메뉴 건너뛰기




Volumn 62, Issue 5, 2007, Pages 626-632

Synthesis and mutagenicity of 2-aryl-substitute (o-hydroxy-, m-bromo-, o-methoxy-, o-nitro-phenyl or 4-pyridyl) benzothiazole derivatives on Salmonella typhimurium and human lymphocytes exposed in vitro

Author keywords

2 aryl substitute benzothiazole; Ames test; Sister chromatid exchange

Indexed keywords

SALMONELLA TYPHIMURIUM;

EID: 50849095800     PISSN: 00063088     EISSN: 13369563     Source Type: Journal    
DOI: 10.2478/s11756-007-0122-4     Document Type: Article
Times cited : (13)

References (36)
  • 1
    • 0038745928 scopus 로고    scopus 로고
    • Synthesis and HIV-1 reverse transcriptase inhibitor activity of some 2,5,6-substituted benzoxazole, benzimidazole, benzothiazole and oxazolo(4,5-b)pyridine derivatives
    • 4
    • Akbay A., Oren, I., Temiz-Arpaci O., Aki-Sener E. & Yalcin, I. 2003. Synthesis and HIV-1 reverse transcriptase inhibitor activity of some 2,5,6-substituted benzoxazole, benzimidazole, benzothiazole and oxazolo(4,5-b)pyridine derivatives. Arzneimittelforschung 53(4): 266-271.
    • (2003) Arzneimittelforschung , vol.53 , pp. 266-271
    • Akbay, A.1    Oren, I.2    Temiz-Arpaci, O.3    Aki-Sener, E.4    Yalcin, I.5
  • 2
    • 0031662067 scopus 로고    scopus 로고
    • Novel antiallergic and anti-inflammatory agents. Part I: Synthesis and pharmacology of glycolic amide derivatives
    • 7
    • Ban M., Taguchi H., Katsushima T., Takahashi M., Shinoda K., Watanabe A. & Tominaga T. 1998. Novel antiallergic and anti-inflammatory agents. Part I: Synthesis and pharmacology of glycolic amide derivatives. Bioorg. Med. Chem. 6(7): 1069-1076.
    • (1998) Bioorg. Med. Chem. , vol.6 , pp. 1069-1076
    • Ban, M.1    Taguchi, H.2    Katsushima, T.3    Takahashi, M.4    Shinoda, K.5    Watanabe, A.6    Tominaga, T.7
  • 4
    • 0035042610 scopus 로고    scopus 로고
    • The discovery of the potent and selective antitumor agent 2-(4-amino-3-methylphenyl)benzothiazoles (DF 203) and related compounds
    • 2
    • Bradshaw T.D., Stevens M.F. & WestwelL A.D. 2001. The discovery of the potent and selective antitumor agent 2-(4-amino-3-methylphenyl) benzothiazoles (DF 203) and related compounds. Curr. Med. Chem. 8(2): 203-210.
    • (2001) Curr. Med. Chem. , vol.8 , pp. 203-210
    • Bradshaw, T.D.1    Stevens, M.F.2    Westwell, A.D.3
  • 5
    • 1842484230 scopus 로고    scopus 로고
    • The development of the antitumour benzothiazole prodrug, Phortress, as a clinical candidate
    • 8
    • Bradshaw T.D. & Westwell A.D. 2004. The development of the antitumour benzothiazole prodrug, Phortress, as a clinical candidate. Curr. Med. Chem. 11(8): 1009-1021.
    • (2004) Curr. Med. Chem. , vol.11 , pp. 1009-1021
    • Bradshaw, T.D.1    Westwell, A.D.2
  • 6
    • 50849130186 scopus 로고    scopus 로고
    • Anti-tumor 2-(4-amino-3-phenyl)-5-fluoro-benzothiazole (5F203, NSC 703786) induces single-strand breaks and DNA-protein cross-links in sensitive MCF-7 breast cancer cells.
    • 6075S-Part 2
    • Brantley E., Stinson S., Kohlhagen G., Antony S., Sausville E. & Pommier Y. 2003. Anti-tumor 2-(4-amino-3-phenyl)-5-fluoro-benzothiazole (5F203, NSC 703786) induces single-strand breaks and DNA-protein cross-links in sensitive MCF-7 breast cancer cells. Clin. Cancer Res. 9(16): 6075S-Part 2 Suppl. S.
