메뉴 건너뛰기




Volumn 82, Issue 6, 2013, Pages 669-684

Synthesis and 3D-QSAR analysis of 2-chloroquinoline derivatives as H 37 RV MTB inhibitors

Author keywords

3D QSAR; Antitubercular activity; Chloroquinolines

Indexed keywords

CHLOROQUINE; TUBERCULOSTATIC AGENT;

EID: 84889804427     PISSN: 17470277     EISSN: 17470285     Source Type: Journal    
DOI: 10.1111/cbdd.12178     Document Type: Article
Times cited : (7)

References (32)
  • 1
    • 63149128827 scopus 로고    scopus 로고
    • Current trends in molecular epidemiology studies of Mycobacterium tuberculosis
    • Asgharzadeh M., Kafil H.S., (2007) Current trends in molecular epidemiology studies of Mycobacterium tuberculosis. Biotechnol Mol Biol Rev; 2: 108-115.
    • (2007) Biotechnol Mol Biol Rev , vol.2 , pp. 108-115
    • Asgharzadeh, M.1    Kafil, H.S.2
  • 2
    • 8644268832 scopus 로고    scopus 로고
    • Epidemiology of tuberculosis: Current status in India
    • Chakraborty A.K., (2004) Epidemiology of tuberculosis: current status in India. Indian J Med Res; 120: 248-276.
    • (2004) Indian J Med Res , vol.120 , pp. 248-276
    • Chakraborty, A.K.1
  • 5
    • 0036064607 scopus 로고    scopus 로고
    • Tuberculosis therapy: Past, present and future
    • Iseman M.D., (2002) Tuberculosis therapy: past, present and future. Eur Respir J Suppl; 36: 87s-94s.
    • (2002) Eur Respir J Suppl , vol.36
    • Iseman, M.D.1
  • 6
    • 53549132283 scopus 로고    scopus 로고
    • Emerging drugs for active tuberculosis
    • Ginsberg A.M., (2008) Emerging drugs for active tuberculosis. Semin Respir Crit Care Med; 29: 552-559.
    • (2008) Semin Respir Crit Care Med , vol.29 , pp. 552-559
    • Ginsberg, A.M.1
  • 7
    • 10444227369 scopus 로고    scopus 로고
    • Fighting tuberculosis: An old disease with new challenges
    • Tripathi R.P., Tewari N., Dwivedi N., Tiwari V.K., (2005) Fighting tuberculosis: an old disease with new challenges. Med Res Rev; 25: 93-131.
    • (2005) Med Res Rev , vol.25 , pp. 93-131
    • Tripathi, R.P.1    Tewari, N.2    Dwivedi, N.3    Tiwari, V.K.4
  • 8
    • 34247127876 scopus 로고    scopus 로고
    • Drug therapy of experimental tuberculosis (TB): Improved outcome by combining SQ109, a new diamine antibiotic, with existing TB drugs
    • Nikonenko B.V., Protopopova M., Samala R., Einck L., Nacy C.A., (2007) Drug therapy of experimental tuberculosis (TB): improved outcome by combining SQ109, a new diamine antibiotic, with existing TB drugs. Antimicrob Agents Chemother; 51: 1563-1565.
    • (2007) Antimicrob Agents Chemother , vol.51 , pp. 1563-1565
    • Nikonenko, B.V.1    Protopopova, M.2    Samala, R.3    Einck, L.4    Nacy, C.A.5
  • 9
    • 70349093099 scopus 로고    scopus 로고
    • The diarylquinoline R207910 is bactericidal against Mycobacterium leprae in mice at low dose and administered intermittently
    • Gelber R., Andries K., Paredes R.M.D., Andaya C.E.S., Burgos J., (2009) The diarylquinoline R207910 is bactericidal against Mycobacterium leprae in mice at low dose and administered intermittently. Antimicrob Agents Chemother; 53: 3989.
    • (2009) Antimicrob Agents Chemother , vol.53 , pp. 3989
    • Gelber, R.1    Andries, K.2    Paredes, R.M.D.3    Andaya, C.E.S.4    Burgos, J.5
  • 10
    • 0035866588 scopus 로고    scopus 로고
    • Solid-phase synthesis and inhibitory effects of some pyrido[1,2-c] pyrimidine derivatives on leukocyte formations and experimental inflammation
    • Molina P., Aller E., Lorenzo A., Lõpez-Cremades P., Rioja I., Ubeda A., Terencio M.C., Alcaraz M.J., (2001) Solid-phase synthesis and inhibitory effects of some pyrido[1,2-c]pyrimidine derivatives on leukocyte formations and experimental inflammation. J Med Chem; 44: 1011-1014.
    • (2001) J Med Chem , vol.44 , pp. 1011-1014
    • Molina, P.1    Aller, E.2    Lorenzo, A.3    Lõpez-Cremades, P.4    Rioja, I.5    Ubeda, A.6    Terencio, M.C.7    Alcaraz, M.J.8
  • 11
    • 0031505423 scopus 로고    scopus 로고
    • Synthesis, anti-HIV and anticancer activities of some new formazans
