Design, Synthesis and Antifungal Activity of Novel Paeonol Derivatives Linked with 1,2,3-Triazole Moiety by the Click Reaction

Abstract

For obtaining novel bioactive compounds with significant antifungal activities, a series of novel paeonol derivatives linked with a 1,2,3-triazole moiety have been designed and synthesised by a click reaction under mild conditions using Cu(OAc)2·H2O/sodium ascorbate as a catalyst. The antifungal activities of all the target compounds were evaluated in vitro against two plant pathogenic fungi, Colletotrichum capsici and Rhizoctonia cerealis. Preliminary results indicated that 1-(4-methoxy-2-{[1-(4-methoxyphenyl)-1H-1,2,3-triazol-4-yl]-methoxy}phenyl)ethanone showed the best antifungal activities against C. capsici, while 1-(2-{[1-(2-fuorophenyl)-1H-1,2,3-triazol-4-yl]methoxy}-4-methoxyphenyl)ethanone and 1-(4-methoxy-2-{[1-(o-tolyl)-1H-1,2,3-triazol-4-yl]methoxy}phenyl)ethanone were found to have better antifungal activities against the tested two fungi. All the synthesised compounds have been determined by IR, HR MS and NMR spectra.