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Volumn 75, Issue , 2014, Pages 123-131

Design, synthesis, and evaluation of novel heteroaromatic analogs of curcumin as anti-cancer agents

Author keywords

Curcumin; Cytotoxicity; Heteroaromatic analogs; Prostate cancer

Indexed keywords

CURCUMIN; CYTOTOXICITY; HETEROAROMATIC ANALOGS; PROSTATE CANCER;

EID: 84894224765     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2014.01.041     Document Type: Article
Times cited : (56)

References (38)
  • 2
    • 0035496220 scopus 로고    scopus 로고
    • The development of androgen-independent prostate cancer
    • B.T. Feldman, and D. Feldman The development of androgen-independent prostate cancer Nat. Rev. Cancer 1 2001 34 35
    • (2001) Nat. Rev. Cancer , vol.1 , pp. 34-35
    • Feldman, B.T.1    Feldman, D.2
  • 3
    • 84870911785 scopus 로고    scopus 로고
    • Docetaxel-resistance in prostate cancer: Evaluating associated phenotylic changes and potential for resistance transfer via exosomes
    • C. Corcoran, S. Rani, K. O'Brien, A. O'Neil, M. Prencipe, R. Sheikh, G. Webb, R. McDermott, and W. Watson Docetaxel-resistance in prostate cancer: evaluating associated phenotylic changes and potential for resistance transfer via exosomes PLoS One 7 2012 e50999
    • (2012) PLoS One , vol.7 , pp. 50999
    • Corcoran, C.1    Rani, S.2    O'Brien, K.3    O'Neil, A.4    Prencipe, M.5    Sheikh, R.6    Webb, G.7    McDermott, R.8    Watson, W.9
  • 5
    • 0037236792 scopus 로고    scopus 로고
    • Anticancer potential of curcumin: Preclinical and clinical studies
    • B.B. Aggarwal, A. Kumar, and A.C. Bharti Anticancer potential of curcumin: preclinical and clinical studies Anticancer Res. 23 2003 363 398 (Pubitemid 36361976)
    • (2003) Anticancer Research , vol.23 , Issue.1 , pp. 363-398
    • Aggarwal, B.B.1    Kumar, A.2    Bharti, A.C.3
  • 6
    • 79953782203 scopus 로고    scopus 로고
    • Nf-kb addiction and its role in cancer: 'One size does not fit all'
    • M.M. Chaturvedi, B. Sung, V.R. Yadav, R. Kannappan, and B.B. Aggarwal NF-kB addiction and its role in cancer: 'one size does not fit all' Oncogene 30 2011 1615 1630
    • (2011) Oncogene , vol.30 , pp. 1615-1630
    • Chaturvedi, M.M.1    Sung, B.2    Yadav, V.R.3    Kannappan, R.4    Aggarwal, B.B.5
  • 7
    • 58149143164 scopus 로고    scopus 로고
    • Prostate cancer and curcumin
    • B.B. Aggarwal Prostate cancer and curcumin Cancer Biol. Ther. 7 2008 1436 1440
    • (2008) Cancer Biol. Ther. , vol.7 , pp. 1436-1440
    • Aggarwal, B.B.1
  • 9
    • 33845762340 scopus 로고    scopus 로고
    • Multi-target therapeutics: When the whole is greater than the sum of the parts
    • DOI 10.1016/j.drudis.2006.11.008, PII S1359644606004697
    • G.R. Zimmermann, J. Lehar, and C.T. Keith Multi-target therapeutics: when the whole is greater than the sum of the parts Drug Discov. Today 12 2007 34 42 (Pubitemid 46014485)
    • (2007) Drug Discovery Today , vol.12 , Issue.1-2 , pp. 34-42
    • Zimmermann, G.R.1    Lehar, J.2    Keith, C.T.3
  • 10
    • 84877715497 scopus 로고    scopus 로고
