메뉴 건너뛰기




Volumn 56, Issue , 2012, Pages 320-331

Synthesis and biological activity evaluation of emodin quaternary ammonium salt derivatives as potential anticancer agents

Author keywords

Anticancer activity; Apoptosis; Emodin derivatives; Quaternary ammonium salt

Indexed keywords

ANTINEOPLASTIC AGENT; CASPASE 3; CASPASE 9; EMODIN; N (1 HYDROXY 3,8 DIMETHOXY 9,10 ANTHRAQUINON 6 YL) N,N DIMETHYLOCTADECAN 1 AMINIUM BROMIDE; N [(1 HYDROXY 3,8 DIMETHOXY 9,10 ANTHRAQUINON 6 YL)METHYL] N METHYL N OCTYLOCTAN 1 AMINIUM BROMIDE; N [(1 HYDROXY 3,8 DIMETHOXY 9,10 ANTHRAQUINON 6 YL)METHYL] N,N DIMETHYLDECAN 1 AMINIUM BROMIDE; N [(1 HYDROXY 3,8 DIMETHOXY 9,10 ANTHRAQUINON 6 YL)METHYL] N,N DIMETHYLDODECAN 1 AMINIUM BROMIDE; N [(1 HYDROXY 3,8 DIMETHOXY 9,10 ANTHRAQUINON 6 YL)METHYL] N,N DIMETHYLHEXADECAN 1 AMINIUM BROMIDE; N [(1 HYDROXY 3,8 DIMETHOXY 9,10 ANTHRAQUINON 6 YL)METHYL] N,N DIMETHYLOCTAN 1 AMINIUM BROMIDE; N [(1 HYDROXY 3,8 DIMETHOXY 9,10 ANTHRAQUINON 6 YL)METHYL] N,N DIMETHYLTETRADECAN 1 AMINIUM BROMIDE; N [(8 HYDROXY 1,3 DIMETHOXY 9,10 ANTHRAQUINON 6 YL)METHYL] N METHYL N OCTYLOCTAN 1 AMINIUM BROMIDE; N [(8 HYDROXY 1,3 DIMETHOXY 9,10 ANTHRAQUINON 6 YL)METHYL] N,N DIMETHYLDECAN 1 AMINIUM BROMIDE; N [(8 HYDROXY 1,3 DIMETHOXY 9,10 ANTHRAQUINON 6 YL)METHYL] N,N DIMETHYLDODECAN 1 AMINIUM BROMIDE; N [(8 HYDROXY 1,3 DIMETHOXY 9,10 ANTHRAQUINON 6 YL)METHYL] N,N DIMETHYLHEXADECAN 1 AMINIUM BROMIDE; N [(8 HYDROXY 1,3 DIMETHOXY 9,10 ANTHRAQUINON 6 YL)METHYL] N,N DIMETHYLOCTADECAN 1 AMINIUM BROMIDE; N [(8 HYDROXY 1,3 DIMETHOXY 9,10 ANTHRAQUINON 6 YL)METHYL] N,N DIMETHYLOCTAN 1 AMINIUM BROMIDE; N [(8 HYDROXY 1,3 DIMETHOXY 9,10 ANTHRAQUINON 6 YL)METHYL] N,N DIMETHYLTETRADECAN 1 AMINIUM BROMIDE; N [2 [(1 HYDROXY 3 METHOXY 6 METHYL 9,10 ANTHRAQUINON 8 YL)OXY]ETHYL] N,N DIMETHYLDECAN 1 AMINIUM BROMIDE; N [2 [(1 HYDROXY 3 METHOXY 6 METHYL 9,10 ANTHRAQUINON 8 YL)OXY]ETHYL] N,N DIMETHYLOCTAN 1 AMINIUM BROMIDE; N [2 [(8 HYDROXY 3 METHOXY 6 METHYL 9,10 ANTHRAQUINON 1 YL)OXY]ETHYL] N,N DIMETHYLDECAN 1 AMINIUM BROMIDE; N [2 [(8 HYDROXY 3 METHOXY 6 METHYL 9,10 ANTHRAQUINON 1 YL)OXY]ETHYL] N,N DIMETHYLOCTAN 1 AMINIUM BROMIDE; N DECYL N [(1 HYDROXY 3,8 DIMETHOXY 9,10 ANTHRAQUINON 6 YL)METHYL] N METHYLDECAN 1 AMINIUM BROMIDE; N DECYL N [(8 HYDROXY 1,3 DIMETHOXY 9,10 ANTHRAQUINON 6 YL)METHYL] N METHYLDECAN 1 AMINIUM BROMIDE; N DODECYL N [(1 HYDROXY 3,8 DIMETHOXY 9,10 ANTHRAQUINON 6 YL)METHYL] N METHYLDODECAN 1 AMINIUM BROMIDE; N DODECYL N [(8 HYDROXY 1,3 DIMETHOXY 9,10 ANTHRAQUINON 6 YL)METHYL] N METHYLDODECAN 1 AMINIUM BROMIDE; N HEXADECYL N (1 HYDROXY 3,8 DIMETHOXY 9,10 ANTHRAQUINON 6 YL) N METHYLHEXADECAN 1 AMINIUM BROMIDE; N HEXADECYL N [(8 HYDROXY 1,3 DIMETHOXY 9,10 ANTHRAQUINON 6 YL)METHYL] N METHYLHEXADECAN 1 AMINIUM BROMIDE; QUATERNARY AMMONIUM DERIVATIVE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

