메뉴 건너뛰기




Volumn 45, Issue 10, 2010, Pages 4570-4577

An alignment independent 3D QSAR study of the antiproliferative activity of 1,2,4,5-tetraoxanes

Author keywords

3D QSAR; Antiproliferative activity; GRIND; Multiple linear regression; Tetraoxanes

Indexed keywords

1,2,4,5 TETRAOXANE DERIVATIVE; TETRAOXANE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 77956186150     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2010.07.019     Document Type: Article
Times cited : (18)

References (25)
  • 1
    • 0023110445 scopus 로고
    • The chemistry, pharmacology, and clinical applications of Qinghaosu (artemisinin) and its derivatives
    • X.-D. Luo, and C.-C. Shen The chemistry, pharmacology, and clinical applications of Qinghaosu (artemisinin) and its derivatives Med. Res. Rev. 7 1987 29 52
    • (1987) Med. Res. Rev. , vol.7 , pp. 29-52
    • Luo, X.-D.1    Shen, C.-C.2
  • 2
    • 77349117995 scopus 로고    scopus 로고
    • Antimalarial peroxides
    • D.M. Opsenica, and B.A. olaja Antimalarial peroxides J. Serb. Chem. Soc. 74 2009 1155 1193 and references cited therein
    • (2009) J. Serb. Chem. Soc. , vol.74 , pp. 1155-1193
    • Opsenica, D.M.1    Olaja, B.A.2
  • 4
    • 84986368847 scopus 로고
    • Efficient preparation of 1,2,4,5-tetraoxanes from bis(trimethylsilyl) peroxide and carbonyl compounds
    • C.W. Jefford, A. Jaber, and J. Boukouvalas Efficient preparation of 1,2,4,5-tetraoxanes from bis(trimethylsilyl) peroxide and carbonyl compounds Synthesis 1988 391 393
    • (1988) Synthesis , pp. 391-393
    • Jefford, C.W.1    Jaber, A.2    Boukouvalas, J.3
  • 5
    • 0032515010 scopus 로고    scopus 로고
    • Dispiro-1,2,4,5-tetraoxanes via ozonolysis of cycloalkanone O-methyloximes: A comparison with the peroxidation of cycloalkanones in acetonitrile-sulfuric acid media
    • Y. Dong, and J.L. Vennerstrom Dispiro-1,2,4,5-tetraoxanes via ozonolysis of cycloalkanone O-methyloximes: a comparison with the peroxidation of cycloalkanones in acetonitrile-sulfuric acid media J. Org. Chem. 63 1998 8582 8585
    • (1998) J. Org. Chem. , vol.63 , pp. 8582-8585
    • Dong, Y.1    Vennerstrom, J.L.2
  • 6
    • 0033594440 scopus 로고    scopus 로고
    • Synthesis and antimalarial activity of 11 dispiro-1,2,4,5-tetraoxane analogues of WR 148999. 7,8,15,16-Tetraoxadispiro[5.2.5.2]hexadecanes substituted at the 1 and 10 positions with unsaturated and polar functional groups
    • Y. Dong, H. Matile, J. Chollet, R. Kaminsky, J.K. Wood, and J.L. Vennerstrom Synthesis and antimalarial activity of 11 dispiro-1,2,4,5-tetraoxane analogues of WR 148999. 7,8,15,16-Tetraoxadispiro[5.2.5.2]hexadecanes substituted at the 1 and 10 positions with unsaturated and polar functional groups J. Med. Chem. 42 1999 1477 1480
    • (1999) J. Med. Chem. , vol.42 , pp. 1477-1480
    • Dong, Y.1    Matile, H.2    Chollet, J.3    Kaminsky, R.4    Wood, J.K.5    Vennerstrom, J.L.6
  • 7
    • 0033566212 scopus 로고    scopus 로고
    • Synthesis and antimalarial activity of cyclic peroxides, 1,2,4,5,7-pentoxocanes and 1,2,4,5-tetroxanes
    • H.-S. Kim, Y. Shibata, Y. Wataya, K. Tsuchiya, A. Masuyama, and M. Nojima Synthesis and antimalarial activity of cyclic peroxides, 1,2,4,5,7-pentoxocanes and 1,2,4,5-tetroxanes J. Med. Chem. 42 1999 2604 2609
