메뉴 건너뛰기




Volumn 21, Issue 3, 2012, Pages 333-344

Synthesis and evaluation of DPPH and anti-inflammatory activities of 2,6-bisbenzylidenecyclohexanone and pyrazoline derivatives

Author keywords

2,6 Bisbenzylidenecyclohexanone; Curcumin; DPPH; Pyrazoline; RAW 264.7

Indexed keywords

1 [7 (3,4 DIMETHOXYBENZYLIDENE) 3 (3,4 DIMETHOXYPHENYL) 3,3A,4,5,6,7 HEXAHYDRO 2H INDAZOL 2 YL]ETHANONE; 1 [7 (4 FLUOROBENZYLIDENE) 3 (4 FLUOROPHENYL) 3,3A,4,5,6,7 HEXAHYDRO 2H INDAZOL 2 YL]ETHANONE; 1 [7 (4 NITROBENZYLIDENE) 3 (4 NITROPHENYL) 3,3A,4,5,6,7 HEXAHYDRO 2H INDAZOL 2 YL]ETHANONE; 1,1 DIPHENYL 2 PICRYLHYDRAZYL; 2,5 BIS(2,3 DIHYDROXYBENZYLIDENE)CYCLOPENTANONE; 2,5 BIS(2,4 DIHYDROXYBENZYLIDENE)CYCLOPENTANONE; 2,5 BIS(3 HYDROXYBENZYLIDENE)CYCLOPENTANONE; 2,5 BIS(3,4 DIACETOXYBENZYLIDENE)CYCLOPENTANONE; 2,5 BIS(3,4 DIHYDROXYBENZYLIDENE)CYCLOPENTANONE; 2,5 BIS(4 ACETOXY 3 METHOXYBENZYLIDENE)CYCLOPENTANONE; 2,5 BIS(4 FLUOROBENZYLIDENE)CYCLOPENTANONE; 2,5 BIS(4 HYDROXY 3 METHOXYBENZYLIDENE)CYCLOPENTANONE; 2,5 BIS(4 HYDROXYBENZYLIDENE)CYCLOPENTANONE; 2,6 BIS(3 HYDROXYBENZYLIDENE)CYCLOHEXANONE; 2,6 BIS(3,4 DIACETOXYBENZYLIDENE)CYCLOHEXANONE; 2,6 BIS(3,4 DIHYDROXYBENZYLIDENE)CYCLOHEXANONE; 2,6 BIS(3,4 DIMETHOXYBENZYLIDENE)CYCLOHEXANONE; 2,6 BIS(4 ACETOXY 3 METHOXYBENZYLIDENE)CYCLOHEXANONE; 2,6 BIS(4 HYDROXYBENZYLIDENE)CYCLOHEXANONE; 2,6 BIS(4 NITROBENZYLIDENE)CYCLOHEXANONE; 2,6 BIS(4 PROPIONATE 3 METHOXYBENZYLIDENE)CYCLOHEXANONE; 2,6 BISBENZYLIDENECYCLOHEXANONE; 4 [7 (4 ACETOXY 3 METHOXYBENZYLIDENE) 2 ACETYL 3,3A,4,5,6,7 HEXAHYDRO 2H INDAZOL 3 YL] 2 METHOXYPHENYL ACETATE; 4 [7 (4 HYDROXY 3 METHOXYBENZYLIDENE) 3,3A,4,5,6,7 HEXAHYDRO 2H INDAZOL 3 YL] 2 METHOXYPHENOL; 4 [7 (4 HYDROXYBENZYLIDENE) 3,3A,4,5,6,7 HEXAHYDRO 2H INDAZOL 3 YL] 2 METHOXYPHENOL; 7 (3,4 DIMETHOXYBENZYLIDENE) 3 (3,4 DIMETHOXYPHENYL) 3,3A,4,5,6,7 HEXAHYDRO 2H INDAZOLE; 7 (4 FLUOROBENZYLIDENE) 3 (4 FLUOROPHENYL) 3,3A,4,5,6,7 HEXAHYDRO 2H INDAZOLE; ANTIINFLAMMATORY AGENT; PYRAZOLINE DERIVATIVE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

EID: 84861883703     PISSN: 10542523     EISSN: 15548120     Source Type: Journal    
DOI: 10.1007/s00044-010-9521-0     Document Type: Article
Times cited : (20)