EID: 84867987391     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2012.07.051     Document Type: Article
Times cited : (34)

References (17)
  • 2
    • 34249305809 scopus 로고    scopus 로고
    • Emodin suppresses interleukin-1β induced mesangial cells proliferation and extracellular matrix production via inhibiting P38 MAPK
    • R. Wang, Q. Wan, and Y. Zhang Emodin suppresses interleukin-1β induced mesangial cells proliferation and extracellular matrix production via inhibiting P38 MAPK Life Sci. 80 2007 2481 2488
    • (2007) Life Sci. , vol.80 , pp. 2481-2488
    • Wang, R.1    Wan, Q.2    Zhang, Y.3
  • 3
    • 41149150641 scopus 로고    scopus 로고
    • Emodin accelerates osteoblast differentiation through phosphatidylinositol 3-kinase activation and bone morphogenetic protein-2 gene expression
    • S.U. Lee, H.K. Shin, and Y.K. Min Emodin accelerates osteoblast differentiation through phosphatidylinositol 3-kinase activation and bone morphogenetic protein-2 gene expression Int. Immunopharmacol. 8 2008 741 747
    • (2008) Int. Immunopharmacol. , vol.8 , pp. 741-747
    • Lee, S.U.1    Shin, H.K.2    Min, Y.K.3
  • 4
    • 33847092962 scopus 로고    scopus 로고
    • Emodin induces apoptosis through caspase 3-dependent pathway in HK-2 cells
    • C.F. Wang, X.D. Wua, and M. Chen Emodin induces apoptosis through caspase 3-dependent pathway in HK-2 cells Toxicology 231 2007 120 128
    • (2007) Toxicology , vol.231 , pp. 120-128
    • Wang, C.F.1    Wua, X.D.2    Chen, M.3
  • 5
    • 52049101158 scopus 로고    scopus 로고
    • Participation of cathepsin B in emodin-induced apoptosis in HK-2 Cells
    • C.F. Wang, Z.Z. Jiang, and J.C. Yao Participation of cathepsin B in emodin-induced apoptosis in HK-2 Cells Toxicol. Lett. 181 2008 196 204
    • (2008) Toxicol. Lett. , vol.181 , pp. 196-204
    • Wang, C.F.1    Jiang, Z.Z.2    Yao, J.C.3
  • 6
    • 77950076456 scopus 로고    scopus 로고
    • Aloe-emodin induces apoptosis of human nasopharyngeal carcinoma cells via caspase-8-mediated activation of the mitochondrial death pathway
    • M.L. Lin, Y.C. Lu, and J.G. Chung Aloe-emodin induces apoptosis of human nasopharyngeal carcinoma cells via caspase-8-mediated activation of the mitochondrial death pathway Cancer Lett. 291 2010 46 58
    • (2010) Cancer Lett. , vol.291 , pp. 46-58
    • Lin, M.L.1    Lu, Y.C.2    Chung, J.G.3
  • 7
    • 20444505248 scopus 로고    scopus 로고
    • Emodin induces apoptosis in human lung adenocarcinoma cells through a reactive oxygen species-dependent mitochondrial signaling pathway
    • Y.T. Su, H.L. Chang, and S.K. Shyue Emodin induces apoptosis in human lung adenocarcinoma cells through a reactive oxygen species-dependent mitochondrial signaling pathway Biochem. Pharmacol. 70 2005 229 241
    • (2005) Biochem. Pharmacol. , vol.70 , pp. 229-241
    • Su, Y.T.1    Chang, H.L.2    Shyue, S.K.3
  • 10
    • 34547744940 scopus 로고    scopus 로고
    • Spectroscopic studies of DNA binding modes of cation-substituted anthrapyrazoles derived from emodin
    • J.H. Tan, Y.J. Lu, Z.S. Huang, L.Q. Gu, and J.Y. Wu Spectroscopic studies of DNA binding modes of cation-substituted anthrapyrazoles derived from emodin Eur. J. Med. Chem. 42 2007 1169 1175
    • (2007) Eur. J. Med. Chem. , vol.42 , pp. 1169-1175
    • Tan, J.H.1    Lu, Y.J.2    Huang, Z.S.3    Gu, L.Q.4    Wu, J.Y.5
  • 11
    • 84867980456 scopus 로고    scopus 로고
    • Synthesis of soluble emodin derivatives and their properties of anti-leukemia
    • (In Chinese)
    • B.L. Qiu, J. Li, C. Chen, Y.Y. Chen, J.D. Hu, Y.F. Yuan, and W.F. Wang Synthesis of soluble emodin derivatives and their properties of anti-leukemia Chin. J. Med. Chem. 20 2010 353 357 (In Chinese)