    • Monocarbonyl curcumin analogues: Heterocyclic pleiotropic kinase inhibitors that mediate anticancer properties
    • A. Brown, Q. Shi, T.W. Moore, Y. Yoon, A. Prussia, C. Maddox, D.C. Liotta, H. Shim, and J.P. Snyder Monocarbonyl curcumin analogues: heterocyclic pleiotropic kinase inhibitors that mediate anticancer properties J. Med. Chem. 56 2013 3456 3466
    • (2013) J. Med. Chem. , vol.56 , pp. 3456-3466
    • Brown, A.1    Shi, Q.2    Moore, T.W.3    Yoon, Y.4    Prussia, A.5    Maddox, C.6    Liotta, D.C.7    Shim, H.8    Snyder, J.P.9
  • 16
    • 62149086696 scopus 로고    scopus 로고
    • Exploration and synthesis of curcumin analogues with improved structural stability both in vitro and in vivo as cytotoxic agents
    • G. Liang, L. Shao, Y. Wang, C. Zhao, Y. Chu, J. Xiao, Y. Zhao, X. Li, and S. Yang Exploration and synthesis of curcumin analogues with improved structural stability both in vitro and in vivo as cytotoxic agents Bioorg. Med. Chem. 17 2009 2623 2631
    • (2009) Bioorg. Med. Chem. , vol.17 , 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
  • 17
    • 33644780779 scopus 로고    scopus 로고
    • Antitumor agents 247. New 4-ethoxycarbonylethyl curcumin analogs as potential antiandrogenic agents
    • DOI 10.1016/j.bmc.2005.11.034, PII S0968089605011004
    • L. Lin, Q. Shi, C.Y. Su, C.C. Shih, and K.-H. Lee Antitumor agents 247. New 4-ethoxycarbonylehtyl curcumin analogs as potential antiandrogenic agents Bioorg. Med. Chem. 14 2006 2527 2534 (Pubitemid 43343639)
    • (2006) Bioorganic and Medicinal Chemistry , vol.14 , Issue.8 , pp. 2527-2534
    • Lin, L.1    Shi, Q.2    Su, C.-Y.3    Shih, C.C.-Y.4    Lee, K.-H.5
  • 18
    • 33745642485 scopus 로고    scopus 로고
    • Antitumor agents. 250. Design and synthesis of new curcumin analogues as potential anti-prostate cancer agents
    • DOI 10.1021/jm051043z
    • L. Lin, Q. Shi, A.K. Nyarko, K.F. Bastow, C.C. Wu, C.Y. Su, C.C. Shih, and K.-H. Lee Antitumor agents. 250. Design and synthesis of new curcumin analogues as potential anti-prostate cancer agents J. Med. Chem. 49 2006 3963 3972 (Pubitemid 43970710)
    • (2006) Journal of Medicinal Chemistry , vol.49 , Issue.13 , pp. 3963-3972
    • Lin, L.1    Shi, Q.2    Nyarko, A.K.3    Bastow, K.F.4    Wu, C.-C.5    Su, C.-Y.6    Shih, C.C.-Y.7    Lee, K.-H.8
  • 19
    • 70149085608 scopus 로고    scopus 로고
    • New curcumin analogues exhibit enhanced growth-suppressive activity and inhibit AKT and signal transducer and activator of transcription 3 phosphorylation on breast and prostate cancer cells
    • L. Lin, B. Hutzen, S. Ball, E. Foust, M. Sobo, S. Deangelis, B. Pandit, L. Friedman, C. Li, P.K. Li, J. Fuchs, and J. Lin New curcumin analogues exhibit enhanced growth-suppressive activity and inhibit AKT and signal transducer and activator of transcription 3 phosphorylation on breast and prostate cancer cells Cancer Sci. 100 2009 1719 1727
    • (2009) Cancer Sci. , vol.100 , pp. 1719-1727
    • Lin, L.1    Hutzen, B.2    Ball, S.3    Foust, E.4    Sobo, M.5    Deangelis, S.6    Pandit, B.7    Friedman, L.8    Li, C.9    Li, P.K.10    Fuchs, J.11    Lin, J.12
  • 22
    • 77950400139 scopus 로고    scopus 로고
