메뉴 건너뛰기




Volumn 11, Issue , 2011, Pages

Synthesis of 86 species of 1,5-diaryl-3-oxo-1,4-pentadienes analogs of curcumin can yield a good lead in vivo

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; CURCUMIN; DEATH RECEPTOR 5; GO Y030; GO Y078; GO Y098; IMMUNOGLOBULIN ENHANCER BINDING PROTEIN; PROTEIN P53; UNCLASSIFIED DRUG; ALKADIENE; DRUG DERIVATIVE;

EID: 79957533842     PISSN: None     EISSN: 14712210     Source Type: Journal    
DOI: 10.1186/1471-2210-11-4     Document Type: Article
Times cited : (48)

References (30)
  • 1
    • 33645834096 scopus 로고    scopus 로고
    • Biodiversity as a source of anticancer drugs
    • 10.2174/138945006776054942, 16515527
    • Tan G, Gyllenhaal C, Soejarto DD. Biodiversity as a source of anticancer drugs. Curr Drug Targets 2006, 7:265-277. 10.2174/138945006776054942, 16515527.
    • (2006) Curr Drug Targets , vol.7 , pp. 265-277
    • Tan, G.1    Gyllenhaal, C.2    Soejarto, D.D.3
  • 2
    • 38749109673 scopus 로고    scopus 로고
    • Curcumin as Curecumin: from kitchen to clinic
    • 10.1016/j.bcp.2007.08.016, 17900536
    • Goel A, Kunnumakkara AB, Aggarwal BB. Curcumin as Curecumin: from kitchen to clinic. Biochem Pharmacol 2008, 75:787-809. 10.1016/j.bcp.2007.08.016, 17900536.
    • (2008) Biochem Pharmacol , vol.75 , pp. 787-809
    • Goel, A.1    Kunnumakkara, A.B.2    Aggarwal, B.B.3
  • 3
    • 0028867742 scopus 로고
    • Activation of transcription factor NF-kappa B is suppressed by curcumin (diferuloylmethane)
    • 10.1074/jbc.270.42.24995, 7559628
    • Singh S, Aggarwal BB. Activation of transcription factor NF-kappa B is suppressed by curcumin (diferuloylmethane). J Biol Chem 1995, 270:24995-25000. 10.1074/jbc.270.42.24995, 7559628.
    • (1995) J Biol Chem , vol.270 , pp. 24995-25000
    • Singh, S.1    Aggarwal, B.B.2
  • 4
    • 0034490854 scopus 로고    scopus 로고
    • Inhibitory effects of curcumin and capsaicin on phorbol ester-induced activation of eukaryotic transcription factors, NF-kappaB and AP-1
    • 10.1002/biof.5520120117, 11216470
    • Surh YJ, Han SS, Keum YS, Seo HJ, Lee SS. Inhibitory effects of curcumin and capsaicin on phorbol ester-induced activation of eukaryotic transcription factors, NF-kappaB and AP-1. Biofactors 2000, 12:107-112. 10.1002/biof.5520120117, 11216470.
    • (2000) Biofactors , vol.12 , pp. 107-112
    • Surh, Y.J.1    Han, S.S.2    Keum, Y.S.3    Seo, H.J.4    Lee, S.S.5
  • 5
    • 0037028207 scopus 로고    scopus 로고
    • Beta-catenin-mediated transactivation and cell-cell adhesion pathways are important in curcumin (diferuylmethane)-induced growth arrest and apoptosis in colon cancer cells
    • 10.1038/sj.onc.1205947, 12466962
    • Jaiswal AS, Marlow BP, Gupta N, Narayan S. Beta-catenin-mediated transactivation and cell-cell adhesion pathways are important in curcumin (diferuylmethane)-induced growth arrest and apoptosis in colon cancer cells. Oncogene 2002, 21:8414-8427. 10.1038/sj.onc.1205947, 12466962.
    • (2002) Oncogene , vol.21 , pp. 8414-8427
    • Jaiswal, A.S.1    Marlow, B.P.2    Gupta, N.3    Narayan, S.4
  • 6
    • 18844481997 scopus 로고    scopus 로고
    • Curcumin inhibits cell cycle progression of immortalized human umbilical vein endothelial (ECV304) cells by up-regulating cyclin-dependent kinase inhibitor, p21WAF1/CIP1, p27KIP1 and p53
    • Park MJ, Kim EH, Park IC, Lee HC, Woo SH, Lee JY, Hong YJ, Rhee CH, Choi SH, Shim BS, Lee SH, Hong SI. Curcumin inhibits cell cycle progression of immortalized human umbilical vein endothelial (ECV304) cells by up-regulating cyclin-dependent kinase inhibitor, p21WAF1/CIP1, p27KIP1 and p53. Int J Oncol 2002, 21:379-383.
