메뉴 건너뛰기




Volumn 16, Issue 2, 2012, Pages 251-260

Synthesis, structure, and biological activity of novel (oxdi/tri)azoles derivatives containing 1,2,3-thiadiazole or methyl moiety

Author keywords

1,2,4 Triazole; 1,3,4 Oxidiazole; Crystal structure; Herbicidal activity; Kari activity

Indexed keywords

1,2,3 THIADIAZOLE; 1,2,4 TRIAZOLE DERIVATIVE; 4 CYCLOPROPYL 3 [( 4 FLUOROBENZYL)THIO] 5 METHYL 4H 1,2,4 TRIAZOLE; CYCLOPROPANE 1,1 DICARBOXYLIC ACID; CYCLOPROPANECARBOXYLIC ACID DERIVATIVE; PYRROLE DERIVATIVE; THIADIAZOLE DERIVATIVE; TRIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 84864672109     PISSN: 13811991     EISSN: 1573501X     Source Type: Journal    
DOI: 10.1007/s11030-011-9352-z     Document Type: Article
Times cited : (90)

References (23)
  • 1
    • 37049182338 scopus 로고
    • Acetolactate synthase is the site of action of two sulfonylurea herbicides in higher plants
    • doi:10.1126/science.224.4656.1443
    • Chaleff RS, Mauvais CJ (1984) Acetolactate synthase is the site of action of two sulfonylurea herbicides in higher plants. Science 224:1443-1445. doi:10.1126/science.224.4656.1443
    • (1984) Science , vol.224 , pp. 1443-1445
    • Chaleff, R.S.1    Mauvais, C.J.2
  • 2
    • 84957869700 scopus 로고
    • Imidazolinones. Potent inhibitors of acetohydroxy acid synthase
    • doi:10.1104/pp. 76.2.545
    • Shaner DL, Anderson PC, Stidham MA (1984) Imidazolinones. Potent inhibitors of acetohydroxy acid synthase. Plant Physiol 76:545-546. doi:10.1104/pp. 76.2.545
    • (1984) Plant Physiol , vol.76 , pp. 545-546
    • Shaner, D.L.1    Anderson, P.C.2    Stidham, M.A.3
  • 3
    • 0020902852 scopus 로고
    • Analytical investigation of the process for manufacturing 1, 2, 4-1H-triazole
    • Simon K (1983) Analytical investigation of the process for manufacturing 1, 2, 4-1H-triazole. Hung J Ind Chem 11:291-299 (Pubitemid 14509052)
    • (1983) Hungarian Journal of Industrial Chemistry , vol.11 , Issue.3 , pp. 291-299
    • Simon, K.1
  • 5
    • 0034868638 scopus 로고    scopus 로고
    • Enzymology, structure, and dynamics of acetohydroxy acid isomeroreductase
    • DOI 10.1021/ar000082w
    • Dumas R, Biou VF, Douce HR, Duggleby RG (2001) Enzymology, structure, and dynamics of acetohydroxy acid isomeroreductase. Acc Chem Res 34:399-408. doi:10.1021/ar000082w (Pubitemid 32816461)
    • (2001) Accounts of Chemical Research , vol.34 , Issue.5 , pp. 399-408
    • Dumas, R.1    Biou, V.2    Halgand, F.3    Douce, R.4    Duggleby, R.G.5
  • 6
    • 0029010594 scopus 로고
    • Evidence for two catalytically different magnesium-binding sites in acetohydroxy acid isomeroreductase by site-directed mutagenesis
    • doi:10.1021/bi00018a004
    • Dumas R, Butikofer MC, Job D, Douce R (1995) Evidence for two catalytically different magnesium-binding sites in acetohydroxy acid isomeroreductase by site-directed mutagenesis. Biochemistry 34:6026-6036. doi:10.1021/bi00018a004
