Synthesis and Cytotoxicity of 1,4-Dihydropyridines and an Unexpected 1,3-Oxazin-6-one

被引：8
|
作者：
Sandjo, Louis Pergaud [1 ]
Kuete, Victor [2 ,3 ]
Nana, Frederic [4 ,5 ]
Kirsch, Gilbert [4 ,5 ]
Efferth, Thomas [3 ]
机构：
[1] Univ Fed Santa Catarina, Dept Pharmaceut Sci, CCS, BR-88040900 Florianopolis, SC, Brazil
[2] Univ Dschang, Dept Biochem, POB 67, Dschang, Cameroon
[3] Johannes Gutenberg Univ Mainz, Inst Pharm & Biochem, Dept Pharmaceut Biol, Staudinger Weg 5, DE-55128 Mainz, Germany
[4] Univ Lorraine, UMR SRSMC 7565, Mol Engn Lab, 1 Blvd Arago,Metz Technopole, FR-57070 Nancy, France
[5] Pharmacol Biochem, 1 Blvd Arago,Metz Technopole, FR-57070 Nancy, France
来源：
HELVETICA CHIMICA ACTA | 2016年 / 99卷 / 04期
关键词：
Halogenated dihydropyridines; 1,3-Oxazin-6-one; Hantzsch DHP synthesis; Cytotoxic activity; INHIBITORS; CANCER; CELLS;
D O I：
10.1002/hlca.201500265
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Eight heterocycles have been prepared in a one-pot reaction manner based on the Hantzsch dihydropyridine synthesis. The synthesis afforded seven dihydropyridines (DHP) and one unexpected 1,3-oxazin-6-one. Their structures were confirmed based on NMR spectroscopy and mass spectrometry. The obtained products have been evaluated for their cytotoxicity against eight cancer cell lines and one normal cell line. Two halogenated DHPs (7 and 8) displayed cytotoxicity toward all the nine tested cancer cell lines with IC50 values from 4.10 to 58.90 mu M, while others showed selective activities. DHPs (7 and 8) bearing a Me group at C(2) and C(6) as well as a halogenated substituent at C(4') were more antiproliferative than the others.
引用
收藏
页码：310 / 314
页数：5
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