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Volumn 31, Issue 6, 2011, Pages 2083-2093

Bioactivity of synthetic 2-halo-3-aryl-4(3H)-quinazoliniminium halides in L1210 leukemia and SK-BR-3 mammary tumor cells in vitro

Author keywords

DNA interaction and fragmentation; Ki 67 expression; Macromolecule syntheses; Micronuclei; Multiple mitotic figures; Nuclei; Quinazoliniminium salts; Tumor cell proliferation

Indexed keywords

2 CHLORO 3 (4 METHOXYPHENYL)QUINAZOLIN 4(3H)IMINIUM CHLORIDE; 2 HALO 3 ARYL 4(3H)QUINAZOLINIMINIUM HALIDE; DNA; DOUBLE STRANDED DNA; ETHIDIUM BROMIDE; KI 67 ANTIGEN; LEUCINE; QUINAZOLINE; QUINAZOLINE DERIVATIVE; RNA; THYMIDINE; UNCLASSIFIED DRUG; URIDINE;

EID: 79960458537     PISSN: 02507005     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (12)

References (38)
  • 1
    • 0037366605 scopus 로고    scopus 로고
    • The combinatorial synthesis of bicyclic privileged structures or privileged substructures
    • Washington, DC, U.S.
    • Horton DA, Bourne GT and Smythe ML: The combinatorial synthesis of bicyclic privileged structures or privileged substructures. Chem Rev (Washington, DC, U.S.) 103: 893-930, 2003.
    • (2003) Chem Rev , vol.103 , pp. 893-930
    • Horton, D.A.1    Bourne, G.T.2    Smythe, M.L.3
  • 2
    • 0014233521 scopus 로고
    • Antihypertensive 2-amino-4(3H)-quinazolinones
    • Hess HJ, Cronin TH and Scriabine A: Antihypertensive 2-amino-4(3H)- quinazolinones. J Med Chem 11: 130-136, 1968.
    • (1968) J Med Chem , vol.11 , pp. 130-136
    • Hess, H.J.1    Cronin, T.H.2    Scriabine, A.3
  • 3
    • 62149135913 scopus 로고    scopus 로고
    • Synthesis and vasodilator effects of rutaecarpine analogues which might be involved transient receptor potential vanilloid subfamily, member 1 (TRPV1)
    • Chen Z, Hu G, Li D, Chen J, Li Y, Zhou H and Xie Y: Synthesis and vasodilator effects of rutaecarpine analogues which might be involved transient receptor potential vanilloid subfamily, member 1 (TRPV1). Bioorg Med Chem 17: 2351-2359, 2009.
    • (2009) Bioorg Med Chem , vol.17 , pp. 2351-2359
    • Chen, Z.1    Hu, G.2    Li, D.3    Chen, J.4    Li, Y.5    Zhou, H.6    Xie, Y.7
  • 4
    • 0142028920 scopus 로고    scopus 로고
    • Synthesis and pharmacological evaluation of 1-oxo-2-(3-piperidyl)-1,2,3, 4-tetrahydroisoquinolines and related analogues as a new class of specific bradycardic agents possessing 1(f) channel inhibitory activity
    • Kubota H, Kakefuda A, Watanabe T, Ishii N, Wada K, Masuda N, Sakamoto D and Tsukamoto S-I: Synthesis and pharmacological evaluation of 1-oxo-2-(3-piperidyl)-1,2,3,4-tetrahydroisoquinolines and related analogues as a new class of specific bradycardic agents possessing 1(f) channel inhibitory activity. J Med Chem 46: 4728-4740, 2003.
