期刊
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
卷 46, 期 10, 页码 4887-4896出版社
ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER
DOI: 10.1016/j.ejmech.2011.07.045
关键词
Benzooxazinone; C-C bond; Acylation; 1,2-Diaryl-1-ethanone; Cancer
资金
- Indus BioSciences Private Limited
The synthesis of novel 2H-benzo[b][1,4]oxazin-3(4H)-one derivatives has been carried out using trifluoroacetic anhydride/phosphoric acid mediated C C bond forming reaction as a key step. This method does not require the use of environmentally harmful AlCl3 or moisture sensitive acid chloride. A number of compounds containing the benzooxazinone moiety attached to a five-membered central heterocyclic ring was synthesized and tested for their anti-cancer properties in vitro against three cell lines e.g. A549 (lung), DLD-1 (colorectal adenocarcinoma) and MV4-11 (acute myeloid leukemia). Some of them showed anti-cancer activities along with a number of reference compounds tested. Few of them showed promising anti-leukemic properties. A brief Structure Activity-Relationship study within the series is presented. An imidazole derivative 9c containing benzene ring with a para-CF3 group at C-2 position was identified as a potent anti-leukemic agent. (C) 2011 Elsevier Masson SAS. All rights reserved.
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