    • (1999) J. Med. Chem. , vol.42 , pp. 2604-2609
    • Kim, H.-S.1    Shibata, Y.2    Wataya, Y.3    Tsuchiya, K.4    Masuyama, A.5    Nojima, M.6
  • 8
    • 0034687180 scopus 로고    scopus 로고
    • Ozonolysis in the presence of Lewis acids: Directed addition to carbonyl oxides
    • P.H. Dussault, and J.M. Raible Ozonolysis in the presence of Lewis acids: directed addition to carbonyl oxides Org. Lett. 2 2000 3377 3379
    • (2000) Org. Lett. , vol.2 , pp. 3377-3379
    • Dussault, P.H.1    Raible, J.M.2
  • 9
    • 30744442274 scopus 로고    scopus 로고
    • Fluorinated alcohol directed formation of dispiro-1,2,4,5-tetraoxanes by hydrogen peroxide under acid conditions
    • K. mitek, S. Stavber, M. Zupan, D. Bonnet-Delpon, and J. Iskra Fluorinated alcohol directed formation of dispiro-1,2,4,5-tetraoxanes by hydrogen peroxide under acid conditions Tetrahedron 62 2006 1479 1484
    • (2006) Tetrahedron , vol.62 , pp. 1479-1484
    • Mitek, K.1    Stavber, S.2    Zupan, M.3    Bonnet-Delpon, D.4    Iskra, J.5
  • 10
    • 0036546934 scopus 로고    scopus 로고
    • Synthesis and antimalarial activity of 1,2,4,5-tetraoxanes
    • Y. Dong Synthesis and antimalarial activity of 1,2,4,5-tetraoxanes Mini Rev. Med. Chem. 2 2002 113 123
    • (2002) Mini Rev. Med. Chem. , vol.2 , pp. 113-123
    • Dong, Y.1
  • 15
    • 41849117634 scopus 로고    scopus 로고
    • Chemical stability of the peroxide bond enables diversified synthesis of potent tetraoxane antimalarials
    • I. Opsenica, D. Opsenica, K.S. Smith, W.K. Milhous, and B.A. olaja Chemical stability of the peroxide bond enables diversified synthesis of potent tetraoxane antimalarials J. Med. Chem. 51 2008 2261 2266
    • (2008) J. Med. Chem. , vol.51 , pp. 2261-2266
    • Opsenica, I.1    Opsenica, D.2    Smith, K.S.3    Milhous, W.K.4    Olaja, B.A.5
  • 17
    • 31544476296 scopus 로고    scopus 로고
    • 7,8,15,16-Tetraoxa-dispiro[5.2.5.2]hexadecane-3-carboxylic acid derivatives and their antimalarial activity
    • I. Opsenica, N. Terzić, D. Opsenica, W.K. Milhous, and B.A. olaja 7,8,15,16-Tetraoxa-dispiro[5.2.5.2]hexadecane-3-carboxylic acid derivatives and their antimalarial activity J. Serb. Chem. Soc. 69 2004 919 922
    • (2004) J. Serb. Chem. Soc. , vol.69 , pp. 919-922
    • Opsenica, I.1    Terzić, N.2    Opsenica, D.3    Milhous, W.K.4    Olaja, B.A.5
  • 18
    • 70349248154 scopus 로고    scopus 로고
    • Mixed steroidal tetraoxanes induce apoptotic cell death in tumor cells
    • . iak, Z. Juranić, D. Opsenica, and B.A. olaja Mixed steroidal tetraoxanes induce apoptotic cell death in tumor cells Invest. New Drugs 27 2009 432 439
    • (2009) Invest. New Drugs , vol.27 , pp. 432-439
    • Iak, .1    Juranić, Z.2    Opsenica, D.3    Olaja, B.A.4
  • 19
    • 0034710718 scopus 로고    scopus 로고
    • GRid-INdependent Descriptors (GRIND): A novel class of alignment-independent three-dimensional molecular descriptors
    • M. Pastor, G. Cruciani, I. McLay, S. Picket, and S. Clementi GRid-INdependent Descriptors (GRIND): a novel class of alignment-independent three-dimensional molecular descriptors J. Med. Chem. 43 2000 3233 3243