    • (2003) J Med Chem , vol.46 , pp. 4728-4740
    • Kubota, H.1    Kakefuda, A.2    Watanabe, T.3    Ishii, N.4    Wada, K.5    Masuda, N.6    Sakamoto, D.7    Tsukamoto, S.-I.8
  • 5
    • 0141680797 scopus 로고    scopus 로고
    • Metabolites of febrifugine and its synthetic analogue by mouse liver S9 and their antimalarial activity against Plasmodium malaria parasite
    • DOI 10.1021/jm0302086
    • Hirai S, Kikuchi H, Kim H-S, Begum K, Wataya Y, Tasaka H, Miyazawa Y, Yamamoto K and Oshima Y: Metabolites of febrifugine and its synthetic analogue by mouse liver S9 and their antimalarial activity against Plasmodium malaria parasite. J Med Chem 46: 4351-4359, 2003. (Pubitemid 37153015)
    • (2003) Journal of Medicinal Chemistry , vol.46 , Issue.20 , pp. 4351-4359
    • Hirai, S.1    Kikuchi, H.2    Kim, H.-S.3    Begum, K.4    Wataya, Y.5    Tasaka, H.6    Miyazawa, Y.7    Yamamoto, K.8    Oshima, Y.9
  • 7
    • 20044370324 scopus 로고    scopus 로고
    • Antibacterial and antifungal activities of some novel 2,3-disubstituted quinazolin-4(3H)-ones
    • Alagarsamy V: Antibacterial and antifungal activities of some novel 2,3-disubstituted quinazolin-4(3H)-ones. Indian J Pharm Sci 64: 600-603, 2002.
    • (2002) Indian J Pharm Sci , vol.64 , pp. 600-603
    • Alagarsamy, V.1
  • 8
    • 79960188699 scopus 로고
    • Laboratory evaluation of antimicrobial activity of 2,3-disubstituted quinazoline (3H) 4-ones and their metal complexes
    • Reddy PB, Reddy SM, Reddy KL and Lingaiah P: Laboratory evaluation of antimicrobial activity of 2,3-disubstituted quinazoline (3H) 4-ones and their metal complexes. Indian Phytopathol 38: 361-364, 1985.
    • (1985) Indian Phytopathol , vol.38 , pp. 361-364
    • Reddy, P.B.1    Reddy, S.M.2    Reddy, K.L.3    Lingaiah, P.4
  • 10
    • 50949089653 scopus 로고    scopus 로고
    • CNS depressant and anticonvulsant activities of some novel 3-[5-substituted 1,3,4-thiadiazole-2-y1]-2-styryl quinazoline-4(3H)-ones
    • Jatav V, Mishra P, Kashaw S and Stables JP: CNS depressant and anticonvulsant activities of some novel 3-[5-substituted 1,3,4-thiadiazole-2-y1] -2-styryl quinazoline-4(3H)-ones. Eur J Med Chem 43: 1945-1954, 2008.
    • (2008) Eur J Med Chem , vol.43 , pp. 1945-1954
    • Jatav, V.1    Mishra, P.2    Kashaw, S.3    Stables, J.P.4
  • 11
  • 12
    • 70349967897 scopus 로고    scopus 로고
    • Design, synthesis and characterization of novel 2-(2,4-disubstituted- thiazole-5-yl)-3-aryl-3H-quinazolin-4-one derivatives as inhibitors of NF-κB and AP-1 mediated transcription activation and as potential anti-inflammatory agents
    • Giri RS, Thaker HM, Giordano T, Williams J, Rogers D, Sudersanam V and Vasu KK: Design, synthesis and characterization of novel 2-(2,4-disubstituted- thiazole-5-yl)-3-aryl-3H-quinazolin-4-one derivatives as inhibitors of NF-κB and AP-1 mediated transcription activation and as potential anti-inflammatory agents. Eur J Med Chem 44: 4783, 2009.
    • (2009) Eur J Med Chem , vol.44 , pp. 4783
    • Giri, R.S.1    Thaker, H.M.2    Giordano, T.3    Williams, J.4    Rogers, D.5    Sudersanam, V.6    Vasu, K.K.7
  • 13
    • 41349085423 scopus 로고    scopus 로고
    • Synthesis of novel 4,6-disubstituted quinazoline derivatives, their anti-inflammatory and anti-cancer activity (cytotoxic) against U937 leukemia cell lines
    • DOI 10.1016/j.ejmech.2007.06.010, PII S0223523407002607
    • Chandrika PM, Yakaiah T, Rao ARR, Narsaiah B, Reddy NC, Sridhar V and Rao JV: Synthesis of novel 4,6-disubstituted quinazoline derivatives, their anti-inflammatory and anticancer activity (cytotoxic) against U937 leukemia cell lines. Eur J Med Chem 43: 846-852, 2008. (Pubitemid 351447327)
    • (2008) European Journal of Medicinal Chemistry , vol.43 , Issue.4 , pp. 846-852
    • Chandrika, P.M.1    Yakaiah, T.2    Rao, A.R.R.3    Narsaiah, B.4    Reddy, N.C.5    Sridhar, V.6    Rao, J.V.7
  • 15
    • 33745428781 scopus 로고    scopus 로고
    • 1-receptor antagonist TKA731 in painful diabetic neuropathy: A randomised, controlled trial
    • DOI 10.1016/j.ejpain.2005.08.001, PII S1090380105001023
    • Sindrup SH, Graf A and Sfikas N: The NK1-receptor antagonist TKA731 in painful diabetic neuropathy: a randomized, controlled trial. Eur J Pain (Amsterdam, Neth) 10: 567-571, 2006. (Pubitemid 43947641)
    • (2006) European Journal of Pain , vol.10 , Issue.6 , pp. 567-571
    • Sindrup, S.H.1    Graf, A.2    Sfikas, N.3
  • 16
    • 35948930322 scopus 로고    scopus 로고
    • Synthesis and characterization of heterocyclic substituted fluoran compounds
    • Patel SV, Patel MP and Patel RG: Synthesis and characterization of heterocyclic substituted fluoran compounds. J Serb Chem Soc 72: 1039-1044, 2007.
