메뉴 건너뛰기




Volumn 20, Issue 5-6, 2009, Pages 537-549

A quantum chemical and chemometrical study of indolo[2,1-b]quinazoline and their analogues with cytotoxic activity against breast cancer cells

Author keywords

Anticancer activity; PCA; PLS DA; Structure activity relationship; Tryptanthrin

Indexed keywords

CANCER CELLS; CELL CULTURE; CELLS; CYTOTOXICITY; DISEASES; LEAST SQUARES APPROXIMATIONS; MOLECULAR ORBITALS; PRINCIPAL COMPONENT ANALYSIS;

EID: 70649086121     PISSN: 1062936X     EISSN: 1029046X     Source Type: Journal    
DOI: 10.1080/10629360903278800     Document Type: Article
Times cited : (9)

References (34)
  • 1
    • 85195067153 scopus 로고    scopus 로고
    • World Health Organization
    • World Health Organization, Cancer, Fact sheet N̊ 297,2007.
    • (2007) Cancer, Fact sheet N&ring , pp. 297
  • 2
    • 85195063811 scopus 로고    scopus 로고
    • accessed March
    • Reuters, http://www.reuters.com/article/healthNews/idUSN1633064920071217; accessed March 2009.
    • (2009) Reuters
  • 4
    • 85195035594 scopus 로고    scopus 로고
    • INCA, accessed March 2009
    • INCA, http://www.inca.gov.br/estimativa/2008/; accessed March 2009.
  • 5
    • 63749101977 scopus 로고    scopus 로고
    • World Cancer Report
    • World Health Organization, P. Boyle and B. Levin, eds., WHO publications, Geneva
    • World Health Organization, World Cancer Report, P. Boyle and B. Levin, eds., International Agency for Research on Cancer, WHO publications, Geneva, 2008.
    • (2008) International Agency for Research on Cancer
  • 6
    • 33644694507 scopus 로고    scopus 로고
    • Risk factors for breast cancer: A systematic review of studies with female samples among the general population in Brazil
    • V.F.S. Pinho and E.S.F. Coutinho, Risk factors for breast cancer: a systematic review of studies with female samples among the general population in Brazil, Cad. Saúde Pública 21 (2005), pp. 351-360.
    • (2005) Cad. Saúde Pública , vol.21 , pp. 351-360
    • Pinho, V.F.S.1    Coutinho, E.S.F.2
  • 8
    • 34248186686 scopus 로고    scopus 로고
    • Tryptanthrin inhibits MDR1 and reverses doxorubicin resistance in breast cancer cells
    • S.T. Yu, T.M. Chen, S.Y. Tseng, and Y.H. Chen, Tryptanthrin inhibits MDR1 and reverses doxorubicin resistance in breast cancer cells, Biochem. Biophys. Res. Commun. 358 (2007), pp. 79-84.
    • (2007) Biochem. Biophys. Res. Commun. , vol.358 , pp. 79-84
    • Yu, S.T.1    Chen, T.M.2    Tseng, S.Y.3    Chen, Y.H.4
  • 9
    • 49049119070 scopus 로고    scopus 로고
    • Isolation, structure elucidation, and synthesis of cytotoxic tryptanthrin analogues from Phaius mishmensis
    • C.W. Jao, W.C. Lin, Y.T. Wu, and P.L. Wu, Isolation, structure elucidation, and synthesis of cytotoxic tryptanthrin analogues from Phaius mishmensis, J. Nat. Prod. 71 (2008), pp. 1275-1279.
    • (2008) J. Nat. Prod. , vol.71 , pp. 1275-1279
    • Jao, C.W.1    Lin, W.C.2    Wu, Y.T.3    Wu, P.L.4
  • 10
    • 84988129057 scopus 로고
    • Optimization of parameters for semiempirical methods. 1. Method
    • J.J.P. Stewart, Optimization of parameters for semiempirical methods. 1. Method, J. Comp. Chem. 10 (1989), pp. 209-220.
    • (1989) J. Comp. Chem. , vol.10 , pp. 209-220
    • Stewart, J.J.P.1
  • 11
    • 84988073214 scopus 로고
    • Optimization of parameters for semiempirical methods. 2. Applications
    • J.J.P. Stewart, Optimization of parameters for semiempirical methods. 2. Applications, J. Comp. Chem. 10 (1989), pp. 221-264.