    • (2002) Int J Oncol , vol.21 , pp. 379-383
    • Park, M.J.1    Kim, E.H.2    Park, I.C.3    Lee, H.C.4    Woo, S.H.5    Lee, J.Y.6    Hong, Y.J.7    Rhee, C.H.8    Choi, S.H.9    Shim, B.S.10    Lee, S.H.11    Hong, S.I.12
  • 7
    • 0032789660 scopus 로고    scopus 로고
    • Curcumin inhibits tyrosine kinase activity of p185neu and also depletes p185neu
    • Hong RL, Spohn WH, Hung MC. Curcumin inhibits tyrosine kinase activity of p185neu and also depletes p185neu. Clin Cancer Res 1999, 5:1884-1891.
    • (1999) Clin Cancer Res , vol.5 , pp. 1884-1891
    • Hong, R.L.1    Spohn, W.H.2    Hung, M.C.3
  • 8
    • 33644828772 scopus 로고    scopus 로고
    • Curcumin inhibits platelet-derived growth factor-stimulated vascular smooth muscle cell function and injury-induced neointima formation
    • 10.1161/01.ATV.0000191635.00744.b6, 16239599
    • Yang X, Thomas DP, Zhang X, Culver BW, Alexander BM, Murdoch WJ, Rao MN, Tulis DA, Ren J, Sreejayan N. Curcumin inhibits platelet-derived growth factor-stimulated vascular smooth muscle cell function and injury-induced neointima formation. Arterioscler Thromb Vasc Biol 2006, 26:85-90. 10.1161/01.ATV.0000191635.00744.b6, 16239599.
    • (2006) Arterioscler Thromb Vasc Biol , vol.26 , pp. 85-90
    • Yang, X.1    Thomas, D.P.2    Zhang, X.3    Culver, B.W.4    Alexander, B.M.5    Murdoch, W.J.6    Rao, M.N.7    Tulis, D.A.8    Ren, J.9    Sreejayan, N.10
  • 9
    • 0034615942 scopus 로고    scopus 로고
    • Curcuminoids inhibit the angiogenic response stimulated by fibroblast growth factor-2, including expression of matrix metalloproteinase gelatinase B
    • 10.1074/jbc.275.14.10405, 10744729
    • Mohan R, Sivak J, Ashton P, Russo LA, Pham BQ, Kasahara N, Raizman MB, Fini ME. Curcuminoids inhibit the angiogenic response stimulated by fibroblast growth factor-2, including expression of matrix metalloproteinase gelatinase B. J Biol Chem 2000, 275:10405-10412. 10.1074/jbc.275.14.10405, 10744729.
    • (2000) J Biol Chem , vol.275 , pp. 10405-10412
    • Mohan, R.1    Sivak, J.2    Ashton, P.3    Russo, L.A.4    Pham, B.Q.5    Kasahara, N.6    Raizman, M.B.7    Fini, M.E.8
  • 10
    • 56349116715 scopus 로고    scopus 로고
    • Natural derivatives of curcumin attenuate the Wnt/beta-catenin pathway through down-regulation of the transcriptional coactivator p300
    • 10.1016/j.bbrc.2008.10.171, 19000900
    • Ryu MJ, Cho M, Song JY, Yun YS, Choi IW, Kim DE, Park BS, Oh S. Natural derivatives of curcumin attenuate the Wnt/beta-catenin pathway through down-regulation of the transcriptional coactivator p300. Biochem Biophys Res Commun 2008, 377:1304-1308. 10.1016/j.bbrc.2008.10.171, 19000900.
    • (2008) Biochem Biophys Res Commun , vol.377 , pp. 1304-1308
    • Ryu, M.J.1    Cho, M.2    Song, J.Y.3    Yun, Y.S.4    Choi, I.W.5    Kim, D.E.6    Park, B.S.7    Oh, S.8
  • 11
    • 3242773727 scopus 로고    scopus 로고
    • Synthetic curcumin analogs inhibit activator protein-1 transcription and tumor-induced angiogenesis
    • 10.1016/j.bbrc.2004.06.119, 15358181
    • Hahm ER, Gho YS, Park S, Park C, Kim KW, Yang CH. Synthetic curcumin analogs inhibit activator protein-1 transcription and tumor-induced angiogenesis. Biochem Biophys Res Commun 2004, 321:337-344. 10.1016/j.bbrc.2004.06.119, 15358181.