    • (2007) J Serb Chem Soc , vol.72 , pp. 1039-1044
    • Patel, S.V.1    Patel, M.P.2    Patel, R.G.3
  • 17
    • 0036982906 scopus 로고    scopus 로고
    • Disperse dyes based on 2-methyl-3-[3′-arninophthalimido]-4(3H)- quinazolinone
    • Patel VH, Patel MP and Patel RG: Disperse dyes based on 2-methyl-3-[3′-arninophthalimido]-4(3H)-quinazolinone. J Serb Chem Soc 67: 719-726, 2002.
    • (2002) J Serb Chem Soc , vol.67 , pp. 719-726
    • Patel, V.H.1    Patel, M.P.2    Patel, R.G.3
  • 18
    • 44649130648 scopus 로고    scopus 로고
    • Synthesis of dipicolylamino substituted quinazoline as chemosensor for cobalt (II) recognition based on excited-state intramolecular proton transfer
    • Luo H-Y, Zhang X-B, He C-L, Shen G-L and Yu R-Q: Synthesis of dipicolylamino substituted quinazoline as chemosensor for cobalt (II) recognition based on excited-state intramolecular proton transfer. Spectrochim Acta (Part A: Mol Biomol Spectroscopy) 70A: 337-342, 2008.
    • (2008) Spectrochim Acta (Part A: Mol Biomol Spectroscopy) , vol.70 A , pp. 337-342
    • Luo, H.-Y.1    Zhang, X.-B.2    He, C.-L.3    Shen, G.-L.4    Yu, R.-Q.5
  • 20
    • 42149190240 scopus 로고    scopus 로고
    • Design, synthesis and pharmacological evaluation of hybrid molecules out of quinazolinimines and lipoic acid lead to highly potent and selective butyrylcholinesterase inhibitors with antioxidant properties
    • DOI 10.1016/j.bmc.2008.02.083, PII S0968089608002046
    • Decker M, Kraus B and Heilmann J: Design, synthesis and pharmacological evaluation of hybrid molecules out of quinazolinimines and lipoic acid lead to highly potent and selective butyrylcholinesterase inhibitors with antioxidant properties. Bioorg Med Chem 16: 4252-4261, 2008. (Pubitemid 351539052)
    • (2008) Bioorganic and Medicinal Chemistry , vol.16 , Issue.8 , pp. 4252-4261
    • Decker, M.1    Kraus, B.2    Heilmann, J.3
  • 21
    • 33748540091 scopus 로고    scopus 로고
    • Homobivalent quinazolinimines as novel nanomolar inhibitors of cholinesterases with dirigible selectivity toward butyrylcholinesterase
    • Decker M: Homobivalent quinazolinimines as novel nanomolar inhibitors of cholinesterases with dirigible selectivity toward butyrylcholinesterase. J Med Chem 49: 5411-5413, 2006.
    • (2006) J Med Chem , vol.49 , pp. 5411-5413
    • Decker, M.1
  • 22
    • 32044459019 scopus 로고    scopus 로고
    • Novel tricyclic quinazolinimines and related tetracyclic nitrogen bridgehead compounds as Cholinesterase inhibitors with selectivity towards butyrylcholinesterase
    • Decker M, Krauth F and Lehmann J: Novel tricyclic quinazolinimines and related tetracyclic nitrogen bridgehead compounds as Cholinesterase inhibitors with selectivity towards butyrylcholinesterase. Bioorg Med Chem 14: 1966-1977, 2006.