    • Discovery and development of natural product-derived chemotherapeutic agents based on a medicinal chemistry approach
    • K.-H. Lee Discovery and development of natural product-derived chemotherapeutic agents based on a medicinal chemistry approach J. Nat. Prod. 73 2010 500 516
    • (2010) J. Nat. Prod. , vol.73 , pp. 500-516
    • Lee, K.-H.1
  • 25
    • 0037902047 scopus 로고    scopus 로고
    • 4-Hydroxy-3-methoxybenzoic acid methyl ester: A curcumin derivative targets Akt/NFκB cell survival signaling pathway: Potential for prostate cancer management
    • A.P. Kumar, G.E. Varcia, R. Ghosh, R.V. Fajnarayanan, W.L. Alworth, and T.J. Slaga 4-Hydrocy-3-methoxybenzoic acid methyl ester: a curcumin derivative targets Akt/NF kappa B cell survival signaling pathway. Potential for prostate cancer management Neoplasia 5 2003 255 266 (Pubitemid 36754055)
    • (2003) Neoplasia , vol.5 , Issue.3 , pp. 255-266
    • Kumar, A.P.1    Garcia, G.E.2    Ghosh, R.3    Rajnarayanan, R.V.4    Alworth, W.L.5    Slaga, T.J.6
  • 26
    • 73449113640 scopus 로고    scopus 로고
    • Novel anti-prostate cancer curcumin analogues that enhance androgen receptor degradation activity
    • Q. Shi, C.C. Shih, and K.-H. Lee Novel anti-prostate cancer curcumin analogues that enhance androgen receptor degradation activity Anticancer Agents Med. Chem. 9 2009 904 912
    • (2009) Anticancer Agents Med. Chem. , vol.9 , pp. 904-912
    • Shi, Q.1    Shih, C.C.2    Lee, K.-H.3
  • 27
    • 84862228781 scopus 로고    scopus 로고
    • Antitumor agents 290. Design, synthesis, and biological evaluation of new LNCap and PC-3 cytotoxic curcumin analogs conjugated with anti-androgens
    • Q. Shi, K. Wada, E. Ohloshi, L. Lin, R. Huang, S.L. Morris-Natschke, M. Goto, and K.-H. Lee Antitumor agents 290. Design, synthesis, and biological evaluation of new LNCap and PC-3 cytotoxic curcumin analogs conjugated with anti-androgens Bioorg. Med. Chem. 20 2012 4020 4031
    • (2012) Bioorg. Med. Chem. , vol.20 , pp. 4020-4031
    • Shi, Q.1    Wada, K.2    Ohloshi, E.3    Lin, L.4    Huang, R.5    Morris-Natschke, S.L.6    Goto, M.7    Lee, K.-H.8
  • 29
    • 1542286600 scopus 로고    scopus 로고
    • Enzymology of a carbonyl reduction clearance pathway for the HIV integrase inhibitor, S-1360: Role of human liver cytosolic aldo-keto reductases
    • DOI 10.1016/j.cbi.2003.12.001, PII S0009279703001534
    • M.J. Rosemond, L. St John-Williams, T. Yamaguchi, T. Fujishita, and J.S. Walsh Enzymology of a carbonyl reduction clearance pathway for the HIV integrase inhibitor, S-1360: role of human liver cytosolic aldo-keto Chem. Biol. Interact. 147 2004 129 139 (Pubitemid 38324542)
    • (2004) Chemico-Biological Interactions , vol.147 , Issue.2 , pp. 129-139
    • Rosemond, M.J.C.1    St. John-Williams, L.2    Yamaguchi, T.3    Fujishita, T.4    Walsh, J.S.5
  • 33
    • 84861637434 scopus 로고    scopus 로고
    • Synthesis and evaluation of curcumin-related compounds for anticancer activity
    • X. Wei, Z.Y. Du, X. Zheng, X.X. Cui, A.H. Conney, and K. Zhang Synthesis and evaluation of curcumin-related compounds for anticancer activity Eur. J. Med. Chem. 53 2012 235 245