    • Bhardwaj S.D., Jolly V.S., (1997) Synthesis, anti-HIV and anticancer activities of some new formazans. Asian J Chem; 9: 48-51.
    • (1997) Asian J Chem , vol.9 , pp. 48-51
    • Bhardwaj, S.D.1    Jolly, V.S.2
  • 12
    • 33845321975 scopus 로고    scopus 로고
    • Synthesis, anti-tuberculosis activity, and 3D-QSAR study of 4-(adamantan-1-yl)-2-substituted quinolines
    • Nayyar A., Monga V., Malde A., Coutinho E., Jain R., (2007) Synthesis, anti-tuberculosis activity, and 3D-QSAR study of 4-(adamantan-1-yl)-2- substituted quinolines. Bioorg Med Chem; 15: 626-640.
    • (2007) Bioorg Med Chem , vol.15 , pp. 626-640
    • Nayyar, A.1    Monga, V.2    Malde, A.3    Coutinho, E.4    Jain, R.5
  • 13
    • 28844455041 scopus 로고    scopus 로고
    • 3D-QSAR study of ring-substituted quinoline class of anti-tuberculosis agents
    • Nayyar A., Malde A., Jain R., Coutinho E., (2006) 3D-QSAR study of ring-substituted quinoline class of anti-tuberculosis agents. Bioorg Med Chem; 14: 847-856.
    • (2006) Bioorg Med Chem , vol.14 , pp. 847-856
    • Nayyar, A.1    Malde, A.2    Jain, R.3    Coutinho, E.4
  • 14
    • 33748747021 scopus 로고    scopus 로고
    • Synthesis, anti-tuberculosis activity, and 3D-QSAR study of ring-substituted-2/4-quinolinecarbaldehyde derivatives
    • Nayyar A., Malde A., Coutinho E., Jain R., (2006) Synthesis, anti-tuberculosis activity, and 3D-QSAR study of ring-substituted-2/4- quinolinecarbaldehyde derivatives. Bioorg Med Chem; 14: 7302-7310.
    • (2006) Bioorg Med Chem , vol.14 , pp. 7302-7310
    • Nayyar, A.1    Malde, A.2    Coutinho, E.3    Jain, R.4
  • 16
    • 0037011908 scopus 로고    scopus 로고
    • Inhibition of Pneumocystis carinii, Toxoplasma gondii, and Mycobacterium avium dihydrofolate reductases by 2,4-diamino-5-[2-methoxy-5-(omega- carboxyalkyloxy)benzyl]pyrimidines: Marked improvement in potency relative to trimethoprim and species selectivity relative to piritrexim
    • Rosowsky A., Forsch R.A., Queener S.F., (2002) Inhibition of Pneumocystis carinii, Toxoplasma gondii, and Mycobacterium avium dihydrofolate reductases by 2,4-diamino-5-[2-methoxy-5-(omega-carboxyalkyloxy)benzyl]pyrimidines: marked improvement in potency relative to trimethoprim and species selectivity relative to piritrexim. J Med Chem; 45: 233-241.
    • (2002) J Med Chem , vol.45 , pp. 233-241
    • Rosowsky, A.1    Forsch, R.A.2    Queener, S.F.3
  • 17
    • 0034897586 scopus 로고    scopus 로고
    • Synthesis and QSAR studies of 4-substituted phenyl-2,6-dimethyl-3, 5-bis-N-(substituted phenyl)carbamoyl-1,4-dihydropyridines as potential antitubercular agents
    • Desai B., Sureja D., Naliapara Y., Shah A., Saxena A.K., (2001) Synthesis and QSAR studies of 4-substituted phenyl-2,6-dimethyl-3, 5-bis-N-(substituted phenyl)carbamoyl-1,4-dihydropyridines as potential antitubercular agents. Bioorg Med Chem; 9: 1993-1998.
    • (2001) Bioorg Med Chem , vol.9 , pp. 1993-1998
    • Desai, B.1    Sureja, D.2    Naliapara, Y.3    Shah, A.4    Saxena, A.K.5
  • 18
    • 84655169278 scopus 로고    scopus 로고
    • Synthesis, antitubercular evaluation and 3D-QSAR study of N-phenyl-3-(4-fluorophenyl)-4-substituted pyrazole derivatives
    • Khunt R.C., Khedkar V.M., Chawda R.S., Chauhan N.A., Parikh A.R., Coutinho E.C., (2012) Synthesis, antitubercular evaluation and 3D-QSAR study of N-phenyl-3-(4-fluorophenyl)-4-substituted pyrazole derivatives. Bioorg Med Chem Lett; 22: 666-678.
    • (2012) Bioorg Med Chem Lett , vol.22 , pp. 666-678
    • Khunt, R.C.1    Khedkar, V.M.2    Chawda, R.S.3    Chauhan, N.A.4    Parikh, A.R.5    Coutinho, E.C.6
  • 19
    • 0023751431 scopus 로고
    • Comparative molecular field analysis (CoMFA). I. Effect of shape on binding of steroids to carrier proteins
    • Cramer R.D. III, Patterson D.E., Bunce J.D., (1988) Comparative molecular field analysis (CoMFA). I. effect of shape on binding of steroids to carrier proteins. J Am Chem Soc; 110: 5959-5967.
    • (1988) J Am Chem Soc , vol.110 , pp. 5959-5967
    • Cramer III, R.D.1    Patterson, D.E.2    Bunce, J.D.3
  • 20
    • 0024491426 scopus 로고
