메뉴 건너뛰기




Volumn 2, Issue 4, 2011, Pages 259-263

C5′-alkyl substitution effects on digitoxigenin α-l-glycoside cancer cytotoxicity

Author keywords

amicetose; apoptosis; cancer; Digitoxin; NCI H460; rhamnose

Indexed keywords

AMICETOSYL DIGITOXIGENIN; ANTINEOPLASTIC AGENT; DIGITOXIGENIN; PALLADIUM; RHAMNOSYL DIGITOXIGENIN; UNCLASSIFIED DRUG;

EID: 79954577301     PISSN: None     EISSN: 19485875     Source Type: Journal    
DOI: 10.1021/ml100291n     Document Type: Article
Times cited : (52)

References (28)
  • 2
    • 0001546554 scopus 로고
    • Cardiotonic Steroid Binding to Na,K-ATPase
    • Forbush, B. Cardiotonic Steroid Binding to Na,K-ATPase Curr. Top. Membr. Transp. 1983, 19, 167-201
    • (1983) Curr. Top. Membr. Transp. , vol.19 , pp. 167-201
    • Forbush, B.1
  • 3
    • 43549098268 scopus 로고    scopus 로고
    • Calcium cycling and signaling in cardiac myocytes
    • DOI 10.1146/annurev.physiol.70.113006.100455
    • Bers, D. M. Calcium Cycling and Signaling in Cardiac Myocytes Annu. Rev. Physiol. 2008, 70, 23-49 (Pubitemid 351738170)
    • (2008) Annual Review of Physiology , vol.70 , pp. 23-49
    • Bers, D.M.1
  • 4
    • 0018343975 scopus 로고
    • Cardiac glycosides and breast cancer
    • Stenkvist, B.; Bengtsson, E.; Eriksson, O.; Holmquist, J.; Nordin, B.; Westman-Naeser, S. Cardiac glycosides and breast cancer Lancet 1979, 1, 563 (Pubitemid 9130943)
    • (1979) Lancet , vol.1 , Issue.8115 , pp. 563
    • Stenkvist, B.1    Bengtsson, E.2    Eriksson, O.3
  • 5
    • 0020025086 scopus 로고
    • Cardiac glycosides and breast cancer, revisited
    • Stenkvist, B.; Bengtsson, E.; Dahlqvist, B.; Eriksson, O.; Jarkrans, T.; Nordin, B. N. Cardiac glycosides and breast cancer, revisited N. Engl. J. Med. 1982, 306, 484 (Pubitemid 12171682)
    • (1982) New England Journal of Medicine , vol.306 , Issue.8 , pp. 484
    • Stenkvist, B.1    Bengtsson, E.2    Dahlqvist, B.3
  • 6
    • 0033999515 scopus 로고    scopus 로고
    • Digitoxin, in non-toxic concentrations, inhibits proliferation and induces cell death in prostate cancer cell lines
    • Haux, J.; Solheim, O.; Isaksen, T.; Angelsen, A. Digitoxin, in non-toxic concentrations, inhibits proliferation and induces cell death in prostate cancer cell lines Z. Onkol. 2000, 32, 11-16 (Pubitemid 30214332)
    • (2000) Zeitschrift fur Onkologie , vol.32 , Issue.1 , pp. 11-16
    • Haux, J.1    Solheim, O.2    Isaksen, T.3    Angelsen, A.4
  • 7
    • 40849124038 scopus 로고    scopus 로고
    • Cardiac glycosides as novel cancer therapeutic agents
    • DOI 10.1124/mi.8.1.8
    • Newman, R. A.; Yang, P.; Pawlus, A. D.; Block, K. I. Cardiac Glycosides as Novel Cancer Therapeutic Agents Mol. Interventions 2008, 8, 36-49 (Pubitemid 351398451)
    • (2008) Molecular Interventions , vol.8 , Issue.1 , pp. 36-49
    • Newman, R.A.1    Yang, P.2    Pawlus, A.D.3    Block, K.I.4
  • 8
    • 77958081683 scopus 로고    scopus 로고
    • Direct Comparison of the Anticancer Activities of Digitoxin MeON-Neoglycosides and O-Glycosides: Oligosaccharide Chain Length-Dependent Induction of Caspase-9-Mediated Apoptosis
    • Iyer, A. K. V.; Zhou, M.; Azad, N.; Elbaz, H.; Wang, L.; Rogalsky, D. K.; Rojanasakul, Y.; O'Doherty, G. A.; Langenhan, J. M. Direct Comparison of the Anticancer Activities of Digitoxin MeON-Neoglycosides and O-Glycosides: Oligosaccharide Chain Length-Dependent Induction of Caspase-9-Mediated Apoptosis ACS Med. Chem. Lett. 2010, 1, 326-330
    • (2010) ACS Med. Chem. Lett. , vol.1 , pp. 326-330