    • (2003) Clin. Cancer Res. , vol.9 , Issue.16
    • Brantley, E.1    Stinson, S.2    Kohlhagen, G.3    Antony, S.4    Sausville, E.5    Pommier, Y.6
  • 8
    • 0037008251 scopus 로고    scopus 로고
    • Modulation of recombinant and native neuronal SK channels by the neuroprotective drug riluzole
    • Cao Y.-J., Dreixler J.C., Couey J.J. & Houamed K.M. 2002. Modulation of recombinant and native neuronal SK channels by the neuroprotective drug riluzole. Eur. J. Pharmacol. 449: 47-54.
    • (2002) Eur. J. Pharmacol. , vol.449 , pp. 47-54
    • Cao, Y.-J.1    Dreixler, J.C.2    Couey, J.J.3    Houamed, K.M.4
  • 9
    • 1942456875 scopus 로고    scopus 로고
    • An efficient synthesis of benzothiazoles by direct condensation of carboxylic acids with 2-aminothiophenol under microwave irradiation
    • Chakraborti A.K., Selvam C., Kaur G. & Bhagat S. 2004. An efficient synthesis of benzothiazoles by direct condensation of carboxylic acids with 2-aminothiophenol under microwave irradiation. Synlett 5: 851-855.
    • (2004) Synlett , vol.5 , pp. 851-855
    • Chakraborti, A.K.1    Selvam, C.2    Kaur, G.3    Bhagat, S.4
  • 11
    • 0032903677 scopus 로고    scopus 로고
    • Investigations on the mechanism of action of the novel antitumor agents 2-benzothiazolyl, 2-benzoxazolyl and 2-benzimidazolyl hydrazones derived from 2-acetylpyridine
    • 4
    • Hall I.H., Peaty N.J., Henry J.R., Easmon J., Heinisch G. & Purstinger G. 1999. Investigations on the mechanism of action of the novel antitumor agents 2-benzothiazolyl, 2-benzoxazolyl and 2-benzimidazolyl hydrazones derived from 2-acetylpyridine. Arch. Pharm. (Weinheim) 332(4): 115-123.
    • (1999) Arch. Pharm. (Weinheim) , vol.332 , pp. 115-123
    • Hall, I.H.1    Peaty, N.J.2    Henry, J.R.3    Easmon, J.4    Heinisch, G.5    Purstinger, G.6
  • 12
    • 0742287048 scopus 로고    scopus 로고
    • Pyridyl benzimidazole, benzoxazole, and benzothiazole platinum complexes
    • 1
    • He X-F., Vogels C.M., Decken A. & Westcott S.A. 2004. Pyridyl benzimidazole, benzoxazole, and benzothiazole platinum complexes. Polyhedron 23(1): 155-160.
    • (2004) Polyhedron , vol.23 , pp. 155-160
    • He, X.-F.1    Vogels, C.M.2    Decken, A.3    Westcott, S.A.4
  • 13
    • 84859962844 scopus 로고
    • Benzazole compounds. Preparation of pyridylbenzazoles
    • 3
    • Hides K. & Hankovsky H.O. 1963. Benzazole compounds. Preparation of pyridylbenzazoles. Acta Chim. Acad. Hung. 43(3): 263-269.
    • (1963) Acta Chim. Acad. Hung. , vol.43 , pp. 263-269
    • Hides, K.1    Hankovsky, H.O.2
  • 14
    • 2942535435 scopus 로고    scopus 로고
    • Induction of CYP1A1 in tumor cells by the antitumor agent 2-[4-amino-3-methylphenyl]-5-fluoro-benzothiazole: A potential surrogate marker for patient sensitivity
    • 12
    • Hose C.D., Hollingshead M., Sausville E.A. & Monks A. 2003. Induction of CYP1A1 in tumor cells by the antitumor agent 2-[4-amino-3-methylphenyl]-5- fluoro-benzothiazole: A potential surrogate marker for patient sensitivity. Mol. Cancer Ther. 2(12): 1265-1272.
    • (2003) Mol. Cancer Ther. , vol.2 , pp. 1265-1272
    • Hose, C.D.1    Hollingshead, M.2    Sausville, E.A.3    Monks, A.4
  • 15
    • 0037325622 scopus 로고    scopus 로고
    • Antitumor benzothiazoles. Part 20: 3-cyano and 3-alkynyl-substituted 2-(4-aminophenyl)benzothiazoles as new potent and selective analogues
    • 3
    • Hutchinson I., Bradshaw T.D., Matthews C.S., Stevens M.F. & Westwell A.D. 2003. Antitumor benzothiazoles. Part 20: 3-cyano and 3-alkynyl-substituted 2-(4-aminophenyl)benzothiazoles as new potent and selective analogues. Bioorg. Med. Chem. Lett. 13(3): 471-474.