    • (1995) Biochemistry , vol.34 , pp. 6026-6036
    • Dumas, R.1    Butikofer, M.C.2    Job, D.3    Douce, R.4
  • 7
    • 0024977333 scopus 로고
    • Mechanism of ketol acid reductoisomerase. Steady-state analysis and metal ion requirement
    • doi:10.1021/bi00428a012
    • Chunduru SK, Mrachko GT, Calvo KC (1989) Mechanism of ketol acid reductoisomerase. Steady-state analysis and metal ion requirement. Biochemistry 28:486-493. doi:10.1021/bi00428a012
    • (1989) Biochemistry , vol.28 , pp. 486-493
    • Chunduru, S.K.1    Mrachko, G.T.2    Calvo, K.C.3
  • 9
    • 0024283582 scopus 로고
    • The herbicidally active experimental compound Hoe 704 is a potent inhibitor of the enzyme acetolactate reductoisomerase
    • doi:10.1016/0014-5793 88 80515-5
    • Schulz A, Sponemann P, Kocher H, Wengenmayer F (1988) The herbicidally active experimental compound Hoe 704 is a potent inhibitor of the enzyme acetolactate reductoisomerase. FEBS Lett 238:375-378. doi:10.1016/0014-5793 (88) 80515-5
    • (1988) FEBS Lett , vol.238 , pp. 375-378
    • Schulz, A.1    Sponemann, P.2    Kocher, H.3    Wengenmayer, F.4
  • 10
    • 0025366343 scopus 로고
    • Oxalyl hydroxamates as reactionintermediate analogs for ketol-acid reductoisomerase
    • doi:10.1021/bi00463a027
    • Aulabaugh A, Schloss JV (1990) Oxalyl hydroxamates as reactionintermediate analogs for ketol-acid reductoisomerase. Biochemistry 29:2824-2840. doi:10.1021/bi00463a027
    • (1990) Biochemistry , vol.29 , pp. 2824-2840
    • Aulabaugh, A.1    Schloss, J.V.2
  • 11
    • 13944269884 scopus 로고    scopus 로고
    • Cyclopropane-1,1-dicarboxylate is a slow-, tight-binding inhibitor of rice ketol-acid reductoisomerase
    • DOI 10.1016/j.plantsci.2004.11.020, PII S0168945204005047
    • Lee YT, Ta HT, Duggleby RG (2005) Cyclopropane-1, 1-dicarboxylate is a slow-, tight-binding inhibitor of rice ketol-acid reductoisomerase. Plant Sci 168:1035-1040. doi:10.1021/bi00428a012 (Pubitemid 40263394)
    • (2005) Plant Science , vol.168 , Issue.4 , pp. 1035-1040
    • Lee, Y.-T.1    Ta, H.T.2    Duggleby, R.G.3
  • 12
    • 0032492723 scopus 로고    scopus 로고
    • Kinetic and mass spectrometric analyses of the interactions between plant acetohydroxy acid isomeroreductase and thiadiazole derivatives
    • DOI 10.1021/bi9721389
    • Halgand F, Vives F, Dumas R, Biou V, Andersen J, Andrieu JP, Cantegril R, Gagnon J, Douce R, Forest E, Job D (1998) Kinetic and mass spectrometric analyses of the interactions between plant acetohydroxy acid isomeroreductase and thiadiazole derivatives. Biochemistry 37:4773-4781. doi:10.1021/bi9721389 (Pubitemid 28175957)
    • (1998) Biochemistry , vol.37 , Issue.14 , pp. 4773-4781
    • Halgand, F.1    Vives, F.2    Dumas, R.3    Biou, V.4    Andersen, J.5    Andrieu, J.-P.6    Cantegril, R.7    Gagnon, J.8    Douce, R.9    Forest, E.10    Job, D.11
  • 13
    • 34250219961 scopus 로고    scopus 로고