    • (2004) Biochem Biophys Res Commun , vol.321 , pp. 337-344
    • Hahm, E.R.1    Gho, Y.S.2    Park, S.3    Park, C.4    Kim, K.W.5    Yang, C.H.6
  • 12
    • 0033053430 scopus 로고    scopus 로고
    • Anti-metastatic activity of curcumin and catechin
    • 10.1016/S0304-3835(99)00098-1, 10454257
    • Menon LG, Kuttan R, Kuttan G. Anti-metastatic activity of curcumin and catechin. Cancer Lett 1999, 141:159-165. 10.1016/S0304-3835(99)00098-1, 10454257.
    • (1999) Cancer Lett , vol.141 , pp. 159-165
    • Menon, L.G.1    Kuttan, R.2    Kuttan, G.3
  • 17
    • 75149160541 scopus 로고    scopus 로고
    • Structure-activity relationship of C5-curcuminoids and synthesis of their molecular probes thereof
    • 10.1016/j.bmc.2009.12.045, 20060305
    • Yamakoshi H, Ohori H, Kudo C, Sato A, Kanoh N, Ishioka C, Shibata H, Iwabuchi Y. Structure-activity relationship of C5-curcuminoids and synthesis of their molecular probes thereof. Bioorg Med Chem 2010, 18:1083-1092. 10.1016/j.bmc.2009.12.045, 20060305.
    • (2010) Bioorg Med Chem , vol.18 , pp. 1083-1092
    • Yamakoshi, H.1    Ohori, H.2    Kudo, C.3    Sato, A.4    Kanoh, N.5    Ishioka, C.6    Shibata, H.7    Iwabuchi, Y.8
  • 18
    • 79958790362 scopus 로고    scopus 로고
    • TIGR was absorbed under the J. Craig Venter Institute name in 2007., The Institute for Genomic Research (TIGR)
    • The Institute for Genomic Research (TIGR) TIGR was absorbed under the J. Craig Venter Institute name in 2007., The Institute for Genomic Research (TIGR)., http://www.tigr.org
  • 19
    • 16844362817 scopus 로고    scopus 로고
    • Lack of correlation between p53-dependent transcriptional activity and the ability to induce apoptosis among 179 mutant p53s
    • 10.1158/0008-5472.CAN-04-2935, 15781620
    • Kakudo Y, Shibata H, Otsuka K, Kato S, Ishioka C. Lack of correlation between p53-dependent transcriptional activity and the ability to induce apoptosis among 179 mutant p53s. Cancer Res 2005, 65:2108-2114. 10.1158/0008-5472.CAN-04-2935, 15781620.
    • (2005) Cancer Res , vol.65 , pp. 2108-2114
    • Kakudo, Y.1    Shibata, H.2    Otsuka, K.3    Kato, S.4    Ishioka, C.5
  • 20
    • 28944443966 scopus 로고    scopus 로고
    • In silico assessment of chemical mutagenesis in comparison with results of Salmonella microsome assay on 909 chemicals
    • Hayashi M, Kamata E, Hirose A, Takahashi M, Morita T, Ema M. In silico assessment of chemical mutagenesis in comparison with results of Salmonella microsome assay on 909 chemicals. Mutat Res 2005, 588:129-135.
    • (2005) Mutat Res , vol.588 , pp. 129-135
    • Hayashi, M.1    Kamata, E.2    Hirose, A.3    Takahashi, M.4    Morita, T.5    Ema, M.6
  • 21
    • 42549124692 scopus 로고    scopus 로고
    • Modulation of death receptors by cancer therapeutic agents
    • 10.4161/cbt.7.2.5335, 18059181
    • Elrod HA, Sun SY. Modulation of death receptors by cancer therapeutic agents. Cancer Biol Ther 2008, 7:163-173. 10.4161/cbt.7.2.5335, 18059181.
    • (2008) Cancer Biol Ther , vol.7 , pp. 163-173
    • Elrod, H.A.1    Sun, S.Y.2
  • 22
    • 27744609173 scopus 로고    scopus 로고
    • Curcumin sensitizes tumor necrosis factor-related apoptosis-inducing ligand (TRAIL)-induced apoptosis through reactive oxygen species-mediated upregulation of death receptor 5 (DR5)
    • 10.1093/carcin/bgi167, 15987718
    • Jung EM, Lim JH, Lee TJ, Park JW, Choi KS, Kwon TK. Curcumin sensitizes tumor necrosis factor-related apoptosis-inducing ligand (TRAIL)-induced apoptosis through reactive oxygen species-mediated upregulation of death receptor 5 (DR5). Carcinogenesis 2005, 26:1905-1913. 10.1093/carcin/bgi167, 15987718.