    • (1989) J. Comp. Chem. , vol.10 , pp. 221-264
    • Stewart, J.J.P.1
  • 12
    • 85195103058 scopus 로고    scopus 로고
    • Hyperchem
    • Release 7.0, Gainesville, FL
    • Hyperchem, Release 7.0, Hypercube Inc., Gainesville, FL, 2001.
    • (2001) Hypercube Inc.
  • 13
    • 0345491105 scopus 로고
    • Development of the Colle-Salvetti correlation-energy formula into a functional of the electron-density
    • C. Lee, W. Yang, and R.G. Parr, Development of the Colle-Salvetti correlation-energy formula into a functional of the electron-density, Phys. Rev. B 37 (1988), pp. 785-789.
    • (1988) Phys. Rev. B , vol.37 , pp. 785-789
    • Lee, C.1    Yang, W.2    Parr, R.G.3
  • 14
    • 4243553426 scopus 로고
    • Density-functional exchange-energy approximation with correct symptotic-behavior
    • A.D. Becke, Density-functional exchange-energy approximation with correct symptotic-behavior, Phys. Rev. A 38 (1988), pp. 3098-3100.
    • (1988) Phys. Rev. A , vol.38 , pp. 3098-3100
    • Becke, A.D.1
  • 16
    • 85195073441 scopus 로고    scopus 로고
    • NBO 3.0 Program Manual
    • NBO version 3.1, E.D. Glendening, J.E. Carpenter, F. Weinhold, For a description of this program see:, E.D. Glendening, A.E. Reed, J.E. Carpenter, and F. Weinhold
    • NBO version 3.1, E.D. Glendening, J.E. Carpenter, F. Weinhold. For a description of this program see: E.D. Glendening, A.E. Reed, J.E. Carpenter, and F. Weinhold, NBO 3.0 Program Manual, QCPE Program N° 504.
    • QCPE Program N° , pp. 504
  • 17
    • 84986513567 scopus 로고
    • Determining atom-centered monopoles from molecular electrostatic potentials - The need for high sampling density in formamide conformational analysis
    • C.M. Breneman and K.W. Wiberg, Determining atom-centered monopoles from molecular electrostatic potentials - The need for high sampling density in formamide conformational analysis, J. Comp. Chem. 11 (1990), pp. 361-373.
    • (1990) J. Comp. Chem. , vol.11 , pp. 361-373
    • Breneman, C.M.1    Wiberg, K.W.2
  • 20
    • 0033694808 scopus 로고    scopus 로고
    • Introduction to multivariate calibration in analytical chemistry
    • R.G. Brereton, Introduction to multivariate calibration in analytical chemistry, Analyst 125 (2000), pp. 2125-2154.
    • (2000) Analyst , vol.125 , pp. 2125-2154
    • Brereton, R.G.1
  • 21
    • 23944454816 scopus 로고    scopus 로고
    • Virtual screening of biogenic amine-binding G-protein coupled receptors: Comparative evaluation of protein- and ligand-based virtual screening protocols
    • A. Evers, G. Hessler, H. Matter, and T. Klabunde, Virtual screening of biogenic amine-binding G-protein coupled receptors: comparative evaluation of protein- and ligand-based virtual screening protocols, J. Med. Chem. 48 (2005), pp. 5448-5465.
    • (2005) J. Med. Chem. , vol.48 , pp. 5448-5465
    • Evers, A.1    Hessler, G.2    Matter, H.3    Klabunde, T.4
  • 22
    • 12144266228 scopus 로고    scopus 로고
    • Olfactory mucosal toxicity screening and multivariate QSAR modeling for chlorinated benzene derivatives
    • C. Carlsson, M. Harju, F. Bahrami, T. Cantillana, M. Tysklind, and I. Brandt, Olfactory mucosal toxicity screening and multivariate QSAR modeling for chlorinated benzene derivatives, Arch. Toxicol. 78 (2004), p. 706.
    • (2004) Arch. Toxicol. , vol.78 , pp. 706
    • Carlsson, C.1    Harju, M.2    Bahrami, F.3    Cantillana, T.4    Tysklind, M.5    Brandt, I.6
