Synthesis and antifungal evaluation of PCA amide analogues

Abstract

To improve the physical and chemical properties of phenazine-1-carboxylic acid (PCA) and find higher antifungal compounds, a series of PCA amide analogues were designed and synthesized and their structures were confirmed by ¹H NMR, HRMS, and X-ray. Most compounds showed some antifungal activities in vitro. Particularly, compound 3d exhibited inhibition effect against Pyriculariaoryzac Cavgra with EC₅₀ value of 28.7 μM and compound 3q exhibited effect against Rhizoctonia solani with EC₅₀ value of 24.5 μM, more potently active than that of the positive control PCA with its EC₅₀ values of 37.3 μM (Pyriculariaoryzac Cavgra) and 33.2 μM (Rhizoctonia solani), respectively.

Keywords:

• Phenazine-1-carboxylic acid (PCA)
• amide
• analogue
• antifungal activity
• synthesis

Acknowledgments

We thank the Key Laboratory of Natural Pesticide and Chemical Biology, Ministry of Education, South China Agricultural University for HRMS and ¹H NMR spectra.