Novel synthesis and cytotoxic activity of 1,4-disubstituted 3-methylidene-3,4-dihydroquinolin-2(1H)-ones

Pieta Marlena; Kedzia Jacek; Janecka Anna; Pomorska Dorota K.; Rozalski Marek; Krajewska Urszula; Janecki Tomasz

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Novel synthesis and cytotoxic activity of 1,4-disubstituted 3-methylidene-3,4-dihydroquinolin-2(1H)-ones

机译：11,4-二甲基-3,4-二氢喹啉-2（1H） - 酮的新的合成和细胞毒性活性

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A novel, efficient synthesis of 1,4-disubstituted 3-methylidene-3,4-dihydrodihydroquinolin-2(1H)-ones was accomplished via a three step reaction sequence comprising N-alkylation of 3-diethoxyphosphorylquinolin- 2(1H)-one, Michael addition of various Grignard reagents to N-alkylated 3-diethoxyphosphorylquinolin- 2(1H)-ones and a Horner-Wadsworth-Emmons reaction of the obtained adducts with formaldehyde. Effective synthesis of the starting 3-diethoxyphosphorylquinolin-2(1H)-one was also developed. Furthermore, the obtained 3-methylidene-3,4-dihydroquinolin-2(1H)-ones were evaluated for their cytotoxic activity.

机译：通过包含N-二乙氧基磷喹啉-2（1H）的N-烷基化的三步反应序列完成了一种新颖的，高效合成的1,4-二甲基-3,4-二氢羟基喹啉-2（1H）-ONE。，迈克尔向N-烷基化的3-二乙氧基磷磷大喹啉-2（1H）和与所得加合物与甲醛的反应进行加入各种格氏试剂。还开发了起始3-二乙氧基磷属素蛋白-2（1H）-One的有效合成。此外，评估所得的3-甲基-3,4-二氢喹啉-2（1H） - 对于它们的细胞毒性活性。

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《RSC Advances》 |2015年第95期|共12页
作者
Pieta Marlena; Kedzia Jacek; Janecka Anna; Pomorska Dorota K.; Rozalski Marek; Krajewska Urszula; Janecki Tomasz;
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Lodz Univ Technol Inst Organ Chem PL-90924 Lodz Poland;

Lodz Univ Technol Inst Organ Chem PL-90924 Lodz Poland;

Med Univ Lodz Dept Biomol Chem PL-92215 Lodz Poland;

Med Univ Lodz Dept Biomol Chem PL-92215 Lodz Poland;

Med Univ Lodz Dept Pharmacut Biochem PL-90151 Lodz Poland;

Med Univ Lodz Dept Pharmacut Biochem PL-90151 Lodz Poland;

Lodz Univ Technol Inst Organ Chem PL-90924 Lodz Poland;

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正文语种 eng
中图分类化学;
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1. Novel synthesis and cytotoxic activity of 1,4-disubstituted 3-methylidene-3,4-dihydroquinolin-2(1H)-ones [J] . Pieta Marlena, Kedzia Jacek, Janecka Anna, RSC Advances . 2015,第95期

机译：11,4-二甲基-3,4-二氢喹啉-2（1H） - 酮的新的合成和细胞毒性活性
2. Synthesis and antiproliferative activities of N-(naphthalen-2-yl)acetamide and N-(substituted phenyl)acetamide bearing quinolin-2(1H)-one and 3,4-dihydroquinolin-2(1H)-one derivatives [J] . ChenI.-L., ChenJ.-J., LinY.-C., European Journal of Medicinal Chemistry: Chimie Therapeutique . 2013,第Null期

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Novel synthesis and cytotoxic activity of 1,4-disubstituted 3-methylidene-3,4-dihydroquinolin-2(1H)-ones

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