  • 23
    • 84894887900 scopus 로고
    • Computer aided design of experiments
    • R.W. Kennard and L.A. Stone, Computer aided design of experiments, Technometrics 11 (1969), pp. 137-148.
    • (1969) Technometrics , vol.11 , pp. 137-148
    • Kennard, R.W.1    Stone, L.A.2
  • 24
    • 84987083710 scopus 로고
    • Validation of QSAR's
    • S. Wold, Validation of QSAR's, Quant. Struct. Act. Relat. 10 (1991), pp. 191-193.
    • (1991) Quant. Struct. Act. Relat. , vol.10 , pp. 191-193
    • Wold, S.1
  • 25
    • 0027943145 scopus 로고
    • Comparing the predictive accuracy of models using a simple randomization test
    • H. van derVoet, Comparing the predictive accuracy of models using a simple randomization test, Chemometr. Intell. Lab. Syst. 25 (1994), pp. 313-323.
    • (1994) Chemometr. Intell. Lab. Syst. , vol.25 , pp. 313-323
    • van derVoet, H.1
  • 27
    • 33748750068 scopus 로고    scopus 로고
    • Structure-activity relationship study of flavone compounds with anti-HIV-1 integrase activity: A density functional theory study
    • J. Lameira, I.G. Medeiros, M. Reis, A.S. Santos, and C.N. Alves, Structure-activity relationship study of flavone compounds with anti-HIV-1 integrase activity: A density functional theory study, Bioorg. Med. Chem. Lett. 14 (2006), pp. 7105-7112.
    • (2006) Bioorg. Med. Chem. Lett. , vol.14 , pp. 7105-7112
    • Lameira, J.1    Medeiros, I.G.2    Reis, M.3    Santos, A.S.4    Alves, C.N.5
  • 29
    • 0242521410 scopus 로고    scopus 로고
    • A study of neolignan compounds with biological activity against Paracoccidioides brasiliensis by using quantum chemical and chemometric methods
    • A.J. Camargo, K.M. Honório, R. Mercadante, F.A. Molfetta, C.N. Alves, and A.B.F. Silva, A study of neolignan compounds with biological activity against Paracoccidioides brasiliensis by using quantum chemical and chemometric methods, J. Braz. Chem. Soc. 14 (2003), pp. 809-814.
    • (2003) J. Braz. Chem. Soc. , vol.14 , pp. 809-814
    • Camargo, A.J.1    Honório, K.M.2    Mercadante, R.3    Molfetta, F.A.4    Alves, C.N.5    Silva, A.B.F.6
  • 31
    • 0030920359 scopus 로고    scopus 로고
    • The use and misuse of chemometrics for treating classification problems
    • M. Defernez and E.K. Kemsley, The use and misuse of chemometrics for treating classification problems, Trends Anal. Chem. 16 (1997), pp. 216-221.
    • (1997) Trends Anal. Chem. , vol.16 , pp. 216-221
    • Defernez, M.1    Kemsley, E.K.2
  • 32
    • 0001728908 scopus 로고    scopus 로고
    • Quantum-chemical descriptors in QSAR/ QSPR studies
    • M. Karelson, V.S. Labonov, and A.R. Katritzky, Quantum-chemical descriptors in QSAR/ QSPR studies, Chem. Rev. 96 (1996), p. 1027.
    • (1996) Chem. Rev. , vol.96 , pp. 1027
    • Karelson, M.1    Labonov, V.S.2    Katritzky, A.R.3
  • 33
    • 33847063197 scopus 로고    scopus 로고
    • Specific stabilization of DNA triple helices by indolo[2,1-b]-quinazolin-6,12-dione derivatives
    • G.S. Chen, B.V. Bhagwat, P.Y. Liao, H.T. Chen, S.B. Lin, and C.W. Chern, Specific stabilization of DNA triple helices by indolo[2,1-b]-quinazolin-6,12-dione derivatives, Bioorg. Med. Chem. Lett. 17 (2007), pp. 1769-1772.
    • (2007) Bioorg. Med. Chem. Lett. , vol.17 , pp. 1769-1772
    • Chen, G.S.1    Bhagwat, B.V.2    Liao, P.Y.3    Chen, H.T.4    Lin, S.B.5    Chern, C.W.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.