References (31)
  • 1
    • 2542455472 scopus 로고    scopus 로고
    • INOS-mediated nitric oxide production and its regulation
    • DOI 10.1016/j.lfs.2003.10.042, PII S0024320504002887
    • Aktan F (2004) iNOS-mediated nitric oxide production and its regulation. Life Sci 75(6):639-653 (Pubitemid 38686696)
    • (2004) Life Sciences , vol.75 , Issue.6 , pp. 639-653
    • Aktan, F.1
  • 2
    • 0028231301 scopus 로고
    • Nitric oxide: Mediator, murderer, and medicine
    • DOI 10.1016/S0140-6736(94)92405-8
    • Anggard E (1994) Nitric oxide: mediator, murderer, and medicine. Lancet 343(8907):1199-1206 (Pubitemid 24147558)
    • (1994) Lancet , vol.343 , Issue.8907 , pp. 1199-1206
    • Anggard, E.1
  • 3
    • 0031974764 scopus 로고    scopus 로고
    • Axenic cultivation and partial characterization of Leishmania braziliensis amastigote-like stages
    • DOI 10.1017/S003118209700214X
    • Balanco JM, Pral EM, da Silva S, Bijovsky AT, Mortara RA, Alfieri SC (1998) Axenic cultivation and partial characterization of Leishmania braziliensis amastigote-like stages. Parasitology 116(Pt 2):103-113 (Pubitemid 28048690)
    • (1998) Parasitology , vol.116 , Issue.2 , pp. 103-113
    • Balanco, J.M.F.1    Pral, E.M.F.2    Da Silva, S.3    Bijovsky, A.T.4    Mortara, R.A.5    Alfieri, S.C.6
  • 4
    • 0035109344 scopus 로고    scopus 로고
    • Synthesis and antiinflammatory activity of 1-acetyl-5-substituted aryl-3-(beta-aminonaphthyl)-2-pyrazolines and beta-(substituted aminoethyl) amidonaphthalenes
    • Bansal E, Srivastava VK, Kumar A (2001) Synthesis and antiinflammatory activity of 1-acetyl-5-substituted aryl-3-(beta-aminonaphthyl)-2-pyrazolines and beta-(substituted aminoethyl) amidonaphthalenes. Eur J Med Chem 36(1):81-92
    • (2001) Eur J Med Chem , vol.36 , Issue.1 , pp. 81-92
    • Bansal, E.1    Srivastava, V.K.2    Kumar, A.3
  • 5
    • 33646023681 scopus 로고    scopus 로고
    • Novel bis(1-acyl-2-pyrazolines) of potential anti-inflammatory and molluscicidal properties
    • Barsoum FF, Hosni HM, Girgis AS (2006) Novel bis(1-acyl-2-pyrazolines) of potential anti-inflammatory and molluscicidal properties. Bioorg Med Chem 14(11):3929-3937
    • (2006) Bioorg Med Chem , vol.14 , Issue.11 , pp. 3929-3937
    • Barsoum, F.F.1    Hosni, H.M.2    Girgis, A.S.3
  • 6
    • 35348900908 scopus 로고    scopus 로고
    • In vivo growth inhibitory and anti-angiogenic effects of synthetic novel dienone cyclopropoxy curcumin analogs on mouse Ehrlich ascites tumor
    • DOI 10.1016/j.bmc.2007.08.051, PII S0968089607007626
    • Chandru H, Sharada AC, Bettadaiah BK, Kumar CS, Rangappa KS, Sunila, Jayashree K (2007) In vivo growth inhibitory and antiangiogenic effects of synthetic novel dienone cyclopropoxy curcumin analogs on mouse Ehrlich ascites tumor. Bioorg Med Chem 15(24):7696-7703 (Pubitemid 47575912)
    • (2007) Bioorganic and Medicinal Chemistry , vol.15 , Issue.24 , pp. 7696-7703
    • Chandru, H.1    Sharada, A.C.2    Bettadaiah, B.K.3    Kumar, C.S.A.4    Rangappa, K.S.5    Sunila6    Jayashree, K.7
  • 9
    • 52049109838 scopus 로고    scopus 로고
    • Natural products in drug discovery
    • Harvey AL (2008) Natural products in drug discovery. Drug Discov Today 13(19-20):894-901
    • (2008) Drug Discov Today , vol.13 , Issue.19-20 , pp. 894-901
    • Harvey, A.L.1
  • 11
    • 84934444244 scopus 로고    scopus 로고
    • Clinical studies with curcumin
    • Hsu CH, Cheng AL (2007) Clinical studies with curcumin. Adv Exp Med Biol 595:471-480
    • (2007) Adv Exp Med Biol , vol.595 , pp. 471-480
    • Hsu, C.H.1    Cheng, A.L.2
  • 12