    • (2006) Bioorg Med Chem , vol.14 , pp. 1966-1977
    • Decker, M.1    Krauth, F.2    Lehmann, J.3
  • 23
    • 77149142874 scopus 로고    scopus 로고
    • Bioactivity and molecular targets of novel substituted quinolines in murine and human tumor cell lines in vitro
    • Perchellet EM, Crow KR, Gakhar G, Nguyen TA, Shi A, Hua DH and Perchellet J-P: Bioactivity and molecular targets of novel substituted quinolines in murine and human tumor cell lines in vitro. Int J Oncology 36: 673-688, 2010.
    • (2010) Int J Oncology , vol.36 , pp. 673-688
    • Perchellet, E.M.1    Crow, K.R.2    Gakhar, G.3    Nguyen, T.A.4    Shi, A.5    Hua, D.H.6    Perchellet, J.-P.7
  • 24
    • 0033984235 scopus 로고    scopus 로고
    • The Ki-67 protein: From the known and the unknown
    • Scholzen T and Gerdes J: The Ki-67 protein: from the known and the unknown. J Cell Physiol 182: 311-322, 2000.
    • (2000) J Cell Physiol , vol.182 , pp. 311-322
    • Scholzen, T.1    Gerdes, J.2
  • 25
    • 0025899234 scopus 로고
    • Use of an aqueous soluble tetrazolium/formazan assay for cell growth assays in culture
    • Cory AH, Owen JC, Barltrop JA and Cory JG: Use of an aqueous soluble tetrazolium/formazan assay for cell growth assays in culture. Cancer Commun 3: 207-212, 1991.
    • (1991) Cancer Commun , vol.3 , pp. 207-212
    • Cory, A.H.1    Owen, J.C.2    Barltrop, J.A.3    Cory, J.G.4
  • 27
    • 0037427878 scopus 로고    scopus 로고
    • HUMN project: Detailed description of the scoring criteria for the cytokinesis-block micronucleus assay using isolated human lymphocyte cultures
    • Fenech M, Chang WP, Kirsch-Volders M, Holland N, Bonassi S and E. Zeiger E: HUMN project: detailed description of the scoring criteria for the cytokinesis-block micronucleus assay using isolated human lymphocyte cultures. Mutat Res 534: 65-75, 2003.
    • (2003) Mutat Res , vol.534 , pp. 65-75
    • Fenech, M.1    Chang, W.P.2    Kirsch-Volders, M.3    Holland, N.4    Bonassi, S.5    E Zeiger, E.6
  • 28
    • 0030737921 scopus 로고    scopus 로고
    • Dual cytotoxic mechanisms of submicromolar taxol on human leukemia HL- 60 cells
    • DOI 10.1016/S0006-2952(97)82450-1, PII S0006295297000129
    • Lieu C-H, Chang Y-N and Lai Y-K: Dual cytotoxic mechanisms of submicromolar taxol on human leukemia HL-60 cells. Biochem Pharmacol 53: 1587-1596, 1997. (Pubitemid 27356087)
    • (1997) Biochemical Pharmacology , vol.53 , Issue.11 , pp. 1587-1596
    • Lieu, C.-H.1    Chang, Y.-N.2    Lai, Y.-K.3
  • 29
    • 0033006172 scopus 로고    scopus 로고
    • A critical evaluation of the mechanisms of action proposed for the antitumor effects of the anthracycline antibiotics adriamycin and daunorubicin
    • Gewirtz DA: A critical evaluation of the mechanisms of action proposed for the antitumor effects of the anthracycline antibiotics adriamycin and daunorubicin. Biochem Pharmacol 57: 727-741, 1999.
