Synthesis and primary cytotoxicity evaluation of arylmethylenenaphthofuranones derivatives.
New series of 2(or 3)-arylmethylenenaphtho[2,1-b]furan-3(or 2)-ones were synthesized, characterized and tested for anticancer properties in vitro. The target compounds were prepared by Knoevenagel coupling between the naphthofuranones 3, 28-30 and formyl derivatives. 2-(4-Oxo-1-benzopyran-3-ylmethylene)naphtho[2,1-b]furan-3-one 36 was the most active compound (IC50 (L1210) = 1.6 microM). These compounds were also evaluated, in an independent manner, as inhibitors of Src protein tyrosine kinase, but only minor activity was observed.
Lardic
Morgane
M
Faculty of Pharmacy, Department of Pharmacochemistry, Nantes University, Nantes Atlantique Universities, BioCiT UPRES EA 1155, 1 rue Gaston Veil, Nantes F-44000, France.
Patry
Cedric
C
Duflos
Muriel
M
Guillon
Jean
J
Massip
Stephane
S
Cruzalegui
Francisco
F
Edmonds
Thomas
T
Giraudet
Stephanie
S
Marini
Laetitia
L
Leonce
Stephane
S
D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001578:Benzopyrans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects*; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D066298:In Vitro Techniques; D007939:Leukemia L1210 / Q000188:drug therapy*; D051379:Mice; D008958:Models, Molecular; D015394:Molecular Structure; D009281:Naphthalenes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship; D019061:src-Family Kinases / Q000037:antagonists & inhibitors
C513744:2-(4-oxo-1-benzopyran-3-ylmethylene)naphtho(2,1-b)furan-3-one; D000970:Antineoplastic Agents; D001572:Benzofurans; D001578:Benzopyrans; D005663:Furans; D009281:Naphthalenes; D019061:src-Family Kinases