    • Synthesis, bioactivity, theoretical and molecular docking study of 1-cyano-N-substituted-cyclopropanecarboxamide as ketol-acid reductoisomerase inhibitor
    • DOI 10.1016/j.bmcl.2007.04.003, PII S0960894X07004209
    • Liu XH, Chen PQ, Wang BL, Li YH, Wang SH, Li ZM (2007) Synthesis bioactivity theoretical and molecular docking study of 1-cyano-N-substituted- cyclopropane carboxamide as ketol-acid reductoisomerase inhibitor. Bioorg Med Chem Lett 17:3784-3788. doi:10.1016/j.bmcl.2007.04.003 (Pubitemid 46901100)
    • (2007) Bioorganic and Medicinal Chemistry Letters , vol.17 , Issue.13 , pp. 3784-3788
    • Liu, X.-H.1    Chen, P.-Q.2    Wang, B.-L.3    Li, Y.-H.4    Wang, S.-H.5    Li, Z.-M.6
  • 14
    • 36248964113 scopus 로고    scopus 로고
    • Structure, bioactivity and theoretical study of 1-cyano-N-p-tolylcyclo- propanecarboxamide
    • DOI 10.1007/s11224-007-9175-9
    • Liu XH, Chen PQ, He FQ, Li YH, Wang SH, Li ZM (2007) Structure bioactivity and theoretical study of 1-cyano-N-p-tolylcyclopropanecarboxamide. Struct Chem 5:563-568. doi:10.1007/s11224-007-9175-9 (Pubitemid 350131725)
    • (2007) Structural Chemistry , vol.18 , Issue.5 , pp. 563-568
    • Liu, X.-H.1    Chen, P.-Q.2    He, F.-Q.3    Wang, S.-H.4    Song, H.-B.5    Li, Z.-M.6
  • 15
    • 65649102383 scopus 로고    scopus 로고
    • Synthesis bioactivity and SAR study of N'-(5-substituted-1, 3, 4-thiadiazol-2-yl)-N-cyclopropyformylthiourea as ketol-acid reductoisomerase inhibitor
    • doi:10.1080/14756360802234943
    • Liu XH, Zhang CY, Guo WC, Li YH, Chen PQ, Wang T, Dong WL, Sun HW, Li ZM (2009) Synthesis bioactivity and SAR study of N'-(5-substituted-1, 3, 4-thiadiazol-2-yl)-N-cyclopropyformylthiourea as ketol-acid reductoisomerase inhibitor. J Enzyme Inhib Med Chem 24:545-552. doi:10.1080/14756360802234943
    • (2009) J Enzyme Inhib Med Chem , vol.24 , pp. 545-552
    • Liu, X.H.1    Zhang, C.Y.2    Guo, W.C.3    Li, Y.H.4    Chen, P.Q.5    Wang, T.6    Dong, W.L.7    Sun, H.W.8    Li, Z.M.9
  • 16
    • 74549178564 scopus 로고    scopus 로고
    • High throughput receptor based virtual screening under ZINC-Database, synthesis and biological evaluation of ketol-acid reductoisomerase inhibitors
    • doi:10.1111/j.1747-0285.2009.00924.x
    • Liu XH, Chen PQ, Wang BL, Dong WL, Li YH, Xie XQ, Li ZM (2010) High throughput receptor based virtual screening under ZINC-Database, synthesis and biological evaluation of ketol-acid reductoisomerase inhibitors. Chem Biol Drug Des 75:228-232. doi:10.1111/j.1747-0285.2009.00924.x
    • (2010) Chem Biol Drug Des , vol.75 , pp. 228-232
    • Liu, X.H.1    Chen, P.Q.2    Wang, B.L.3    Dong, W.L.4    Li, Y.H.5    Xie, X.Q.6    Li, Z.M.7
  • 17
    • 77952210885 scopus 로고    scopus 로고
    • Synthesis and biological activity of some novel trifluoromethylsubstituted 1, 2, 4-triazole and bis (1, 2, 4-triazole) mannich bases containing piperazine rings
    • doi:10.1021/jf100300a
