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Research Article

Novel benzothiazolyl urea and thiourea derivatives with potential cytotoxic and antimicrobial activities

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Pages 57-64 | Received 09 Jul 2006, Accepted 10 Aug 2006, Published online: 04 Oct 2008

References

  • Gellert GC, Jackson SR, Dikmen ZG, Wright WE, Shay JW. Telomerase as a therapeutic target in cancer. Drug Discov Today: Disease Mech 2005; 2: 159–164
  • Herbert B-S, Wright WE, Shay JW. Telomerase and breast cancer. Breast Cancer Res 2001; 3: 146–149
  • Olaussen KA, Dubrana K, Domont J, Spano J-P, Sabatier L, Soria J-C. Telomeres and telomerase as targets for anticancer drug development. Crit Rev Oncol/Hematol 2006; 57: 191–214
  • Harrison RJ, Reszka AP, Haider SM, Romagnoli B, Morrell J, Read MA, Gowan SM, Incles CM, Kellandc LR, Neidle S. Evaluation of by disubstituted acridone derivatives as telomerase inhibitors: the importance of G-quadruplex binding. Bioorg Med Chem Lett 2004; 14: 5845–5849
  • Rossetti L, Franceschin M, Schirripa S, Bianco A, Ortaggi G, Savino M. Selective interactions of perylene derivatives having different side chains with inter- and intramolecular G-quadruplex DNA structures. A correlation with telomerase inhibition. Bioorg Med Chem Lett 2005; 15: 413–420
  • Huang H-S, Chou C-L, Guo C-L, Yuan C-L, Lu Y-C, Shieh F-Y, Lin J-J. Human telomerase inhibition and cytotoxicity of regioisomeric disubstituted amidoanthraquinones and aminoanthraquinones. Bioorg Med Chem 2005; 13: 1435–1444
  • Schultes CM, Guyen B, Cuesta J, Neidle S. Synthesis, biophysical and biological evaluation of 3,6-bis-amidoacridines with extended 9-anilino substituents as potent G-quadruplex-binding telomerase inhibitors. Bioorg Med Chem Lett 2004; 14: 4347–4351
  • Zhou J-L, Lu Y-J, Ou T-M, Zhou J-M, Haung Z-S, Zhu X-F, Du X-Z, Ma L, Gu L-Q, Li Y-M, Chan AS-C. Synthesis and evaluation of quindoline derivatives as G-quadruplex inducing and stabilizing ligands and potential inhibitors of telomerase. J Med Chem 2005; 48: 7315–7321
  • Burger AB, Dai F, Schultes CM, Reszka AP, Moore MJ, Double JA, Neidle S. The G-quadruplex-interactive molecule BRACO-19 inhibits tumor growth, consistent with telomere targeting and interference with telomerase function. Cancer Res 2005; 65: 1489–1496
  • Mortimer C, Wells G, Crochard J-P, Stone EL, Bradshaw TD, Stevens MFG, Westwell AD. Antitumor benzothiazoles 26. 2-(3,4-dimethoxyphenyl)-5-fluorobenzothiazole (GW 610, NSC 721648), a simple fluorinated 2-arylbenzothizole, shows potent and selective inhibitory activity against lung, colon, and breast cancer cell lines. J Med Chem 2006; 49: 179–185
  • Yoshida M, Hayakawa I, Hayashi N, Agatsuma T, Oda Y, Tanzawa F, Iwasaki S, Koyama K, Furukawa H, Kurakata S, Sugano Y. Synthesis and biological evaluation of benzothiazole derivatives as potent antitumor agents. Bioorg Med Chem Lett 2005; 15: 3328–3332
  • Vicini P, Geronikaki A, Incerti M, Busonera B, Poni G, Cabras CA, La Colla P. Synthesis and biological evaluation of benzo[d]isothiazole, benzothiazole and thiazole Schiff bases. Bioorg Med Chem 2003; 11: 4785–4789
  • Sanmartin C, Echeverria M, Mendıvil B, Cordeu L, Cubedo E, Garcia-Foncillas J, Fontc M, Palop JA. Synthesis and biological evaluation of new symmetrical derivatives as cytotoxic agents and apoptosis inducers. Bioorg Med Chem 2005; 13: 2031–2044
