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Volumn 36, Issue 7, 2013, Pages 832-839

Synthesis of novel derivatives of murrayafoline a and their inhibitory effect on LPS-stimulated production of pro-inflammatory cytokines in bone marrow-derived dendritic cells

Author keywords

1,2,3 triazole; IL 12 p40; IL 6; Murrayafoline A; TNF

Indexed keywords

1 [3 (1 METHOXY 3 METHYL 9H CARBAZOL 9 YL)PROPYL] 1H 1,2,3 TRIAZOL 4 AMINE; 1 [3 (1 METHOXY 3 METHYL 9H CARBAZOL 9YL)PROPYL] 1H 1,2,3 TRIAZOLE 4 CARBOXYLIC ACID; 1 METHOXY 3 METHYL 9 (3 AZIDO)PROPYL 9H CARBAZOLE; 1 METHOXY 3 METHYL 9 (3 BROMO)PROPYL 9H CARBAZOLE; 1 METHOXY 3 METHYL 9 (PROPEN 2 YL) 9H CARBAZOLE; 1 METHOXY 3 METHYL 9 [3 [4 [3 (TRIFLUOROMETHYL)PHENYL] 1H 1,2,3 TRIAZOL 1 YL]PROPYL] 9H CARBAZOLE; 1,2,3 TRIAZOLE DERIVATIVE; 3 (1 METHOXY 3 METHYL 9H CARBAZOL 9YL)PROPANE 1,2 DIOL; 9 [3 [4 (3,5 DIFLUOROPHENYL) 1H 1,2,3 TRIAZOL 1 YL]PROPYL] 1 METHOXY 3 METHYL 9H CARBAZOLE; 9 [3 [4 [[4 (2,5 DIFLUOROBENZYL)PIPERAZIN 1 YL]METHYL] 1H 1,2,3 TRIAZOL 1 YL]PROPYL] 1 METHOXY 3 METHYL 9H CARBAZOLE; [1 [3 (1 METHOXY 3 METHYL 9H CARBAZOL 9 YL)PROPY] 1H 1,2,3 TRIAZOL 4 YL]METHANOL; INTERLEUKIN 12; INTERLEUKIN 6; LIPOPOLYSACCHARIDE; MURRAYAFOLINE A DERIVATIVE; PLANT EXTRACT; PLANT MEDICINAL PRODUCT; T BUTYL 1 [3 (1 METHOXY 3 METHYL 9H CARBAZOL 9YL)PROPYL] 1 H 1,2,3 TRIAZOL 4 YLCARBAMATE; TUMOR NECROSIS FACTOR ALPHA; UNCLASSIFIED DRUG;

EID: 84880039178     PISSN: 02536269     EISSN: 19763786     Source Type: Journal    
DOI: 10.1007/s12272-013-0100-z     Document Type: Article
Times cited : (16)

