Quinoxaline chemistry: Part 9. Quinoxaline analogues of trimetrexate (TMQ) and 10-propargyl-5,8-dideazafolic acid (CB 3717) and its precursors. Synthesis and evaluation of in vitro anticancer activity

Farmaco

Volumn 53, Issue 2, 1998, Pages 139-149

  Loriga, Mario ^a   Vitale, Gabriella ^a   Paglietti, Giuseppe ^a  

^a UNIVERSITY OF SASSARI   (Italy)

Author keywords

Anticancer activity; Propargyl dideazafolic acid analogues; Quinoxaline derivatives; Trimetrexate analogues

Indexed keywords

10 PROPARGYL 5,8 DIDEAZAFOLIC ACID; QUINOXALINE DERIVATIVE; TRIMETREXATE;

ANTINEOPLASTIC ACTIVITY; ARTICLE; DRUG SYNTHESIS;

ANTINEOPLASTIC AGENTS; FOLIC ACID; HUMANS; QUINAZOLINES; QUINOXALINES; STRUCTURE-ACTIVITY RELATIONSHIP; TRIMETREXATE; TUMOR CELLS, CULTURED;

EID: 0032469566     PISSN: 0014827X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0014-827X(98)00002-0     Document Type: Article

References (12)

1. M. Loriga, M. Fiore, P. Sanna, G. Paglietti, Quinoxaline chemistry. Part 4. 2-(R)-anilinoquinoxalines as non classical antifolate agents, synthesis. Structure elucidation and evaluation of in vitro anticancer activity, Farmaco 50 (1995) 289-301.
2. [21 M. Loriga, M. Fiore, P. Sanna, G. Paglietti, Quinoxaline chemistry. Part 5. 2-(R)-benzylaminoquinoxalines as non classical antifolate agents. Synthesis and evaluation of in vitro anticancer activity, Farmaco 51 (1996) 559-568.
3. M. Loriga, S. Piras, P. Sanna, G. Paglietti, Quinoxaline chemistry. Part 7. 2-[aminobenzoates]- and 2-[aminobenzoylglutamate]-quinoxalines as classical antifolate agents. Synthesis and evaluation of in vitro anticancer, anti-HIV and antifungal activity, Farmaco 52 (1997) 157-166.
4. P.R. Marsham, Quinazoline inhibitors of thymidylate synthase: potent new anticancer agents, J. Heterocycl. Chem. 31 (1994) 603 and references cited therein.
5. G. Vitale, M. Loriga, P. Corona, G. Paglietti, Quinoxaline analogues of trimetrexate and 10-propargyl-5,8-dideazafolic acid, Abstr. First Italian-Swiss Joint Meet. Medicinal Chemistry, Turin. Italy Sep. 1997, 194.
6. U. Eckstein, H. Teidel (A.-G. Bayer), Fluorescent dyes, Ger. Offen. 2 730 644 (25 Jan. 1979), Appl. (7 July 1977): C.A. 90 (1979) 153494x.
7. F.H.S. Curd, D.G. Davey, G.J. Stacey, Synthetic antimalarials. Part XL. The effect of variation of substituents in 2-chloro-3-b-diethylaminoethylaminoquinoxaline, J. Chem. Soc. (1949) 1271.
8. O. Meth-Cohn, S. Rhovati, B. Tamowski, A. Robinson, A versatile new synthesis of quinolines and related fused pyridines. Part 8. Conversion of anilides into 3-substituted quinolines and into quinoxalines, J. Chem. Soc., Perkin Trans. 1 (1981) 1537.
9. G. Westphal, H. Wasicki, U. Zielinski, F.G. Weber, M. Tonew, E. Tonew, Potentielle virostatica. Teil 1. Chinoxaline, Pharmazie 32 (10) (1977) 570.
10. S. Piras, M. Loriga, G. Paglietti, M.P. Demontis, M.V. Varoni, M.C. Fattaccio, V. Anania, Quinoxaline chemistry. Part 6. Synthesis and evaluation of antiulcer and gastroprotective activity of 2-[arylmethylmercapto-, arylsulfinyl-, piperazinyl-3-R-substituted]-quinoxalines, Farmaco 51 (1996) 569-577.
11. M.R. Boyd, Status of the NCI preclinical antitumor drug discovery screen, Princ. Pract. Oncol. 3 (10) (1989) 1-12.
12. O.W. Weislow, R. Kiser, D. Fine, J. Bader, R.H. Shoemaker, M.R. Boyd, New soluble-formazan assay for HIV-1 cytopathic effects: application to high-flux screening of synthetic and natural products for AIDS antiviral activity, J. Natl. Cancer Inst. 81 (1989) 577-586.