Design, Synthesis and Structure-activity of N-Glycosyl-l-pyridyl-lH-pyrazole-5-carboxamide as Inhibitors of Calcium Channels
Design, Synthesis and Structure-activity of N-Glycosyl-l-pyridyl-lH-pyrazole-5-carboxamide as Inhibitors of Calcium Channels作者机构：State Key Laboratory of Elemento-Organic Chemistry Institute of Elemento-Organic Chemistry Nankai University Tianjin 300071 P. R. China School of Pharmacy University of Wyoming Laramie WY 82071 USA
出 版 物：《Chemical Research in Chinese Universities》 (高等学校化学研究（英文版）)
年 卷 期：2013年第29卷第2期
页 面：249-255页
核心收录：
学科分类：0710[理学-生物学] 081702[工学-化学工艺] 07[理学] 08[工学] 0817[工学-化学工程与技术] 071003[理学-生理学]
基 金：Supported by the National Basic Research Program of China(No.2010CB126106) the National Natural Science Foundation of China(No.31000861) the Tianj in Natural Science Foundation China(No. 11JCYBJC08600) and the National Key Technologies R&D Program of China(No.2011BAE06B05)
主 题：N-Glycosyl Pyridyl Pyrazole Insecticidal activity Calcium channel
摘 要：Carbohydrates, with broad-spectrum structures and biological functions, are key organic compounds in nature, along with nucleic acids and proteins. As part of our ongoing efforts to develop a new class of pesticides with novel mechanism of action, a series of novel N-glycosyl-l-pyridyl-lH-pyrazole-5-carboxamide was designed and synthesized via the reactions of glycosyl methanamides and pyridyl-pyrazole acid. The compounds were characte- rized by IH NMR and 13C NMR. The bioassay results indicate that some of these compounds exhibit moderate insec- ticidal activities and assessed as potential inhibitors of calcium channels. The modulation of voltage-gated calcium channels by compounds 4a and 5a in the central neurons isolated from the third instar larvae of Spodoptera exigua was studied by whole-cell patch-clamp technique. In addition, compound 5a inhibits the recorded calcium currents reversible on washout. Experimental results also indicate that compound 5a did not release stored calcium from the Endoplasmic Reticulum. The present work demonstrates that N-glycosyl-l-pyridyl-lH-pyrazole-5-carboxamides cannot be used as possible inhibitors of calcium channels for developing novel pesticides.
维普期刊数据库