    • (2000) J. Med. Chem. , vol.43 , pp. 3233-3243
    • Pastor, M.1    Cruciani, G.2    McLay, I.3    Picket, S.4    Clementi, S.5
  • 20
    • 54249093364 scopus 로고    scopus 로고
    • Development and validation of AMANDA, a new algorithm for selecting highly relevant regions in molecular interaction fields
    • Á Durán, G.C. Martínez, and M. Pastor Development and validation of AMANDA, a new algorithm for selecting highly relevant regions in molecular interaction fields J. Chem. Inf. Model. 48 2008 1813 1823
    • (2008) J. Chem. Inf. Model. , vol.48 , pp. 1813-1823
    • Durán, Á.1    Martínez, G.C.2    Pastor, M.3
  • 21
    • 0028939884 scopus 로고
    • ATP-dependent efflux of 2,4-dinitrophenyl-S-glutathione. Properties of two distinct transport systems in inside-out vesicles from L1210 cells and a variant subline with altered efflux of methotrexate and cholate
    • M. Saxena, and G.B. Henderson ATP-dependent efflux of 2,4-dinitrophenyl-S-glutathione. Properties of two distinct transport systems in inside-out vesicles from L1210 cells and a variant subline with altered efflux of methotrexate and cholate J. Biol. Chem. 270 1995 5312 5319
    • (1995) J. Biol. Chem. , vol.270 , pp. 5312-5319
    • Saxena, M.1    Henderson, G.B.2
  • 22
    • 0028242342 scopus 로고
    • Functional implications from the effects of 1-chloro-2,4-dinitrobenzene and ethacrynic acid on efflux routes for methotrexate and cholate in L1210 cells
    • G.B. Henderson, T.R. Hughes, and M. Saxena Functional implications from the effects of 1-chloro-2,4-dinitrobenzene and ethacrynic acid on efflux routes for methotrexate and cholate in L1210 cells J. Biol. Chem. 269 1994 13382 13389
    • (1994) J. Biol. Chem. , vol.269 , pp. 13382-13389
    • Henderson, G.B.1    Hughes, T.R.2    Saxena, M.3
  • 23
    • 0037304264 scopus 로고    scopus 로고
    • Bile acid regulation of hepatic physiology. I. Hepatocyte transport of bile acids
    • A.W. Wolkoff, and D.E. Cohen Bile acid regulation of hepatic physiology. I. Hepatocyte transport of bile acids Am. J. Physiol. Gastrointest. Liver Physiol. 284 2003 G175 G179
    • (2003) Am. J. Physiol. Gastrointest. Liver Physiol. , vol.284
    • Wolkoff, A.W.1    Cohen, D.E.2
  • 24
    • 0030728254 scopus 로고    scopus 로고
    • Molecular properties of hepatic uptake systems for bile acids and organic anions
    • B. Hagenbuch Molecular properties of hepatic uptake systems for bile acids and organic anions J. Membr. Biol. 160 1997 1 8
    • (1997) J. Membr. Biol. , vol.160 , pp. 1-8
    • Hagenbuch, B.1
  • 25
    • 0030910379 scopus 로고    scopus 로고
    • Use of the intestinal bile acid transporter for the uptake of cholic acid conjugates with HIV-1 protease inhibitory activity
    • M. Kgedahl, P.W. Swaan, C.T. Redemann, M. Tang, C.S. Craik, F.C. Szoka Jr., and S. Oie Use of the intestinal bile acid transporter for the uptake of cholic acid conjugates with HIV-1 protease inhibitory activity Pharm. Res. 14 1997 176 180
    • (1997) Pharm. Res. , vol.14 , pp. 176-180
    • Kgedahl, M.1    Swaan, P.W.2    Redemann, C.T.3    Tang, M.4    Craik, C.S.5    Szoka, Jr.F.C.6    Oie, S.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.