Fosmidomycin analogues as inhibitors of monoterpenoid indole alkaloid production in Catharanthus roseus cells

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• 作者：Zoia Mincheva ; Martine Courtois ; Franç ; oise Andreu ; Marc Rideau and Marie-Claude Viaud-Massuard
• 关键词：Catharanthus roseus ; Apocynaceae ; Madagascar periwinkle ; Monoterpenoid indole alkaloids ; Methylerythritol phosphate pathway ; Synthesis ; Substituted oxazolo[ ; 4 ; 5-b] ; pyridine-2(3H)-ones ; Fosmidomycin analogues ; Pd-catalysed reac
• 刊名：Phytochemistry
• 出版年：2005
• 期刊代码：85_00319422
• 类别：ch
• 出版时间：2005
• 卷：66
• 期：15
• 页码：1797-1803
• 文件大小：194 K

摘要

Substituted 3-[2-(diethoxyphosphoryl)propyl]oxazolo[4,5-b]pyridine-2(3H)-ones were obtained by functionalization at 6-position with various substituents (aryl, vinyl, carbonyl chains) via reactions catalysed with palladium. We found that these new fosmidomycin analogues inhibited the accumulation of ajmalicine, a marker of monoterpenoid indole alkaloids production in plant cells. Some of them have greater inhibitory effect than fosmidomycin and fully inhibit alkaloid accumulation at the concentration of 100 μM.