Pyran derivatives: Part XXI. Antiproliferative and cytotoxic properties of novel N-substituted 4-aminocoumarins, their benzo-fused derivatives, and some related 2-aminochromones.
Pyran derivatives: Part XXI. Antiproliferative and cytotoxic properties of novel N-substituted 4-aminocoumarins, their benzo-fused derivatives, and some related 2-aminochromones.
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DOI：
10.1016/s0014-827x(03)00160-5
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发表时间：
2003-11-01
期刊：
影响因子：
--
通讯作者：
Bordin, Franco
中科院分区：
文献类型：
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作者：
Di Braccio, Mario;Grossi, Giancarlo;Bordin, Franco
The N-substituted tricyclic 2-aminochromone derivatives 1a, 2a, and 2b were obtained by treating the corresponding (methylthio) or (methylsulfinyl) derivatives 10, 11, or 12, respectively, with an excess of the proper amines. Compound 2c was synthesized through the reaction of 2-naphthol with the ethyl N,N-diphenylmalonamate/POCl3 reagent 14. The N-substituted 4-aminocoumarin bicyclic and tricyclic derivatives 5-8 were prepared by treating the corresponding chloro derivatives with the excess suitable amines. Compounds 1, 2, 5-8 were tested in vitro for their antiproliferative activity (DNA synthesis inhibition in Ehrlich cells) and cytotoxicity (MTT test in HeLa cells). The inhibitory properties of three selected compounds (5c, 5e, 7c) on protein and RNA syntheses in Ehrlich cells were also evaluated. Among the 27 compounds tested, 10 4-aminocoumarin derivatives 5-8 and two 2-aminochromone derivatives (1a and 2a) showed an appreciable antiproliferative activity (IC50 range: 1.74-13.8 muM), whereas only four compounds 5-8 exhibited a comparable cytotoxic activity (IC50 range: 4.95-12.9 muM).