    • Wang BL, Shi YX, Ma Y, Liu XH, Li YH, Song HB, Li BJ, Li ZM (2010) Synthesis and biological activity of some novel trifluoromethylsubstituted 1, 2, 4-triazole and bis (1, 2, 4-triazole) mannich bases containing piperazine rings. J Agric Food Chem 58:5515-5522. doi:10.1021/jf100300a
    • (2010) J Agric Food Chem , vol.58 , pp. 5515-5522
    • Wang, B.L.1    Shi, Y.X.2    Ma, Y.3    Liu, X.H.4    Li, Y.H.5    Song, H.B.6    Li, B.J.7    Li, Z.M.8
  • 19
    • 77949487890 scopus 로고    scopus 로고
    • Synthesis and antiviral activity of new acrylamide derivatives containing 1, 2, 3-thiadiazole as inhibitors of hepatitis B virus replication
    • doi:10.1016/j.ejmech.2010.01.032
    • Dong WL, Liu ZX, Liu XH, Li ZM, Zhao WG (2010) Synthesis and antiviral activity of new acrylamide derivatives containing 1, 2, 3-thiadiazole as inhibitors of hepatitis B virus replication. Eur J Med Chem 45:1919-1926. doi:10.1016/j.ejmech.2010.01.032
    • (2010) Eur J Med Chem , vol.45 , pp. 1919-1926
    • Dong, W.L.1    Liu, Z.X.2    Liu, X.H.3    Li, Z.M.4    Zhao, W.G.5
  • 20
    • 81555214164 scopus 로고    scopus 로고
    • Synthesis, crystal structure, bioactivity and DFT calculation of newoxime ester derivatives containing cyclopropane moiety
    • doi:10.1016/j.pestbp. 2011.08.006
    • Liu XH, Pan L, Tan CX, Weng JQ, Wang BL, Li ZM (2011) Synthesis, crystal structure, bioactivity and DFT calculation of newoxime ester derivatives containing cyclopropane moiety. Pestic Biochem Physiol. doi:10.1016/j.pestbp. 2011.08.006
    • (2011) Pestic Biochem Physiol
    • Liu, X.H.1    Pan, L.2    Tan, C.X.3    Weng, J.Q.4    Wang, B.L.5    Li, Z.M.6
  • 21
    • 80053353345 scopus 로고    scopus 로고
    • Synthesis, biological activities and DFT calculation of á-aminophosphonate containing cyclopropane moiety
    • Liu XH, Weng JQ, Tan CX, Pan L, Wang BL, Li ZM (2011) Synthesis, biological activities and DFT calculation of á-aminophosphonate containing cyclopropane moiety. Asian J Chem 23:4031-4036
    • (2011) Asian J Chem , vol.23 , pp. 4031-4036
    • Liu, X.H.1    Weng, J.Q.2    Tan, C.X.3    Pan, L.4    Wang, B.L.5    Li, Z.M.6
  • 22
    • 0014949207 scopus 로고
    • Cleavage of structural proteins during the assembly of the head of bacteriophage T4
    • doi:10.1038/227680a0
    • Laemmli UK (1970) Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature 227:680-685. doi:10.1038/227680a0
    • (1970) Nature , vol.227 , pp. 680-685
    • Laemmli, U.K.1
  • 23
    • 0022186670 scopus 로고
    • Measurement of protein using bicinchoninic acid
    • DOI 10.1016/0003-2697(85)90442-7
    • Smith PK, Krohn RI, Hermanson GT, Mallia AK, Gartner FH, Provenzano MD, Fujimoto EK, Goeke NM, Olson BJ, Klenk DC (1985) Measurement of protein using bicinchoninic acid. Anal Biochem 150:76-85. doi:10.1016/0003-2697 (85) 90442-7 (Pubitemid 16258399)
    • (1985) Analytical Biochemistry , vol.150 , Issue.1 , pp. 76-85
    • Smith, P.K.1    Krohn, R.I.2    Hermanson, G.T.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.