References (26)
  • 1
    • 8844281649 scopus 로고    scopus 로고
    • Synthesis and anticonvulsant activity of new 2-substituted-5-[2-(2- fluorophenoxy)phenyl]-1,3,4-oxadiazoles and 1,2,4-triazoles
    • 10.1016/j.bmcl.2004.09.072 1:CAS:528:DC%2BD2cXps1Okur4%3D
    • Almasirad, A., S.A. Tabatabai, M. Faizi, A. Kebriaeezadeh, N. Mehrabi, A. Dalvandi, and A. Shafiee. 2004. Synthesis and anticonvulsant activity of new 2-substituted-5-[2-(2-fluorophenoxy)phenyl]-1,3,4-oxadiazoles and 1,2,4-triazoles. Bioorganic & Medicinal Chemistry Letters 14: 6057-6059.
    • (2004) Bioorganic & Medicinal Chemistry Letters , vol.14 , pp. 6057-6059
    • Almasirad, A.1    Tabatabai, S.A.2    Faizi, M.3    Kebriaeezadeh, A.4    Mehrabi, N.5    Dalvandi, A.6    Shafiee, A.7
  • 2
    • 0022485610 scopus 로고
    • Cachectin and tumor necrosis factor as two sides of the same biological coin
    • 3010124 10.1038/320584a0 1:CAS:528:DyaL28Xit1aqsbs%3D
    • Beutler, B., and A. Cerami. 1986. Cachectin and tumor necrosis factor as two sides of the same biological coin. Nature 320: 584-588.
    • (1986) Nature , vol.320 , pp. 584-588
    • Beutler, B.1    Cerami, A.2
  • 3
    • 0018245942 scopus 로고
    • Synthesis and antiinflammatory activity of some 1,2,3- and 1,2,4-triazolepropionic acids
    • 722733 10.1021/jm00210a015 1:CAS:528:DyaE1MXhtlamtb8%3D
    • Buckler, R.T., H.E. Hartzler, E. Kurchacova, G. Nichols, and B.M. Phillips. 1978. Synthesis and antiinflammatory activity of some 1,2,3- and 1,2,4-triazolepropionic acids. Journal of Medicinal Chemistry 21: 1254-1260.
    • (1978) Journal of Medicinal Chemistry , vol.21 , pp. 1254-1260
    • Buckler, R.T.1    Hartzler, H.E.2    Kurchacova, E.3    Nichols, G.4    Phillips, B.M.5
  • 4
    • 84880041005 scopus 로고
    • Hepatic monoamine oxidase activity in rats fed a high level of tyrosine under toxic conditions
    • 1:CAS:528:DyaF2MXisVarsw%3D%3D
    • Burman, S.R., N. Sen, and J.J. Ghosh. 1964. Hepatic monoamine oxidase activity in rats fed a high level of tyrosine under toxic conditions. Science and Culture 30: 445-446.
    • (1964) Science and Culture , vol.30 , pp. 445-446
    • Burman, S.R.1    Sen, N.2    Ghosh, J.J.3
  • 5
    • 33748121115 scopus 로고    scopus 로고
    • Interleukin-6 and chronic inflammation
    • Cem, G. 2006. Interleukin-6 and chronic inflammation. Arthritis Research & Therapy 8: S3.
    • (2006) Arthritis Research & Therapy , vol.8 , pp. 3
    • Cem, G.1
  • 7
    • 0036888754 scopus 로고    scopus 로고
    • Carbazole alkaloids as new cell cycle inhibitor and apoptosis inducers from Clausena dunniana Levl
    • 12450250 10.1080/1028602021000049041 1:CAS:528:DC%2BD38Xpsl2rtr4%3D
    • Cui, C.B., S.Y. Yan, B. Cai, and X.S. Yao. 2002. Carbazole alkaloids as new cell cycle inhibitor and apoptosis inducers from Clausena dunniana Levl. Journal of Asian Natural Products Research 4: 233-241.
    • (2002) Journal of Asian Natural Products Research , vol.4 , pp. 233-241
    • Cui, C.B.1    Yan, S.Y.2    Cai, B.3    Yao, X.S.4
  • 8
    • 56949108885 scopus 로고    scopus 로고
    • 1-O-substituted derivatives of murrayafoline A and their antifungal properties
    • 19023805 10.1080/14786410802006033 1:CAS:528:DC%2BD1cXhsFahs73M
    • Cuong, N.M., H. Wilhelm, A. Porzel, N. Arnold, and L. Wessjohann. 2008. 1-O-substituted derivatives of murrayafoline A and their antifungal properties. Natural Product Research 22: 1428-1432.
    • (2008) Natural Product Research , vol.22 , pp. 1428-1432
    • Cuong, N.M.1    Wilhelm, H.2    Porzel, A.3    Arnold, N.4    Wessjohann, L.5
  • 9
    • 0036846898 scopus 로고    scopus 로고
    • New anti-HIV agents and targets
    • 12369088 10.1002/med.10021
    • De Clercq, E. 2002. New anti-HIV agents and targets. Medicinal Research Reviews 22: 531-565.
    • (2002) Medicinal Research Reviews , vol.22 , pp. 531-565
    • De Clercq, E.1
  • 10
    • 0009675743 scopus 로고    scopus 로고
    • Synthesis of 3-[5-methyl-1-(4-methylphenyl)-1,2,3-triazol-4-yl]-6- substituted-S-triazolo[3,4-b]-1,3,4-thiadiazoles