    • 23044511645 scopus 로고    scopus 로고
    • Inducible nitric oxide synthase (iNOS) in tumor biology: The two sides of the same coin
    • DOI 10.1016/j.semcancer.2005.04.004, PII S1044579X05000210, Tumor Metabolome
    • Lechner M, Lirk P, Rieder J (2005) Inducible nitric oxide synthase (iNOS) in tumor biology: the two sides of the same coin. Semin Cancer Biol 15(4):277-289 (Pubitemid 41058773)
    • (2005) Seminars in Cancer Biology , vol.15 , Issue.4 , pp. 277-289
    • Lechner, M.1    Lirk, P.2    Rieder, J.3
  • 13
    • 62149086696 scopus 로고    scopus 로고
    • Exploration and synthesis of curcumin analogues with improved structural stability both in vitro and in vivo as cytotoxic agents
    • Liang G, Shao L, Wang Y, Zhao C, Chu Y, Xiao J, Zhao Y, Li X, Yang S (2009a) Exploration and synthesis of curcumin analogues with improved structural stability both in vitro and in vivo as cytotoxic agents. Bioorg Med Chem 17(6):2623-2631
    • (2009) Bioorg Med Chem , vol.17 , Issue.6 , pp. 2623-2631
    • Liang, G.1    Shao, L.2    Wang, Y.3    Zhao, C.4    Chu, Y.5    Xiao, J.6    Zhao, Y.7    Li, X.8    Yang, S.9
  • 14
    • 60149102631 scopus 로고    scopus 로고
    • Synthesis, crystal structure and anti-inflammatory properties of curcumin analogues
    • Liang G, Yang S, Zhou H, Shao L, Huang K, Xiao J, Huang Z, Li X (2009b) Synthesis, crystal structure and anti-inflammatory properties of curcumin analogues. Eur J Med Chem 44(2): 915-919
    • (2009) Eur J Med Chem , vol.44 , Issue.2 , pp. 915-919
    • Liang, G.1    Yang, S.2    Zhou, H.3    Shao, L.4    Huang, K.5    Xiao, J.6    Huang, Z.7    Li, X.8
  • 15
    • 0035289779 scopus 로고    scopus 로고
    • Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings
    • DOI 10.1016/S0169-409X(00)00129-0, PII S0169409X00001290
    • Lipinski CA, Lombardo F, Dominy BW, Feeney PJ (2001) Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Adv Drug Deliv Rev 46(1-3):3-26 (Pubitemid 33653411)
    • (2000) Advanced Drug Delivery Reviews , vol.46 , Issue.1-3 , pp. 3-26
    • Lipinski, C.A.1    Lombardo, F.2    Dominy, B.W.3    Feeney, P.J.4
  • 17
    • 16444381065 scopus 로고    scopus 로고
    • Zerumbone, an anti-inflammatory phytochemical, induces expression of proinflammatory cytokine genes in human colon adenocarcinoma cell lines
    • Murakami A, Miyamoto M, Ohigashi H (2004) Zerumbone, an anti-inflammatory phytochemical, induces expression of proinflammatory cytokine genes in human colon adenocarcinoma cell lines. BioFactors 21(1-4):95-101 (Pubitemid 40921833)
    • (2004) BioFactors , vol.21 , Issue.1-4 , pp. 95-101
    • Murakami, A.1    Miyamoto, M.2    Ohigashi, H.3
  • 18
    • 0034578521 scopus 로고    scopus 로고
    • Comparative studies on the suppression of nitric oxide synthase by curcumin and its hydrogenated metabolites through down-regulation of IkappaB kinase and NFkappaB activation in macrophages
    • Pan MH, Lin-Shiau SY, Lin JK (2000) Comparative studies on the suppression of nitric oxide synthase by curcumin and its hydrogenated metabolites through down-regulation of IkappaB kinase and NFkappaB activation in macrophages. Biochem Pharmacol 60(11):1665-1676
    • (2000) Biochem Pharmacol , vol.60 , Issue.11 , pp. 1665-1676
    • Pan, M.H.1    Lin-Shiau, S.Y.2    Lin, J.K.3
  • 20
    • 1942519876 scopus 로고    scopus 로고
    • Synthesis and antiinflammatory activity of heterocyclic indole derivatives
    • DOI 10.1016/j.ejmech.2003.11.002, PII S0223523403002198
    • Rani P, Srivastava VK, Kumar A (2004) Synthesis and antiinflammatory activity of heterocyclic indole derivatives. Eur J Med Chem 39(5):449-452 (Pubitemid 38526361)