    • Iyer, A.K.V.1    Zhou, M.2    Azad, N.3    Elbaz, H.4    Wang, L.5    Rogalsky, D.K.6    Rojanasakul, Y.7    O'Doherty, G.A.8    Langenhan, J.M.9
  • 10
    • 79954581221 scopus 로고    scopus 로고
    • Synthesis and Evaluation of the α- D -/α- l -Rhamnosyl and Amicetosyl Digitoxigenin Oligomers as Anti-tumor Agents
    • (see DOI 10.1021/ml100290d)
    • Wang, H.-Y. L.; Rojanasakul, Y.; O'Doherty, G. A. Synthesis and Evaluation of the α- d -/α- l -Rhamnosyl and Amicetosyl Digitoxigenin Oligomers as Anti-tumor Agents. ACS Med. Chem. Lett. 2011, (see DOI 10.1021/ml100290d).
    • (2011) ACS Med. Chem. Lett.
    • Wang, H.-Y.L.1    Rojanasakul, Y.2    O'Doherty, G.A.3
  • 11
    • 29044433675 scopus 로고    scopus 로고
    • Digitoxin inhibits the growth of cancer cell lines at concentrations commonly found in cardiac patients
    • DOI 10.1021/np050226l
    • Lopez-Lazaro, M.; Pastor, N.; Azrak, S. S.; Ayuso, M. J.; Austin, C. A.; Cortes, F. Digitoxin Inhibits the Growth of Cancer Cell Lines at Concentrations Commonly Found in Cardiac Patients J. Nat. Prod. 2005, 68, 1642-1645 (Pubitemid 41789573)
    • (2005) Journal of Natural Products , vol.68 , Issue.11 , pp. 1642-1645
    • Lopez-Lazaro, M.1    Pastor, N.2    Azrak, S.S.3    Ayuso, M.J.4    Austin, C.A.5    Cortes, F.6
  • 12
    • 0015544366 scopus 로고
    • Structure-Activity Relationships of Cardiotonic Steroids for the Inhibition of Sodium- and Potassium-Dependent Adenosine Triphosphatase
    • Yoda, A. Structure-Activity Relationships of Cardiotonic Steroids for the Inhibition of Sodium- and Potassium-Dependent Adenosine Triphosphatase Mol. Pharmacol. 1973, 9, 51-60
    • (1973) Mol. Pharmacol. , vol.9 , pp. 51-60
    • Yoda, A.1
  • 14
    • 0021957235 scopus 로고
    • Conformational factors in cardiac glycoside activity
    • DOI 10.1021/jm00382a023
    • Chiu, F. C. K.; Watson, T. R. Conformational Factors in Cardiac Glycoside Activity J. Med. Chem. 1985, 28, 509-515 (Pubitemid 15108812)
    • (1985) Journal of Medicinal Chemistry , vol.28 , Issue.4 , pp. 509-515
    • Chiu, F.C.K.1    Watson, T.R.2
  • 15
    • 0022458594 scopus 로고
    • Cardiac glycosides. 7. Sugar stereochemistry and cardiac glycoside activity
    • Rathore, H.; From, A. H. L.; Ahmed, K.; Fullerton, D. S. Cardiac Glycosides. 7. Sugar Stereochemistry and Cardiac Glycoside Activity J. Med. Chem. 1986, 29, 1945-1952 (Pubitemid 16030300)
    • (1986) Journal of Medicinal Chemistry , vol.29 , Issue.10 , pp. 1945-1952
    • Rathore, H.1    From, A.H.L.2    Ahmed, K.3    Fullerton, D.S.4
  • 19
    • 48249120752 scopus 로고    scopus 로고
    • De Novo Asymmetric Synthesis of Anthrax Tetrasaccharide and Related Tetrasaccharide
    • For the synthesis of α/β-L-Boc pyranones, see
    • For the synthesis of α/β-L-Boc pyranones, see: Guo, H.; O'Doherty, G. A. De Novo Asymmetric Synthesis of Anthrax Tetrasaccharide and Related Tetrasaccharide J. Org. Chem. 2008, 73, 5211-5220
    • (2008) J. Org. Chem. , vol.73 , pp. 5211-5220
    • Guo, H.1    O'Doherty, G.A.2
  • 20
    • 0029879373 scopus 로고    scopus 로고
    • Ruthenium(II)-catalyzed asymmetric transfer hydrogenation of ketones using a formic acid-triethylamine mixture
    • DOI 10.1021/ja954126l
    • Fujii, A.; Hashiguchi, S.; Uematsu, N.; Ikariya, T.; Noyori, R. Ruthenium (II)-Catalyzed Asymmetric Transfer Hydrogenation of Ketones Using a Formic Acid-Triethylamine Mixture J. Am. Chem. Soc. 1996, 118, 2521-2522 (Pubitemid 26120941)
    • (1996) Journal of the American Chemical Society , vol.118 , Issue.10 , pp. 2521-2522