    • (1999) Biochem Pharmacol , vol.57 , pp. 727-741
    • Gewirtz, D.A.1
  • 30
    • 0021318863 scopus 로고
    • Quenching of DNA-ethidium fluorescence by amsacrine and other antitumor agents: A possible electron-transfer effect
    • DOI 10.1021/bi00300a022
    • Baguley BC and Le Bret M: Quenching of DNA-ethidium fluorescence by amsacrine and other antitumor agents: a possible electron-transfer effect. Biochemistry 23: 937-943, 1984. (Pubitemid 14168073)
    • (1984) Biochemistry , vol.23 , Issue.5 , pp. 937-943
    • Baguley, B.C.1    Le, B.M.2
  • 31
    • 0022589921 scopus 로고
    • Steric constraints for DNA binding and biological activity in the amsacrine series
    • Denny WA, Twigden SJ and Baguley BC: Steric constraints for DNA binding and biological activity in the amsacrine series. Anticancer Drug Des 1: 125-132, 1986. (Pubitemid 16109225)
    • (1986) Anti-Cancer Drug Design , vol.1 , Issue.2 , pp. 125-132
    • Denny, W.A.1    Twigden, S.J.2    Baguley, B.C.3
  • 33
    • 0021333644 scopus 로고
    • Mechanism of antitumor drug action: Poisoning of mammalian DNA topoisomerase II on DNA by 4'-(9-acridinylamino)-methanesulfon-m-anisidide
    • Nelson EM, Tewey KM and Liu LF: Mechanism of antitumor drug action: poisoning of mammalian DNA topoisomerase II on DNA by 4′-(9- acridinylamino)-methanesulfon-m-anisidide. Proc Natl Acad Sci USA 81: 1361-1365, 1984. (Pubitemid 14173469)
    • (1984) ISOTOPENPRAXIS , vol.20 , Issue.1 , pp. 1361-1365
    • Nelson, E.M.1    Tewey, K.M.2    Liu, L.F.3
  • 34
    • 0028180032 scopus 로고
    • Cell cycle phase-dependent cytotoxicity of actinomycin D in HeLa cells
    • Wu MH and Yung BY: Cell cycle phase-dependent cytotoxicity of actinomycin D in HeLa cells. Eur J Pharmacol 270: 203-212, 1994.
    • (1994) Eur J Pharmacol , vol.270 , pp. 203-212
    • Wu, M.H.1    Yung, B.Y.2
  • 35
    • 0030458381 scopus 로고    scopus 로고
    • A structure-function analysis of DNA topoisomerase II inhibitors
    • Insaf SS, Danks MK and Witiak DT: A structure-function analysis of DNA topoisomerase II inhibitors. Curr Med Chem 3: 437-466, 1996. (Pubitemid 27034013)
    • (1996) Current Medicinal Chemistry , vol.3 , Issue.6 , pp. 437-466
    • Insaf, S.S.1    Danks, M.K.2    Witiak, D.T.3
  • 36
    • 0034630317 scopus 로고    scopus 로고
    • Apoptotic DNA fragmentation
    • Nagata S: Apoptotic DNA fragmentation. Exp Cell Res 256: 12-18, 2000.
    • (2000) Exp Cell Res , vol.256 , pp. 12-18
    • Nagata, S.1
  • 37
    • 33746745358 scopus 로고    scopus 로고
    • Antiproliferative and proapoptotic activities of pyranoxanthenones, pyranothioxanthenones and their pyrazole-fused derivatives in HL-60 cells
    • Perchellet EM, Ward MM, Skaltsounis A-L, Kostakis IK, Pouli N, Marakos P and Perchellet J-P: Antiproliferative and proapoptotic activities of pyranoxanthenones, pyranothioxanthe-nones and their pyrazole-fused derivatives in HL-60 cells. Anticancer Res 26: 2791-2804, 2006. (Pubitemid 44161766)
    • (2006) Anticancer Research , vol.26 , Issue.4 B , pp. 2791-2804
    • Perchellet, E.M.1    Ward, M.M.2    Skaltsounis, A.-L.3    Kostakis, I.K.4    Pouli, N.5    Marakos, P.6    Perchellet, J.-P.H.7
  • 38
    • 27144518175 scopus 로고    scopus 로고
    • Chromosome nondisjunction yields tetraploid rather than aneuploid cells in human cell lines
    • DOI 10.1038/nature03958, PII N03958
    • Shi Q and King RW: Chromosome nondisjunction yields tetraploid rather than aneuploid cells in human cell lines. Nature 437: 1038-1042, 2005. (Pubitemid 41486986)
    • (2005) Nature , vol.437 , Issue.7061 , pp. 1038-1042
    • Shi, Q.1    King, R.W.2


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