    • (2005) Carcinogenesis , vol.26 , pp. 1905-1913
    • Jung, E.M.1    Lim, J.H.2    Lee, T.J.3    Park, J.W.4    Choi, K.S.5    Kwon, T.K.6
  • 23
    • 65549101773 scopus 로고    scopus 로고
    • Rottlerin induces apoptosis via death receptor 5 (DR5) upregulation through CHOP-dependent and PKC delta-independent mechanism in human malignant tumor cells
    • 10.1093/carcin/bgn265, 19037087
    • Lim JH, Park JW, Choi KS, Park YB, Kwon TK. Rottlerin induces apoptosis via death receptor 5 (DR5) upregulation through CHOP-dependent and PKC delta-independent mechanism in human malignant tumor cells. Carcinogenesis 2009, 30:729-736. 10.1093/carcin/bgn265, 19037087.
    • (2009) Carcinogenesis , vol.30 , pp. 729-736
    • Lim, J.H.1    Park, J.W.2    Choi, K.S.3    Park, Y.B.4    Kwon, T.K.5
  • 25
    • 0038324268 scopus 로고    scopus 로고
    • Chemosensitivity of peritoneal micrometastases as evaluated using a green fluorescence protein (GFP)-tagged human gastric cancer cell line
    • 10.1111/j.1349-7006.2003.tb01361.x, 12708484
    • Nakanishi H, Mochizuki Y, Kodera Y, Ito S, Yamamura Y, Ito K, Akiyama S, Nakao A, Tatematsu M. Chemosensitivity of peritoneal micrometastases as evaluated using a green fluorescence protein (GFP)-tagged human gastric cancer cell line. Cancer Sci 2003, 94:112-118. 10.1111/j.1349-7006.2003.tb01361.x, 12708484.
    • (2003) Cancer Sci , vol.94 , pp. 112-118
    • Nakanishi, H.1    Mochizuki, Y.2    Kodera, Y.3    Ito, S.4    Yamamura, Y.5    Ito, K.6    Akiyama, S.7    Nakao, A.8    Tatematsu, M.9
  • 26
    • 53449094405 scopus 로고    scopus 로고
    • Anticancer and carcinogenic properties of curcumin: considerations for its clinical development as a cancer chemopreventive and chemotherapeutic agent
    • Lopez-Lazaro M. Anticancer and carcinogenic properties of curcumin: considerations for its clinical development as a cancer chemopreventive and chemotherapeutic agent. Mol Nutr Food Res 2008, 52(Suppl 1):S103-127.
    • (2008) Mol Nutr Food Res , vol.52 , Issue.SUPPL 1
    • Lopez-Lazaro, M.1
  • 27
    • 68449101830 scopus 로고    scopus 로고
    • 1,5-Diaryl-3-oxo-1,4-pentadienes: A case for antineoplastics with multiple targets
    • 10.2174/092986709788682218, 19519378
    • Das U, Sharma RK, Dimmock JR. 1,5-Diaryl-3-oxo-1,4-pentadienes: A case for antineoplastics with multiple targets. Current Medicinal Chemistry 2009, 16:2001-2020. 10.2174/092986709788682218, 19519378.
    • (2009) Current Medicinal Chemistry , vol.16 , pp. 2001-2020
    • Das, U.1    Sharma, R.K.2    Dimmock, J.R.3
  • 28
    • 59349120231 scopus 로고    scopus 로고
    • Pharmacological basis for the role of curcumin in chronic diseases: an age-old spice with modern targets
    • Aggarwal BB, Sung B. Pharmacological basis for the role of curcumin in chronic diseases: an age-old spice with modern targets. Trends Pharmacol Sci 2007, 30:85-94.
    • (2007) Trends Pharmacol Sci , vol.30 , pp. 85-94
    • Aggarwal, B.B.1    Sung, B.2
  • 29
    • 34247480545 scopus 로고    scopus 로고
    • Molecular mechanisms of cardiotoxicity of tyrosine kinase inhibition
    • 10.1038/nrc2106, 17457301
    • Force T, Krause DS, Van Etten RA. Molecular mechanisms of cardiotoxicity of tyrosine kinase inhibition. Nat Rev Cancer 2007, 7:332-344. 10.1038/nrc2106, 17457301.
    • (2007) Nat Rev Cancer , vol.7 , pp. 332-344
    • Force, T.1    Krause, D.S.2    Van Etten, R.A.3
  • 30
    • 34249294557 scopus 로고    scopus 로고
    • Possible molecular mechanisms involved in the toxicity of angiogenesis inhibition
    • 10.1038/nrc2152, 17522716
    • Verheul HM, Pinedo HM. Possible molecular mechanisms involved in the toxicity of angiogenesis inhibition. Nat Rev Cancer 2007, 7:475-485. 10.1038/nrc2152, 17522716.
    • (2007) Nat Rev Cancer , vol.7 , pp. 475-485
    • Verheul, H.M.1    Pinedo, H.M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.