    • 1:CAS:528:DC%2BD3cXivFGgu78%3D
    • Dong, H.S., K. Wei, Q.L. Wang, B. Quan, and Z.Y. Zhang. 2000. Synthesis of 3-[5-methyl-1-(4-methylphenyl)-1,2,3-triazol-4-yl]-6-substituted-S- triazolo[3,4-b]-1,3,4-thiadiazoles. Journal of the Chinese Chemical Society 47: 343-346.
    • (2000) Journal of the Chinese Chemical Society , vol.47 , pp. 343-346
    • Dong, H.S.1    Wei, K.2    Wang, Q.L.3    Quan, B.4    Zhang, Z.Y.5
  • 11
    • 47649087477 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of some substituted-1,2,3-triazole derivatives
    • 1:CAS:528:DC%2BD1cXltFSru7s%3D
    • Gilani, S.J., S.A. Khan, O. Alam, and H. Kumar. 2008. Synthesis and biological evaluation of some substituted-1,2,3-triazole derivatives. Indian Journal of Heterocyclic Chemistry 17: 245-248.
    • (2008) Indian Journal of Heterocyclic Chemistry , vol.17 , pp. 245-248
    • Gilani, S.J.1    Khan, S.A.2    Alam, O.3    Kumar, H.4
  • 13
    • 0034221319 scopus 로고    scopus 로고
    • Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents
    • 10924160 10.1021/np000020e 1:CAS:528:DC%2BD3cXksVaqsbw%3D
    • Itoigawa, M., Y. Kashiwada, C. Ito, H. Furukawa, Y. Tachibana, K.F. Bastow, and K.H. Lee. 2000. Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents. Journal of Natural Products 63: 893-897.
    • (2000) Journal of Natural Products , vol.63 , pp. 893-897
    • Itoigawa, M.1    Kashiwada, Y.2    Ito, C.3    Furukawa, H.4    Tachibana, Y.5    Bastow, K.F.6    Lee, K.H.7
  • 14
    • 34548213177 scopus 로고    scopus 로고
    • Microwave-assisted synthesis and biological activity of 3-alkyl/aryl-6-(1-chloro-3,4-dihydronaphth-2-yl)-5,6-dihydro-S-triazolo[3,4-b] [1,3,4]thiadiazoles
    • 1:CAS:528:DC%2BD2sXntlCns74%3D
    • Kamotra, P., A.K. Gupta, R. Gupta, P. Somal, and S. Singh. 2007. Microwave-assisted synthesis and biological activity of 3-alkyl/aryl-6-(1- chloro-3,4-dihydronaphth-2-yl)-5,6-dihydro-S-triazolo[3,4-b][1,3,4]thiadiazoles. Indian Journal of Chemistry B Organic and Medicinal Chemistry 46B: 980-984.
    • (2007) Indian Journal of Chemistry B Organic and Medicinal Chemistry , vol.46 , pp. 980-984
    • Kamotra, P.1    Gupta, A.K.2    Gupta, R.3    Somal, P.4    Singh, S.5
  • 15
    • 77958068918 scopus 로고    scopus 로고
    • Lupane-type triterpenoids from the steamed leaves of Acanthopanax koreanum and their inhibitory effects on the LPS-stimulated pro-inflammatory cytokine production in bone marrow-derived dendritic cells
    • 10.1016/j.bmcl.2010.09.001 1:CAS:528:DC%2BC3cXhtlSmsLzK
    • Kim, J.A., S.Y. Yang, J.E. Koo, Y.S. Koh, and Y.H. Kim. 2010. Lupane-type triterpenoids from the steamed leaves of Acanthopanax koreanum and their inhibitory effects on the LPS-stimulated pro-inflammatory cytokine production in bone marrow-derived dendritic cells. Bioorganic & Medicinal Chemistry Letters 20: 6703-6707.
    • (2010) Bioorganic & Medicinal Chemistry Letters , vol.20 , pp. 6703-6707
    • Kim, J.A.1    Yang, S.Y.2    Koo, J.E.3    Koh, Y.S.4    Kim, Y.H.5
  • 16
    • 0036826933 scopus 로고    scopus 로고
    • Isolation and synthesis of biologically active carbazole alkaloids
    • 10.1021/cr020059j 1:CAS:528:DC%2BD38XosFOrsb4%3D
    • Knoelker, H.J., and K.R. Reddy. 2002. Isolation and synthesis of biologically active carbazole alkaloids. Chemical Reviews 102: 4303-4427.
    • (2002) Chemical Reviews , vol.102 , pp. 4303-4427
    • Knoelker, H.J.1    Reddy, K.R.2
  • 20
    • 9644265233 scopus 로고    scopus 로고
    • Organoiodine(III)-mediated synthesis of 3-aryl/heteroaryl-5,7-dimethyl-1, 2,4-triazolo[4,3-a]pyrimidines as antibacterial agents
    • 15571869 10.1016/j.ejmech.2004.06.011 1:CAS:528:DC%2BD2cXhtVCqsr3K
    • Prakash, O., V. Bhardwaj, R. Kumar, P. Tyagi, and K.R. Aneja. 2004. Organoiodine(III)-mediated synthesis of 3-aryl/heteroaryl-5,7-dimethyl-1,2,4- triazolo[4,3-a]pyrimidines as antibacterial agents. European Journal of Medicinal Chemistry 39: 1073-1077.
    • (2004) European Journal of Medicinal Chemistry , vol.39 , pp. 1073-1077