  • Hallur G, Jimeno A, Dalrymple S, Zhu T, Jung MK, Hidalgo M, Isaacs JT, Sukumar S, Hamel E, Khan SR. Benzoylphenylurea sulfur analogues with potent antitumor activity. J Med Chem 2006; 49: 2357–2360
  • Moreau E, Fortin S, Desjardins M, Rousseau JLC, Petitclerc EC, Gaudreault RC. Optimized N-phenyl-N′-(2-chloroethyl)ureas as potential antineoplastic agents: Synthesis and growth inhibition activity. Bioorg Med Chem 2005; 13: 6703–6712
  • Esteves-Souza A, Pissinate K. Nascimento Md-G, Grynberg NF, Aurea E. Synthesis, cytotoxicity, and DNA-topoisomerase inhibitory activity of new asymmetric ureas and thioureas. Bioorg Med Chem 2006; 14: 492–499
  • Choi SJ, Park HJ, Lee SK, Kim SW, Han G, Choo H-YP. Solid phase combinatorial synthesis of benzothiazoles and evaluation of topoisomerase II inhibitory activity. Bioorg Med Chem 2006; 14: 1229–1235
  • Venkatachalam TK, Mao C, Uckun FM. Effect of stereochemistry on the anti-HIV activity of chiral thiourea compounds. Bioorg Med Chem 2004; 12: 4275–4284
  • Lind PT, Morin JM, Jr, Noreen R, Ternansky RJ. Thiourea derivatives and methods for inhibition of HIV and related viruses. 119: 160110, WO 9303022, (1993). Through CA
  • Aboraia AS, Abdel-Rahman HM, Mahfouz NM, EL-Gendy MA. Novel 5-(2-hydroxyphenyl)-3-substituted-2,3-dihydro-1,3,4-oxadiazole-2-thione derivatives: promising anticancer agents. Bioorg Med Chem 2006; 14: 1236–1246
  • Seth P, Ranken R, Robinson DE, Osgood SA, Risen LM, Rodgers EL, Migawa MT, Jefferson EA, Swayze EE. Aryl urea analogs with broad-spectrum antibacterial activity. Bioorg Med Chem Lett 2004; 14: 5569–5572
  • Phetsuksiri B, Baulard AR, Cooper AM, Minnikin DE, Douglas JD, Besra GS, Brennan PJ. Antimycobacterial activities of isoxyl and new derivatives through the inhibition of mycolic acid synthesis. Antimicrob Agents Chemother 1999; 43: 1042–1051
  • Wilson LJ, Morris TW, Wu Q, Renick PJ, Parker CN, Davis MC, McKeever HD, Hershberger PM, Switzer AG, Shrum G, Sunder S, Jones DR, Soper SS, Dobson RLM, Burt T, Morand KL, Stella M. The identification and characterization of hydrazinyl urea-based antibacterial agents through combinatorial chemistry. Bioorg Med Chem Lett 2001; 11: 1149–1152
  • Sriram D, Yogeeswari P, Madhu K. Synthesis and in vitro antitubercular activity of some 1-[(4-sub)phenyl]-3-(4-{1-[(pyridine-4-carbonyl)hydrazono]ethyl}phenyl) thiourea. Bioorg Med Chem Lett 2006; 16: 876–878
  • Takayama W, Shirasaki Y, Sakai Y, Nakajima E, Fujita S, Sakamoto-Mizutani K, Inoue J. Synthesis and PDF inhibitory activities of novel benzothiazolylidenehydroxamic acid derivatives. Bioorg Med Chem Lett 2003; 13: 3273–3276
  • Mosmann T. Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assay. J Immunol Meth 1983; 65: 55–63
  • Collins L, Franzblau SG. Microplate alamer blue assay versus BACTEC 460 system for high-throughput screening of compounds against Mycobacyerium tuberculosis and mycobacterium avium. Antimicrob Agents Chemother 1997; 41: 1004–1009
  • Henderson B. Textbook of Immunopharmacology. MM Dale, JC Foreman, T-PD Fan. Blackwell Scientific Publications, London 1994; 16, and 193
  • Haider SM, Parkinson GN, Neidle S. Structure of a G-quadruplex-Ligand complex. J Mol Biol 2003; 326: 117–125

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