    • Recent advances in comparative molecular field analysis (CoMFA)
    • Cramer R.D. III, Patterson D.E., Bunce J.D., (1989) Recent advances in comparative molecular field analysis (CoMFA). Prog Clin Biol Res; 291: 161-165.
    • (1989) Prog Clin Biol Res , vol.291 , pp. 161-165
    • Cramer III, R.D.1    Patterson, D.E.2    Bunce, J.D.3
  • 21
    • 0027944195 scopus 로고
    • Molecular similarity indices in a comparative analysis (CoMSIA) of drug molecules to correlate and predict their biological activity
    • Klebe G., Abraham U., Mietzner T., (1994) Molecular similarity indices in a comparative analysis (CoMSIA) of drug molecules to correlate and predict their biological activity. J Med Chem; 37: 4130-4146.
    • (1994) J Med Chem , vol.37 , pp. 4130-4146
    • Klebe, G.1    Abraham, U.2    Mietzner, T.3
  • 22
    • 0542451678 scopus 로고    scopus 로고
    • Comparative molecular similarity indices analysis: CoMSIA
    • Klebe G., (1998) Comparative molecular similarity indices analysis: CoMSIA. Perspect Drug Discov Design; 12: 87-104.
    • (1998) Perspect Drug Discov Design , vol.12 , pp. 87-104
    • Klebe, G.1
  • 23
    • 0033022163 scopus 로고    scopus 로고
    • Comparative molecular similarity index analysis (CoMSIA) to study hydrogen-bonding properties and to score combinatorial libraries
    • Klebe G., Abraham U., (1999) Comparative molecular similarity index analysis (CoMSIA) to study hydrogen-bonding properties and to score combinatorial libraries. J Comput Aided Mol Des; 13: 1-10.
    • (1999) J Comput Aided Mol des , vol.13 , pp. 1-10
    • Klebe, G.1    Abraham, U.2
  • 27
    • 0036589313 scopus 로고    scopus 로고
    • Predictive QSAR modeling based on diversity sampling of experimental datasets for the training and test set selection
    • Golbraikh A., Tropsha A., (2002) Predictive QSAR modeling based on diversity sampling of experimental datasets for the training and test set selection. J Comput Aided Mol Des; 16: 357-369.
    • (2002) J Comput Aided Mol des , vol.16 , pp. 357-369
    • Golbraikh, A.1    Tropsha, A.2
  • 28
    • 0002309097 scopus 로고
    • PLS: Partial least squares projections to latent structures
    • Kubinyi H. editor. Leiden: ESCOM Science Publishers; p
    • Wold S., Johansson E., Cocchi M., (1993) PLS: partial least squares projections to latent structures. In:, Kubinyi H., editor. PLS: Partial Least Squares Projections to Latent Structures. Leiden: ESCOM Science Publishers; p. 523-550.
    • (1993) PLS: Partial Least Squares Projections to Latent Structures , pp. 523-550
    • Wold, S.1    Johansson, E.2    Cocchi, M.3
  • 29
    • 0000629975 scopus 로고
    • Cross-validatory choice and assessment of statistical predictions
    • Stone M., (1974) Cross-validatory choice and assessment of statistical predictions. J Roy Stat Soc B; 36: 111-147.
    • (1974) J Roy Stat Soc B , vol.36 , pp. 111-147
    • Stone, M.1
  • 30
    • 84987100711 scopus 로고
    • Crossvalidation, bootstrapping, and partial least squares compared with multiple regression in conventional QSAR studies
    • Richard D., Cramer R.D. III, Bunce J.D., Patterson D.E., Frank I.E., (1988) Crossvalidation, bootstrapping, and partial least squares compared with multiple regression in conventional QSAR studies. Quant Struct-Act Relat; 7: 18-25.
    • (1988) Quant Struct-Act Relat , vol.7 , pp. 18-25
    • Richard, D.1    Cramer III, R.D.2    Bunce, J.D.3    Patterson, D.E.4    Frank, I.E.5
  • 31
    • 0030537683 scopus 로고    scopus 로고
    • Bootstrap model selection
    • Shao J., (1996) Bootstrap model selection. J Am Stat Assoc; 91: 655-665.
    • (1996) J Am Stat Assoc , vol.91 , pp. 655-665
    • Shao, J.1
  • 32
    • 37349097759 scopus 로고    scopus 로고
    • Y-Randomization and its variants in QSPR/QSAR
    • Rucker C., Rucker G., Meringer M., (2007) y-Randomization and its variants in QSPR/QSAR. J Chem Inf Model; 47: 2345-2357.
    • (2007) J Chem Inf Model , vol.47 , pp. 2345-2357
    • Rucker, C.1    Rucker, G.2    Meringer, M.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.