    • (2003) Bioorg. Med. Chem. Lett. , vol.13 , pp. 471-474
    • Hutchinson, I.1    Bradshaw, T.D.2    Matthews, C.S.3    Stevens, M.F.4    Westwell, A.D.5
  • 16
    • 0036019823 scopus 로고    scopus 로고
    • Photoinduced intramolecular hydrogen atom transfer in 2-(2-hydroxyphenyl)benzoxazole and 2-(2-hydroxyphenyl)-benzothiazole studied by laser flash photolysis
    • 7
    • Ikegami M. & Arai T. 2002. Photoinduced intramolecular hydrogen atom transfer in 2-(2-hydroxyphenyl)benzoxazole and 2-(2-hydroxyphenyl)-benzothiazole studied by laser flash photolysis. J. Chem. Soc. Perkin Trans. 2(7): 1296-1301.
    • (2002) J. Chem. Soc. Perkin Trans. , vol.2 , pp. 1296-1301
    • Ikegami, M.1    Arai, T.2
  • 17
    • 0025273862 scopus 로고
    • Studies on the syhthesis of some 2-aryl and 2-heteroaryl benzothiazole derivatives and on the establishment of structure-activity relation
    • 1
    • Isikdag I. & Ucucu U. 1990. Studies on the syhthesis of some 2-aryl and 2-heteroaryl benzothiazole derivatives and on the establishment of structure-activity relation. Tr. J. Medical Sciences 14(1): 158-168.
    • (1990) Tr. J. Medical Sciences , vol.14 , pp. 158-168
    • Isikdag, I.1    Ucucu, U.2
  • 18
    • 33847150680 scopus 로고    scopus 로고
    • Studies of muscarinic receptor agonists: 2-(1-methyl-1,2,3,6- tetrahydropyridin-4-yl) benzoxazoles/benzothiazole
    • 2
    • Jung M.H., Choi S-W., Park J-G., Cho K-W. & Kong J.Y. 1999. Studies of muscarinic receptor agonists: 2-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl) benzoxazoles/benzothiazole. Korean J. Med. Chem. 9(2): 56-62.
    • (1999) Korean J. Med. Chem. , vol.9 , pp. 56-62
    • Jung, M.H.1    Choi, S.-W.2    Park, J.-G.3    Cho, K.-W.4    Kong, J.Y.5
  • 19
    • 4544382219 scopus 로고    scopus 로고
    • Solvent-free synthesis of 2-aryl and 2-alkylbenzothiazoles on silica gel under microwave irradiation
    • 16
    • Kodomari M., Tamaru Y. & Aoyama T. 2004. Solvent-free synthesis of 2-aryl and 2-alkylbenzothiazoles on silica gel under microwave irradiation. Synth. Commun. 34(16): 3029-3036.
    • (2004) Synth. Commun. , vol.34 , pp. 3029-3036
    • Kodomari, M.1    Tamaru, Y.2    Aoyama, T.3
  • 20
    • 0031026612 scopus 로고    scopus 로고
    • Mutajenicity of the potent rat hepatocarcinogen 6BT to the liver of transgenic (lacI) rats: Consideration of a reduced mutation assay protocols
    • 1
    • Lefevre P., Tinwell A.H. & Ashby J. 1997. Mutajenicity of the potent rat hepatocarcinogen 6BT to the liver of transgenic (lacI) rats: consideration of a reduced mutation assay protocols. Mutagenesis 12(1): 45-47.
    • (1997) Mutagenesis , vol.12 , pp. 45-47
    • Lefevre, P.1    Tinwell, A.H.2    Ashby, J.3
  • 22
    • 0020533372 scopus 로고
    • Revised methods for the Salmonella mutagenicity test
    • Maron D.M. & Ames B.N. 1983. Revised methods for the Salmonella mutagenicity test. Mutat. Res. 113: 173-215.
    • (1983) Mutat. Res. , vol.113 , pp. 173-215
    • Maron, D.M.1    Ames, B.N.2
  • 23
    • 0347627369 scopus 로고    scopus 로고
    • Smart cleavage reactions: The synthesis of benzimidazoles and benzothiazoles from polymer-bound esters
    • 2
    • Matsushita H., Lee S-H., Clapham B. & Janda K.D. 2004. Smart cleavage reactions: the synthesis of benzimidazoles and benzothiazoles from polymer-bound esters. Tetrahedron Lett. 45(2): 313-316.
