RRC ID 52170
著者 Saijo R, Sekiya H, Tamai E, Kurihara KI, Maki J, Sakagami H, Kawase M.
タイトル A Novel Methodology for Synthesis of 1,5,6-Trisubstituted 2(1H)-Pyrazinones of Biological Interest.
ジャーナル Chem Pharm Bull (Tokyo)
Abstract In this report, we describe a new method for the synthesis of densely functionalized 2(1H)-pyrazinones. Treatment of mesoionic 1,3-oxazolium-5-olates with carbanions derived from activated methylene isocyanides (p-toluenesulfonylmethyl isocyanide (TosMIC) and ethyl isocyanoacetate) causes a novel ring transformation affording 2(1H)-pyrazinones in moderate to high yields. The cytotoxicity and antibacterial activity of some of the obtained products were studied and some of the products exhibited tumor-specific cytotoxicity.
巻・号 65(4)
ページ 365-372
公開日 2017-1-1
DOI 10.1248/cpb.c16-00830
PMID 28381677
MeSH Anti-Bacterial Agents / chemical synthesis* Anti-Bacterial Agents / chemistry Anti-Bacterial Agents / pharmacology* Antineoplastic Agents / chemical synthesis* Antineoplastic Agents / chemistry Antineoplastic Agents / pharmacology* Cell Line Cell Survival / drug effects Chemistry Techniques, Synthetic* Dose-Response Relationship, Drug Drug Screening Assays, Antitumor Gram-Negative Bacteria / drug effects Gram-Positive Bacteria / drug effects Humans Microbial Sensitivity Tests Molecular Structure Pyrazines / chemical synthesis* Pyrazines / chemistry Pyrazines / pharmacology* Structure-Activity Relationship
IF 1.416
引用数 4
リソース情報
ヒト・動物細胞 Ca9-22(RCB1976) HSC-2(RCB1945) HSC-3(RCB1975) HSC-4(RCB1902)