    • Prakash, O.1    Bhardwaj, V.2    Kumar, R.3    Tyagi, P.4    Aneja, K.R.5
  • 21
    • 0037099395 scopus 로고    scopus 로고
    • A stepwise Huisgen cycloaddition process: Copper(I)-catalyzed regioselective ligation of azides and terminal alkynes
    • 10.1002/1521-3773(20020715)41:14<2596: AID-ANIE2596>3.0.CO;2-4 1:CAS:528:DC%2BD38Xls1Ohsr4%3D
    • Rostovtsev, V.V., L.G. Green, V.V. Fokin, and K.B. Sharpless. 2002. A stepwise Huisgen cycloaddition process: copper(I)-catalyzed regioselective ligation of azides and terminal alkynes. Angewandte Chemie International Edition 41: 2596-2599.
    • (2002) Angewandte Chemie International Edition , vol.41 , pp. 2596-2599
    • Rostovtsev, V.V.1    Green, L.G.2    Fokin, V.V.3    Sharpless, K.B.4
  • 22
    • 84857234671 scopus 로고    scopus 로고
    • Synthesis of novel 2-mercapto benzothiazole and 1,2,3-triazole based bis-heterocycles: Their anti-inflammatory and anti-nociceptive activities
    • 22305614 10.1016/j.ejmech.2012.01.032 1:CAS:528:DC%2BC38XisFOrsL4%3D
    • Shafi, S., M.M. Alam, N. Mulakayala, C. Mulakayala, G. Vanaja, A.M. Kalle, R. Pallu, and M.S. Alam. 2012. Synthesis of novel 2-mercapto benzothiazole and 1,2,3-triazole based bis-heterocycles: their anti-inflammatory and anti-nociceptive activities. European Journal of Medicinal Chemistry 49: 324-333.
    • (2012) European Journal of Medicinal Chemistry , vol.49 , pp. 324-333
    • Shafi, S.1    Alam, M.M.2    Mulakayala, N.3    Mulakayala, C.4    Vanaja, G.5    Kalle, A.M.6    Pallu, R.7    Alam, M.S.8
  • 23
    • 33747049853 scopus 로고    scopus 로고
    • Synthesis of imidazoline and imidazo[2,1-c][1,2,4]triazole aryl derivatives containing the methylthio group as possible antibacterial agents
    • 10.1016/j.bmc.2006.01.019 1:CAS:528:DC%2BD28XjvFWnu7s%3D
    • Sztanke, K., K. Pasternak, A. Sidor-Wojtowicz, J. Truchlinska, and K. Jozwiak. 2006. Synthesis of imidazoline and imidazo[2,1-c][1,2,4]triazole aryl derivatives containing the methylthio group as possible antibacterial agents. Bioorganic & Medicinal Chemistry 14: 3635-3642.
    • (2006) Bioorganic & Medicinal Chemistry , vol.14 , pp. 3635-3642
    • Sztanke, K.1    Pasternak, K.2    Sidor-Wojtowicz, A.3    Truchlinska, J.4    Jozwiak, K.5
  • 24
    • 38949192856 scopus 로고    scopus 로고
    • Synthesis, determination of the lipophilicity, anticancer and antimicrobial properties of some fused 1,2,4-triazole derivatives
    • 17531354 10.1016/j.ejmech.2007.03.033 1:CAS:528:DC%2BD1cXitlajs7s%3D
    • Sztanke, K., T. Tuzimski, J. Rzymowska, K. Pasternak, and M. Kandefer-Szerszen. 2008. Synthesis, determination of the lipophilicity, anticancer and antimicrobial properties of some fused 1,2,4-triazole derivatives. European Journal of Medicinal Chemistry 43: 404-419.
    • (2008) European Journal of Medicinal Chemistry , vol.43 , pp. 404-419
    • Sztanke, K.1    Tuzimski, T.2    Rzymowska, J.3    Pasternak, K.4    Kandefer-Szerszen, M.5
  • 25
    • 0345358584 scopus 로고    scopus 로고
    • The IL-12 family of heterodimeric cytokines: New players in the regulation of T cell responses
    • 14614851 10.1016/S1074-7613(03)00296-6 1:CAS:528:DC%2BD3sXpsVCks7w%3D
    • Trinchieri, G., S. Pflanz, and R.A. Kastelein. 2003. The IL-12 family of heterodimeric cytokines: new players in the regulation of T cell responses. Immunity 19: 641-644.
    • (2003) Immunity , vol.19 , pp. 641-644
    • Trinchieri, G.1    Pflanz, S.2    Kastelein, R.A.3
  • 26
    • 77649233952 scopus 로고    scopus 로고
    • Synthesis, antibacterial and antifungal activities of some carbazole derivatives
    • 10.1016/j.bmcl.2010.01.159 1:CAS:528:DC%2BC3cXivFGltb4%3D
    • Zhang, F.F., L.L. Gan, and C.H. Zhou. 2010. Synthesis, antibacterial and antifungal activities of some carbazole derivatives. Bioorganic & Medicinal Chemistry Letters 20: 1881-1884.
    • (2010) Bioorganic & Medicinal Chemistry Letters , vol.20 , pp. 1881-1884
    • Zhang, F.F.1    Gan, L.L.2    Zhou, C.H.3


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