    • (2004) Tetrahedron Lett. , vol.45 , pp. 313-316
    • Matsushita, H.1    Lee, S.-H.2    Clapham, B.3    Janda, K.D.4
  • 24
    • 30444437324 scopus 로고    scopus 로고
    • Antitumor benzothiazoles. 26. 2-(3,4-dimethoxyphenyl)-5- fluorobenzothiazole (GW 610, NSC 721648), a simple fluorinated 2-arylbenzothiazole, shows potent and selective inhibitory activity against lung, colon and breast cancer cell lines
    • 1
    • Mortimer C.G., Wells G., Crochard J-P., Stone E.L., Bradshaw T.D., Stevens M.F.G. & Westwell A.D. 2006. Antitumor benzothiazoles. 26. 2-(3,4-dimethoxyphenyl)-5-fluorobenzothiazole (GW 610, NSC 721648), a simple fluorinated 2-arylbenzothiazole, shows potent and selective inhibitory activity against lung, colon and breast cancer cell lines. J. Med. Chem. 49(1): 179-185.
    • (2006) J. Med. Chem. , vol.49 , pp. 179-185
    • Mortimer, C.G.1    Wells, G.2    Crochard, J.-P.3    Stone, E.L.4    Bradshaw, T.D.5    Stevens, M.F.G.6    Westwell, A.D.7
  • 26
    • 0042382779 scopus 로고    scopus 로고
    • Pramipexole inhibits MPTP toxicity in mice by dopamine D3 receptor dependent and independent mechanisms
    • Ramirez A.D., Wong S.K-F. & Menniti F.S. 2003. Pramipexole inhibits MPTP toxicity in mice by dopamine D3 receptor dependent and independent mechanisms. Eur. J. Pharmacol. 475: 29-35.
    • (2003) Eur. J. Pharmacol. , vol.475 , pp. 29-35
    • Ramirez, A.D.1    Wong, S.-F.2    Menniti, F.S.3
  • 27
    • 0041589252 scopus 로고    scopus 로고
    • Synthesis and antifungal activity of 6-arylthio-/6-Arylamino-4,7- dioxobenzothiazoles
    • 18
    • Ryu C-K., Choi K.U., Shim J-Y., You H-J., Choi I.H. & Chae M.J. 2003. Synthesis and antifungal activity of 6-arylthio-/6-Arylamino-4,7- dioxobenzothiazoles. Bioorg. Med. Chem. 11(18): 4003-4008.
    • (2003) Bioorg. Med. Chem. , vol.11 , pp. 4003-4008
    • Ryu, C.-K.1    Choi, K.U.2    Shim, J.-Y.3    You, H.-J.4    Choi, I.H.5    Chae, M.J.6
  • 28
    • 0034695110 scopus 로고    scopus 로고
    • Assessment of potential mutagenic activities of a novel benzothiazole MAO-A inhibitor E2011 using Salmonella typhimurium YG1029
    • 1-2
    • Sato G., Asakuraa S., Hakurab A., Tsutsui-Hiyoshia Y., Kobayashic N. & Tsukidatea K. 2000. Assessment of potential mutagenic activities of a novel benzothiazole MAO-A inhibitor E2011 using Salmonella typhimurium YG1029. Mut. Res. 472(1-2): 163-169.
    • (2000) Mut. Res. , vol.472 , pp. 163-169
    • Sato, G.1    Asakuraa, S.2    Hakurab, A.3    Tsutsui-Hiyoshia, Y.4    Kobayashic, N.5    Tsukidatea, K.6
  • 29
    • 85047695456 scopus 로고    scopus 로고
    • Effects of benzothiazole on the xenobiotic enzymes and metabolism of acetaminophen
    • 6
    • Seo K.W., Park M., Kim J.G. & Kim H.J. 2000. Effects of benzothiazole on the xenobiotic enzymes and metabolism of acetaminophen. J. Appl. Toxicol. 20(6): 427-430.
