019;8(1):1–6. doi: 10.17628/ecb.2019.8.1-6
   Google Scholar
• Pansare DN, Shelke RN, Khade MC, et al. New thiazolone derivatives: design, synthesis, anticancer and antimicrobial activity. Eur Chem Bull. 2019;8(1):7–14. doi: 10.17628/ecb.2019.8.7-14
   Google Scholar
• Shelke RN, Pansare DN, Khade MC, et al. Synthesis of 2-((5-benzylidene-4-oxo-4,5-dihydrothiazol-2-yl)-substituted amino acids as anticancer and antimicrobial agents. Eur Chem Bull. 2019;8(2):63–70. doi: 10.17628/ecb.2019.8.63-70
   Google Scholar
• Pansare DN, Shelke RN, Pawar CD. A facile synthesis of (Z)-2-((5-(4-chlorobenzylidene)-4-oxo-4,5-dihydrothiazol-2-yl)amino)substituted acid using microwave irradiation and conventional method. Lett Org Chem. 2017;14(7):517–524. doi: 10.2174/1570178614666170524142722
   Google Scholar
• Pansare DN, Shelke RN, Shinde DB. A facial synthesis and anticancer activity of (Z)-2-((5-(4-nitrobenzylidene) -4-oxo-4,5-dihydrothiazol-2-yl)amino) substituted acid. J Het Chem. 2017;54(6):3077–3086. doi: 10.1002/jhet.2919
   Web of Science ®Google Scholar
• Pansare DN, Shinde DB. A facile synthesis of novel series (Z)-2-((4-oxo-5-(thiophen-2-yl methylene)-4,5-dihydro thiazol-2-yl)amino) substituted acid. J Saudi Chem Soc. 2017;21:434–440. doi: 10.1016/j.jscs.2015.10.005
   Web of Science ®Google Scholar
• Sarkate AP, Bahekar SS, Wadhai VM, et al. Microwave-assisted synthesis of nonsymmetrical aryl ethers using nitro-arenes. Synlett. 2013;24:1513–1516. doi: 10.1055/s-0033-1338869
   Web of Science ®Google Scholar
• Singh U, Akhtar S, Mishra A, et al. A novel screening method based on menadione mediated rapid reduction of tetrazolium salt for testing of anti-mycobacterial agents. J Micro Meth. 2011;84:202–207. doi: 10.1016/j.mimet.2010.11.013
   PubMed Web of Science ®Google Scholar
• Khan A, Sarkar S, Sarkar D. Bactericidal activity of 2-nitroimidazole against the active replicating stage of Mycobacterium bovis BCG and Mycobacterium tuberculosis with intracellular efficacy in THP-1 macrophages. Int J Antimicro Agen. 2008;32:40–45. doi: 10.1016/j.ijantimicag.2008.02.022
   PubMed Web of Science ®Google Scholar
• Doyen CM, Moshkin YM, Chalkley GE, et al. Subunits of the histone chaperone CAF1 also mediate assembly of protamine-based chromatin. Cell Rep. 2013;4:59–65. doi: 10.1016/j.celrep.2013.06.002
   Web of Science ®Google Scholar
• Ciapetti G, Cenni E, Pratelli L, et al. In vitro evaluation of cell/biomaterial interaction by MTT assay. Biomaterials. 1993;14:359–364. doi: 10.1016/0142-9612(93)90055-7
   PubMed Web of Science ®Google Scholar