Synthesis and bioactivities of diamide derivatives containing a phenazine-1-carboxamide scaffold. Issue 17 (2nd September 2019)

• Record Type: Journal Article
• Authors: Zhu, Xiang; Zhang, Min; Yu, Linhua; Xu, Zhihong; Yang, Dan; Du, Xiaoying; Wu, Qinglai; Li, Junkai
• Is Part Of: Natural product research. Volume 33:Issue 17(2019)
• Page Start: 2453
• Page End: 2460
• Publication Date: 2019-09-02
• Subjects: Phenazine-1-carboxylic acid -- synthesis -- diamide derivatives -- fungicidal activity -- herbicidal activity; Natural products -- Periodicals; Natural products -- Research -- Periodicals; Biological Factors -- Periodicals; Biological Products -- Periodicals; 547
• DOI: 10.1080/14786419.2018.1451997
• Languages: English
• ISSNs: 1478-6419

Abstract

Abstract: Taking natural product phenazine-1-carboxamide (PCN) as a lead compound, a series of novel phenazine-1-carboxylic acid diamide derivatives were designed and synthesised. Their structures were confirmed by 1 H-NMR and HRMS. The bioassays showed that some of the target compounds exhibited promising in vitro fungicidal activities, and exhibited excellent and selective herbicidal activities. Particularly, compoundsc, h, o ands displayed root length inhibition activities against barnyard grass with the rate of more than 80%. Compoundc exhibited the best activity among all the target compounds against barnyard grass stalk length with the IC50 value of 0.158 mmol/L, and compoundo exhibited the best and wide spectrum inhibition against barnyard grass root length and rape in both root length and stalk length herbicidal activities with its IC50 values of 0.067, 0.048 and 0.059 mmol/L respectively. The analysis of preliminary Structure-Activity Relationships provides the theoretical basis for further design of phenazine-1-carboxylic acid. Abstract :