Synthesis, antibacterial activity and QSAR studies of 1,2-disubstituted-6, 7-dimethoxy-1,2,3,4-tetrahydroisoquinolines

European Journal of Medicinal Chemistry

Volumn 41, Issue 1, 2006, Pages 40-49

  Tiwari, Rakesh Kumar ^a   Singh, Devender ^a   Singh, Jaspal ^a   Chhillar, Anil Kumar ^b   Chandra, Ramesh ^a   Verma, Akhilesh Kumar ^a  

^a UNIVERSITY OF DELHI   (India)

^b CSIR INSTITUTE OF GENOMICS AND INTEGRATIVE BIOLOGY   (India)

Author keywords

1,2,3,4 Tetrahydroisoquinolines; Antibacterial activity; Linear free energy relationship (LFER); QSAR

Indexed keywords

(CYCLOHEXYLMETHYL) 6,7 DIMETHOXY 1 PHENYL 1,2,3,4 TETRAHYDROISOQUINOLINE; 1 (4 CHLOROPHENYL) 6,7 DIMETHOXY 1,2,3,4 TETRAHYDROISOQUINOLIN 2(1H) ACETONITRILE; 1 (4 FLUOROPHENYL) 2 HEXYL 6,7 DIMETHOXY 1,2,3,4 TETRAHYDROISOQUINOLINE; 1 (4 FLUOROPHENYL) 2 ISOBUTYL 6,7 DIMETHOXY 1 PHENYL 1,2,3,4 TETRAHYDROISOQUINOLINE; 1 (4 FLUOROPHENYL) 6,7 DIMETHOXY 1,2,3,4 TETRAHYDROISOQUINOLIN 2(1H) ACETONITRILE; 1 (PHENYL) 6,7 DIMETHOXY 1,2,3,4 TETRAHYDROISOQUINOLIN 2(1H) ACETONITRILE; 1 ARYL 6,7 DIMETHOXY 1,2,3,4 TETRAHYDROISOQUINOLINE DERIVATIVE; 2 BENZOTRIAZOL 1 YLMETHYL 1 (4 CHLOROPHENYL) 6,7 DIMETHOXY 1,2,3,4 TETRAHYDROISOQUINOLINE; 2 BENZOTRIAZOL 1 YLMETHYL 1 (4 FLUOROPHENYL) 6,7 DIMETHOXY 1,2,3,4 TETRAHYDROISOQUINOLINE; 2 BENZOTRIAZOL 1 YLMETHYL 6,7 DIMETHOXY 1 ARYL 1,2,3,4 TETRAHYDROISOQUINOLINE DERIVATIVE; 2 BENZOTRIAZOL 1 YLMETHYL 6,7 DIMETHOXY 1 PHENYL 1,2,3,4 TETRAHYDROISOQUINOLINE; 2 BENZYL 1 (4 CHLOROPHENYL) 6,7 DIMETHOXY 1,2,3,4 TETRAHYDROISOQUINOLINE; 2 BENZYL 6,7 DIMETHOXY 1 PHENYL 1,2,3,4 TETRAHYDROISOQUINOLINE DERIVATIVE; 2 BUT 3 ENYL 1 (4 FLUOROPHENYL) 6,7 DIMETHOXY 1 PHENYL 1,2,3,4 TETRAHYDROISOQUINOLINE; 2 BUTYL 6,7 DIMETHOXY 1 PHENYL 1,2,3,4 TETRAHYDROISOQUINOLINE; 6,7 DIMETHOXY 1,2,3,4 TETRAHYDROISOQUINOLINE DERIVATIVE; DIETHYL (6,7 DIMETHOXY 1 CHLOROPHENYL 3,4 DIHYDROISOQUINOLIN 2(1H) YL)METHYLPHOSPHONATE; DIETHYL (6,7 DIMETHOXY 1 FLUOROPHENYL 3,4 DIHYDROISOQUINOLIN 2(1H) YL)METHYLPHOSPHONATE; DIETHYL (6,7 DIMETHOXY 1 PHENYL 3,4 DIHYDROISOQUINOLIN 2(1H) YL)METHYLPHOSPHONATE; ISOQUINOLINE DERIVATIVE; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ARTICLE; DRUG SYNTHESIS; ESCHERICHIA COLI; LINEAR REGRESSION ANALYSIS; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; PSEUDOMONAS AERUGINOSA; QUANTITATIVE STRUCTURE ACTIVITY RELATION; STAPHYLOCOCCUS AUREUS;

ANTI-BACTERIAL AGENTS; GRAM-NEGATIVE BACTERIA; GRAM-POSITIVE BACTERIA; MICROBIAL SENSITIVITY TESTS; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; TETRAHYDROISOQUINOLINES;

EID: 33244497351     PISSN: 02235234     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ejmech.2005.10.010     Document Type: Article

References (18)

1. K.W. Bentley The Isoquinoline Alkaloids 1998 Harwood Academic Publishers Amsterdam 219 264
2. F.G. Kathawala G.M. Coppola H.F. Schuster Isoquinolines, Part two 1990 Wiley New York (38)
3. M. Shamma The Isoquinoline Alkaloids: Chemistry and Pharmacology 1972 Academic Press New York 268 314 (25)
4. J.D. Scott, and R.M. Williams Chem. Rev. 102 2002 1669 1730
5. H. Dong, C.M. Lee, W.L. Huang, and S.X. Peng Br. J. Pharmacol. 107 1992 262 268
6. V.S. Bernan, D.A. Montenegro, J.D. Korshalla, W.M. Maiese, D.A. Steinberg, and M. Greenstein J. Antibiot. 47 1994 1417 1424
7. S. Urverg-Ratsimamanaga, P. Rasoanaivo, H. Rafatro, B. Robijaona, and A. Rakato-Ratsimamanga Ann. Trop. Med. Parasitol. 88 1994 271 277
8. P. Kumar, K.N. Dhawan, K. Kishore, and K.P. Bhargava J. Heterocycl. Chem. 19 1982 677 679
9. H.S. Gunes, B. Ozturk, and J. Fac Pharm. Gazi 18 2001 81 88
10. K. Iwasa, M. Moriyasu, Y. Tachibana, H. Kim, Y. Wataya, W. Wiegrebe, K.F. Bastow, L.M. Cosentio, M. Kozuka, and K. Lee Bioorg. Med. Chem. 9 2001 2871 2884
11. A.S. Capilla, M. Romero, M.D. Pujol, D.H. Caignard, and P. Renard Tetrahedron 57 2001 8297 8303
12. L.T. Lia, Y.-C. Lin, C.J. Wang, M.S. Lin, S. Yen, and H. Chen Bioorg. Med. Chem. Lett. 6 1996 1335 1338
13. R. Gitto, M.L. Barreca, L.D. Luca, G.D. Sarro, G. Ferreri, S. Quartarone, E. Russo, A. Constanti, and A. Chimirri J. Med. Chem. 46 2003 197 200
14. J. Lundstrom A.R. Brosi The Alkaloids 1983 Academic Press New York 255 327
15. A.R. Katritzky, A.K. Verma, H.-Y. He, and R. Chandra J. Org. Chem. 68 2003 4938 4940
16. C. Hansch, and A. Leo Exploring QSAR, Fundamentals and Applications in Chemistry and Biology 1995 ACS Washington, DC
17. Software Chem 3D 6.0, Cambridge Soft Corporation, 100 Cambridge Park, MA 02140-2317, USA www.cambridgesoft.com.
18. J. Hintze NCSS and PASS (trial version) Number Cruncher Statistical Systems, Kaysville, Utah www.ncss.com (2004).