    • (2012) Eur. J. Med. Chem. , vol.53 , pp. 235-245
    • Wei, X.1    Du, Z.Y.2    Zheng, X.3    Cui, X.X.4    Conney, A.H.5    Zhang, K.6
  • 34
    • 84862938231 scopus 로고    scopus 로고
    • Synthesis of the pyridinyl analogues of dibenzylideneacetone (pyr-dba) via an improved Claisen-Schmidt condensation, displaying diverse biological activities as curcumin analogues
    • B. Cao, Y. Wang, K. Ding, N. Neamati, and Y.-Q. Long Synthesis of the pyridinyl analogues of dibenzylideneacetone (pyr-dba) via an improved Claisen-Schmidt condensation, displaying diverse biological activities as curcumin analogues Org. Biomol. Chem. 10 2012 1239 1245
    • (2012) Org. Biomol. Chem. , vol.10 , pp. 1239-1245
    • Cao, B.1    Wang, Y.2    Ding, K.3    Neamati, N.4    Long, Y.-Q.5
  • 35
    • 10444259767 scopus 로고    scopus 로고
    • Orally active CCR5 antagonists as anti-HIV-1 agents. Part 3: Synthesis and biological activities of 1-benzazepine derivatives containing a sulfoxide moiety
    • DOI 10.1016/j.bmc.2004.10.021, PII S0968089604007953
    • M. Seto, N. Miyamoto, K. Aikawa, Y. Aramaki, N. Kanzaki, Y. Iizawa, M. Baba, and M. Shiraishi Orally active CCR5 antagonists as anti-HIV-1 agents. Part 3: synthesis and biological activities of 1-benzazepine derivatives containing a sulfoxide moiety Bioorg. Med. Chem. 13 2005 363 386 (Pubitemid 39642920)
    • (2005) Bioorganic and Medicinal Chemistry , vol.13 , Issue.2 , pp. 363-386
    • Seto, M.1    Miyamoto, N.2    Aikawa, K.3    Aramaki, Y.4    Kanzaki, N.5    Iizawa, Y.6    Baba, M.7    Shiraishi, M.8
  • 36
    • 18144365554 scopus 로고
    • Preparation of the pyridalacetones and the inductive effect of nitrogen on the dehydration of the intermediate
    • C.S. Marvel, and J.K. Stille Preparation of the pyridalacetones and the inductive effect of nitrogen on the dehydration of the intermediate J. Org. Chem. 22 1957 1451 1457
    • (1957) J. Org. Chem. , vol.22 , pp. 1451-1457
    • Marvel, C.S.1    Stille, J.K.2
  • 37
    • 79952129798 scopus 로고    scopus 로고
    • Synthesis, characterization and biological evaluation of succinate prodrugs of curcuminoids for colon cancer treatment
    • W. Wichitnithad, U. Nimmannit, S. Wacharasindhu, and P. Rojsitthisak Synthesis, characterization and biological evaluation of succinate prodrugs of curcuminoids for colon cancer treatment Molecules 16 2011 1888 1900
    • (2011) Molecules , vol.16 , pp. 1888-1900
    • Wichitnithad, W.1    Nimmannit, U.2    Wacharasindhu, S.3    Rojsitthisak, P.4
  • 38
    • 84861033311 scopus 로고    scopus 로고
    • Discovery of a series of thiazole derivatives as novel inhibitors of metastatic cancer cell migration and invasion
    • Q. Jiang, Q. Zhong, Q. Zhang, S. Zheng, and G. Wang Discovery of a series of thiazole derivatives as novel inhibitors of metastatic cancer cell migration and invasion ACS Med. Chem. Lett. 3 2012 392 396
    • (2012) ACS Med. Chem. Lett. , vol.3 , pp. 392-396
    • Jiang, Q.1    Zhong, Q.2    Zhang, Q.3    Zheng, S.4    Wang, G.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.