    • (2004) European Journal of Medicinal Chemistry , vol.39 , Issue.5 , pp. 449-452
    • Rani, P.1    Srivastava, V.K.2    Kumar, A.3
  • 22
    • 0032931328 scopus 로고    scopus 로고
    • Epidemiology of NSAID induced gastrointestinal complications
    • Singh G, Triadafilopoulos G (1999) Epidemiology of NSAID induced gastrointestinal complications. J Rheumatol 26(SUPPL. 56):18-24 (Pubitemid 29183022)
    • (1999) Journal of Rheumatology , vol.26 , Issue.SUPPL. 56 , pp. 18-24
    • Singh, G.1    Triadafilopoulos, G.2
  • 24
    • 0031855719 scopus 로고    scopus 로고
    • A new antioxidative 1,3-benzodioxole from Melissa officinalis
    • Tagashira M, Ohtake Y (1998) A new antioxidative 1,3-benzodioxole from Melissa officinalis. Planta Med 64(6):555-558 (Pubitemid 28383891)
    • (1998) Planta Medica , vol.64 , Issue.6 , pp. 555-558
    • Tagashira, M.1    Ohtake, Y.2
  • 25
    • 27144512700 scopus 로고    scopus 로고
    • Zerumbone abolishes NF-κB and IκBα kinase activation leading to suppression of antiapoptotic and metastatic gene expression, upregulation of apoptosis, and downregulation of invasion
    • DOI 10.1038/sj.onc.1208845, PII 1208845
    • Takada Y, Murakami A, Aggarwal BB (2005) Zerumbone abolishes NF-ΰB and IÎ °BÎ ± kinase activation leading to suppression of antiapoptotic and metastatic gene expression, upregulation of apoptosis, and downregulation of invasion. Oncogene 24(46): 6957-6969 (Pubitemid 41509418)
    • (2005) Oncogene , vol.24 , Issue.46 , pp. 6957-6969
    • Takada, Y.1    Murakami, A.2    Aggarwal, B.B.3
  • 28
    • 18144414340 scopus 로고    scopus 로고
    • Astrocyte production of the chemokine macrophage inflammatory protein-2 is inhibited by the spice principle curcumin at the level of gene transcription
    • Tomita M, Holman BJ, Santoro CP, Santoro TJ (2005) Astrocyte production of the chemokine macrophage inflammatory protein-2 is inhibited by the spice principle curcumin at the level of gene transcription. J Neuroinflammation 2(1):8
    • (2005) J Neuroinflammation , vol.2 , Issue.1 , pp. 8
    • Tomita, M.1    Holman, B.J.2    Santoro, C.P.3    Santoro, T.J.4
  • 29
    • 34248140674 scopus 로고    scopus 로고
    • Analysis of nitrite and nitrate in biological fluids by assays based on the Griess reaction: Appraisal of the Griess reaction in the l-arginine/nitric oxide area of research
    • DOI 10.1016/j.jchromb.2006.07.054, PII S1570023206006398, Analysis of the L-Arginine/NO Pathway
    • Tsikas D (2007) Analysis of nitrite and nitrate in biological fluids by assays based on the Griess reaction: appraisal of the Griess reaction in the L-arginine/nitric oxide area of research. J Chromatogr B Analyt Technol Biomed Life Sci 851(1-2):51-70 (Pubitemid 46720134)
    • (2007) Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences , vol.851 , Issue.1-2 , pp. 51-70
    • Tsikas, D.1
  • 31
    • 26944464241 scopus 로고    scopus 로고
    • Cytotoxic and apoptotic activities of diarylheptanoids and gingerol-related compounds from the rhizome of Chinese ginger
    • DOI 10.1016/j.jep.2005.05.043, PII S0378874105003697
    • Wei QY, Ma JP, Cai YJ, Yang L, Liu ZL (2005) Cytotoxic and apoptotic activities of diarylheptanoids and gingerol-related compounds from the rhizome of Chinese ginger. J Ethnopharmacol 102(2):177-184 (Pubitemid 41483554)
    • (2005) Journal of Ethnopharmacology , vol.102 , Issue.2 , pp. 177-184
    • Wei, Q.-Y.1    Ma, J.-P.2    Cai, Y.-J.3    Yang, L.4    Liu, Z.-L.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.