    • (2010) Chin. J. Med. Chem. , vol.20 , pp. 353-357
    • Qiu, B.L.1    Li, J.2    Chen, C.3    Chen, Y.Y.4    Hu, J.D.5    Yuan, Y.F.6    Wang, W.F.7
  • 12
    • 0024410607 scopus 로고
    • Intercalating agents with covalent bond forming capability. A novel type of potential anticancer agents. 2. Derivatives of chrysophanol and emodin
    • M. Koyama, K. Takahashi, T.C. Chou, Z. Darzynkiewicz, J. Kapuscinski, T.R. Kelly, and K.A. Watanabe Intercalating agents with covalent bond forming capability. A novel type of potential anticancer agents. 2. Derivatives of chrysophanol and emodin J. Med. Chem. 32 1989 1594 1599
    • (1989) J. Med. Chem. , vol.32 , pp. 1594-1599
    • Koyama, M.1    Takahashi, K.2    Chou, T.C.3    Darzynkiewicz, Z.4    Kapuscinski, J.5    Kelly, T.R.6    Watanabe, K.A.7
  • 13
    • 84867996536 scopus 로고    scopus 로고
    • Synthesis of double long-chain quaternary ammonium salt derivatives of emodin and research of anticancer activity
    • (In Chinese)
    • C.H. Wang, F.S. Zhang, H.D. Du, J.D. Hu, H.J. Yang, J.W. Shao, Y.F. Yuan, and W.F. Wang Synthesis of double long-chain quaternary ammonium salt derivatives of emodin and research of anticancer activity J. Fuzhou Univ. 39 2011 455 459 (In Chinese)
    • (2011) J. Fuzhou Univ. , vol.39 , pp. 455-459
    • Wang, C.H.1    Zhang, F.S.2    Du, H.D.3    Hu, J.D.4    Yang, H.J.5    Shao, J.W.6    Yuan, Y.F.7    Wang, W.F.8
  • 14
    • 0037031787 scopus 로고    scopus 로고
    • The antiproliferative activity of aloe-emodin is through p53-dependent and p21-dependent apoptotic pathway in human hepatoma cell lines
    • P.L. Kuo, T.C. Lin, and C.C. Lin The antiproliferative activity of aloe-emodin is through p53-dependent and p21-dependent apoptotic pathway in human hepatoma cell lines Life Sci. 71 2002 1879 1892
    • (2002) Life Sci. , vol.71 , pp. 1879-1892
    • Kuo, P.L.1    Lin, T.C.2    Lin, C.C.3
  • 15
    • 64549101571 scopus 로고    scopus 로고
    • Potentiation of the effect of gemcitabine by emodin in pancreatic cancer is associated with survivin inhibition
    • Q.Q. Guo, Y. Chen, B. Zhang, M.X. Kang, Q.P. Xie, and Y.L. Wu Potentiation of the effect of gemcitabine by emodin in pancreatic cancer is associated with survivin inhibition Biochem. Pharmacol. 77 2009 1674 1683
    • (2009) Biochem. Pharmacol. , vol.77 , pp. 1674-1683
    • Guo, Q.Q.1    Chen, Y.2    Zhang, B.3    Kang, M.X.4    Xie, Q.P.5    Wu, Y.L.6
  • 16
    • 77957361585 scopus 로고    scopus 로고
    • Intrinsic apoptosis and NF-κB signaling are potential molecular targets for chemoprevention by blacktea polyphenols in HepG2 cells in vitro and in a rat hepatocarcinogenesis model in vivo
    • R.S. Murugan, R.V. Priyadarsini, and K. Ramalingam Intrinsic apoptosis and NF-κB signaling are potential molecular targets for chemoprevention by blacktea polyphenols in HepG2 cells in vitro and in a rat hepatocarcinogenesis model in vivo Food Chem. Toxicol. 48 2010 3281 3287
    • (2010) Food Chem. Toxicol. , vol.48 , pp. 3281-3287
    • Murugan, R.S.1    Priyadarsini, R.V.2    Ramalingam, K.3
  • 17
    • 79957503743 scopus 로고    scopus 로고
    • In vitro and in vivo anticancer activity evaluation of ursolic acid derivatives
    • J.W. Shao, Y.C. Dai, J.P. Xue, and J.C. Wang In vitro and in vivo anticancer activity evaluation of ursolic acid derivatives Eur. J. Med. Chem. 46 2011 2652 2661
    • (2011) Eur. J. Med. Chem. , vol.46 , pp. 2652-2661
    • Shao, J.W.1    Dai, Y.C.2    Xue, J.P.3    Wang, J.C.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.