    • Fujii, A.1    Hashiguchi, S.2    Uematsu, N.3    Ikariya, T.4    Noyori, R.5
  • 21
    • 0001462758 scopus 로고
    • Synthesis of methyl 2,3-dideoxy-DL-alk-2-enopyranosides from furan compounds: A general approach to the total synthesis of monosaccharides
    • Achmatowicz, O.; Bukowski, P.; Szechner, B.; Zwierzchowska, Z.; Zamojski, A. Synthesis of methyl 2,3-dideoxy-DL-alk-2-enopyranosides from furan compounds: A general approach to the total synthesis of monosaccharides Tetrahedron 1971, 27, 1973-1996
    • (1971) Tetrahedron , vol.27 , pp. 1973-1996
    • Achmatowicz, O.1    Bukowski, P.2    Szechner, B.3    Zwierzchowska, Z.4    Zamojski, A.5
  • 22
    • 4143112330 scopus 로고    scopus 로고
    • An enantioselective synthesis of phomopsolide D
    • DOI 10.1016/j.tetlet.2004.07.011, PII S0040403904014716
    • Li, M.; O'Doherty, G. A. An enantioselective synthesis of phomopsolide D Tetrahedron Lett. 2004, 45, 6407-6411 (Pubitemid 39091056)
    • (2004) Tetrahedron Letters , vol.45 , Issue.34 , pp. 6407-6411
    • Li, M.1    O'Doherty, G.A.2
  • 23
    • 33646438221 scopus 로고    scopus 로고
    • De novo asymmetric synthesis of D- and L-swainsonine
    • DOI 10.1021/ol0602811
    • Guo, H.; O'Doherty, G. A. De Novo Asymmetric Synthesis of D- and L-Swainsonine Org. Lett. 2006, 8, 1609-1612 (Pubitemid 43691096)
    • (2006) Organic Letters , vol.8 , Issue.8 , pp. 1609-1612
    • Guo, H.1    O'Doherty, G.A.2
  • 24
    • 67149147439 scopus 로고    scopus 로고
    • A de Novo Asymmetric Approach to 8a-epi-Swainsonine
    • Coral, J. A.; Guo, H.; Shan, M.; O'Doherty, G. A. A De Novo Asymmetric Approach to 8a-epi-Swainsonine Heterocycles 2009, 79, 521-529
    • (2009) Heterocycles , vol.79 , pp. 521-529
    • Coral, J.A.1    Guo, H.2    Shan, M.3    O'Doherty, G.A.4
  • 25
    • 49549130554 scopus 로고
    • 4 oxidation of olefins to cis-1,2-glycols using tertiary amine oxides as the oxidant
    • 4 oxidation of olefins to cis-1,2-glycols using tertiary amine oxides as the oxidant Tetrahedron Lett. 1976, 17, 1973-1976
    • (1976) Tetrahedron Lett. , vol.17 , pp. 1973-1976
    • Vanrheenen, V.1    Kelly, R.C.2    Cha, D.Y.3
  • 26
    • 0037118313 scopus 로고    scopus 로고
    • Enantioselective Synthesis of 2-Deoxy- and 2,3-Dideoxyhexoses
    • Haukaas, M. H.; O'Doherty, G. A. Enantioselective Synthesis of 2-Deoxy- and 2,3-Dideoxyhexoses Org. Lett. 2002, 4, 1771-1774
    • (2002) Org. Lett. , vol.4 , pp. 1771-1774
    • Haukaas, M.H.1    O'Doherty, G.A.2
  • 27
    • 33745685863 scopus 로고    scopus 로고
    • Nitric Oxide Regulates Cell Sensitivity to Cisplatin-Induced Apoptosis through S -Nitrosylation and Inhibition of Bcl-2 Ubiquitination
    • Chanvorachote, P.; Nimmannit, U.; Stehlik, C.; Wang, L.; Jiang, B.-H.; Ongpipatanakul, B.; Rojanasakul, Y. Nitric Oxide Regulates Cell Sensitivity to Cisplatin-Induced Apoptosis through S -Nitrosylation and Inhibition of Bcl-2 Ubiquitination Cancer Res. 2006, 66, 6353-6360
    • (2006) Cancer Res. , vol.66 , pp. 6353-6360
    • Chanvorachote, P.1    Nimmannit, U.2    Stehlik, C.3    Wang, L.4    Jiang, B.-H.5    Ongpipatanakul, B.6    Rojanasakul, Y.7
  • 28
    • 0021061819 scopus 로고
    • Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays
    • Mosmann, T. Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays J. Immunol. Methods 1983, 65, 55-63 (Pubitemid 14203433)
    • (1983) Journal of Immunological Methods , vol.65 , Issue.1-2 , pp. 55-63
    • Mosmann, T.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.