    • (2000) J. Appl. Toxicol. , vol.20 , pp. 427-430
    • Seo, K.W.1    Park, M.2    Kim, J.G.3    Kim, H.J.4
  • 30
    • 0029780539 scopus 로고    scopus 로고
    • Antitumor benzothiazoles. 3. Synthesis of 2-(4-aminophenyl) benzothiazoles and evaluation of their activities against breast cancer cell lines in vitro and in vivo
    • 17
    • Shi D.F., Bradshaw T.D., Wrigley S., Mccall C.J., Lelieveld P., Fichtner I. & Stevens M.F. 1996. Antitumor benzothiazoles. 3. Synthesis of 2-(4-aminophenyl) benzothiazoles and evaluation of their activities against breast cancer cell lines in vitro and in vivo. J. Med. Chem. 39(17): 3375-3384.
    • (1996) J. Med. Chem. , vol.39 , pp. 3375-3384
    • Shi, D.F.1    Bradshaw, T.D.2    Wrigley, S.3    McCall, C.J.4    Lelieveld, P.5    Fichtner, I.6    Stevens, M.F.7
  • 31
    • 1642328670 scopus 로고    scopus 로고
    • Synthesis of some 2-[(benzazole-2-yl)thioacetylamino]thiazole derivatives and their antimicrobial activity and toxicity
    • 3
    • Turan-Zitouni G., Demirayak S., Ozdemir A., Kaplancikli Z.A. & Yildiz M.T. 2003. Synthesis of some 2-[(benzazole-2-yl)thioacetylamino]thiazole derivatives and their antimicrobial activity and toxicity. Eur. J. Med. Chem. 39(3): 267-272.
    • (2003) Eur. J. Med. Chem. , vol.39 , pp. 267-272
    • Turan-Zitouni, G.1    Demirayak, S.2    Ozdemir, A.3    Kaplancikli, Z.A.4    Yildiz, M.T.5
  • 32
    • 50849120675 scopus 로고    scopus 로고
    • Genotoxicity of some benzothiozole derivatives on human lymhocytes exposed in vitro
    • 3
    • Tuylu Ayaz B. & Zeytinoglu H. 2004. Genotoxicity of some benzothiozole derivatives on human lymhocytes exposed in vitro. Toxicol. Appl. Pharmacol. 197(3): 501.
    • (2004) Toxicol. Appl. Pharmacol. , vol.197 , pp. 501
    • Tuylu Ayaz, B.1    Zeytinoglu, H.2
  • 33
    • 28044434233 scopus 로고    scopus 로고
    • Product class 18: Benzothiazoles and related compound
    • Ulrich H. 2002. Product class 18: Benzothiazoles and related compound. Sciences of Synthesis 11: 835-912.
    • (2002) Sciences of Synthesis , vol.11 , pp. 835-912
    • Ulrich, H.1
  • 34
    • 0034611437 scopus 로고    scopus 로고
    • Antitumour benzothiazoles. Part 10. the synthesis and antitumour activity of benzothiazole substituted quinol derivatives
    • 5
    • Wells G., Bradshaw T.D., Diana P., Seaton A., Shi D.F., Westwell A.D. & Stevens M.F. 2000. Antitumour benzothiazoles. Part 10. The synthesis and antitumour activity of benzothiazole substituted quinol derivatives. Bioorg. Med. Chem. Lett. 10(5): 513-515.
    • (2000) Bioorg. Med. Chem. Lett. , vol.10 , pp. 513-515
    • Wells, G.1    Bradshaw, T.D.2    Diana, P.3    Seaton, A.4    Shi, D.F.5    Westwell, A.D.6    Stevens, M.F.7
  • 35
    • 3242881177 scopus 로고    scopus 로고
    • The therapeutic potential of aryl hydrocarbon receptor (AhR) agonists in anticancer drug development
    • 5
    • Westwell A.D. 2004. The therapeutic potential of aryl hydrocarbon receptor (AhR) agonists in anticancer drug development. Drugs of the Future 29(5): 479-491.
    • (2004) Drugs of the Future , vol.29 , pp. 479-491
    • Westwell, A.D.1
  • 36
    • 33847139423 scopus 로고    scopus 로고
    • Synthesis and genotoxic activities of five 2-aryl- substitutedbenzothiazole derivatives
    • 12
    • Zeytinoglu H., Meric A., Tuylu B. & Ergene E. 2006. Synthesis and genotoxic activities of five 2-aryl-substitutedbenzothiazole derivatives. Rev. Chim. 57(12): 1247-1252.
    • (2006) Rev. Chim. , vol.57 , pp. 1247-1252
    • Zeytinoglu, H.1    Meric, A.2    Tuylu, B.3    Ergene, E.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.