Synthesis and comparative molecular field analysis (CoMFA) of antitumor 3-arylisoquinoline derivatives

Bioorganic and Medicinal Chemistry

Volumn 6, Issue 12, 1998, Pages 2449-2458

  Cho, Won Jea ^a   Kim, Eui Ki ^a   Park, Myun Ji ^a   Choi, Sang Un ^b   Lee, Chong Ock ^b   Cheon, Seung Hoon ^a   Choi, Bo Gil ^a   Chung, Byung Ho ^a  

^a Chonnam National University   (South Korea)

^b Korea Research Institute of Chemical Technology   (South Korea)

Author keywords

3 Arylisoquinolines; Antitumor agents; Benzo C phenanthridine; CoMFA

Indexed keywords

ANTINEOPLASTIC AGENT; ISOQUINOLINE DERIVATIVE;

ANTINEOPLASTIC ACTIVITY; ARTICLE; COMPUTER SIMULATION; CONTROLLED STUDY; CYTOTOXICITY; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IN VITRO STUDY; INFRARED SPECTROPHOTOMETRY; MELANOMA; MOLECULAR DYNAMICS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; QUANTITATIVE STRUCTURE ACTIVITY RELATION; TUMOR CELL LINE;

EID: 0032429193     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0968-0896(98)80019-9     Document Type: Article

References (14)

1. Mackay, S. P.; Meth-Cohn, O.; Waich, R. D. In Advances in Heterocyclic Chemistry, Katritzky, A. R., Ed. Academic, 1997 67, pp. 345-389.
2. (a) Janin, Y. L.; Croisy, A.; Riou, J. F.; Bisagni, E. J. Med. Chem. 1993, 36, 3686.
3. (b) Fang, S. D.; Wang, L. K.; Hecht, S. M. J. Org. Chem. 1993, 58, 5025.
4. Behrens, C. H. US Patent 4942163; 1990.
5. (a) Cho, W. J.; Yoo, S. J.; Chung, B. H.; Cheon, S. H.; Whang, S. H.; Kim, S. K.; Kang, B. H.; Lee, C. O. Arch. Pharm. Res. 1996, 19, 321.
6. (b) Cho, W. J.; Yoo, S. J.; Park, M. J.; Chung, B. H.; Lee, C. O. Arch. Pharm. Res. 1997, 20, 264.
7. Cho, W. J.; Park, M. J.; Chung, B. H.; Lee, C. O. Bioorg. Med. Chem. Lett. 1998, 8, 41.
8. (a) Cramer, III R. D.; Patterson, D. E.; Bunce, J. D. J. Am. Chem. Soc. 1988, 110, 5959.
9. (b) Raghavan, K.; Buolamwini, J. K.; Fesen, M. R.; Pommier, Y.; Kohn, K. W.; Weinstein, J. N. J. Med. Chem. 1995, 38, 890.
10. Poindexter, G. S. J. Org. Chem. 1982, 47, 3787.
11. (a) Rubinstein, L. V.; Shoemaker, R. H.; Paull, K. D.; Simon, R. M.; Tosini, S.; Skehan, P.; Scudiero, D. A.; Monks, A.; Boyd, M. R. J. Natl. Cancer. Inst. 1990, 82, 1113.
12. (b) Skehan, P.; Storeng, R.; Scudiero, D.; Monks, A.; McMahon, J.; Vistica, D.; Warren, J. T.; Bokesch, H.; Kenney, S.; Boyd, M. R. J. Natl. Cancer. Inst. 1990, 82, 1107.
13. 50 > 100 μmol). Among these thioamides only two compounds, 6-methyl-3-phenyliso-quinolin-1(2H)-thione, 3-(2-methyl)phenyl-6-methylisoquinolin-1(2H)-thione, showed 34.67 and 56.23 μmol activity, respectively.
14. The Sybyl program (Version 6.3) was supplied by Tripos Associates, 1699 South Hanley Road, Suite 303, St. Louis, MO 63144, USA.