Design and synthesis of potential fungicidal compounds derived from natural products, (-)-menthol and (-)-borneol

Design, Synthesis, and Biological Evaluation of Novel Camphor-Based Hydrazide and Sulfonamide Derivatives as Laccase Inhibitors against Plant Pathogenic Fungi/Oomycetes

“…On the other hand, hydrazide compounds exhibited various pesticidal activities, including antifungal, insecticidal, and herbicidal activities. − Hydrazide groups are present in many commercial pesticides, such as fungicides miexiuyihao, fenamidone, and famoxadone (Figure c). − Sulfonamide has also proved to be a privileged pharmacophore in drugs and agrochemicals, which exhibits a broad spectrum of biological properties, including antibacterial, antifungal, and insecticidal activities (Figure b). − Furthermore, some compounds containing a piperazine moiety displayed pronounced fungicidal activity against plant pathogens (Figure c), such as commercial fungicide triforine. Some of the above-mentioned groups were also successfully utilized in recently reported laccase inhibitors.…”

“…37−41 Sulfonamide has also proved to be a privileged pharmacophore in drugs and agrochemicals, which exhibits a broad spectrum of biological properties, including antibacterial, antifungal, and insecticidal activities (Figure 1b). 42−45 Furthermore, some compounds containing a piperazine moiety displayed pronounced fungicidal activity against plant pathogens (Figure 1c), 46 such as commercial fungicide triforine. Some of the abovementioned groups were also successfully utilized in recently reported laccase inhibitors.…”

Rational Design of New Monoterpene-Containing Azoles and Their Antifungal Activity

“…Plant cuminaldehyde-derived oxadiazole 2 derivatives inhibited Candida albicans and Candida auris (MICs 0.5-12.0 µg/mL) and showed potent binding with the C. albicans CYP51 (CaCYP51) [26]. (−)-Borneol derivatives 3 containing aryl-sulfonamide scaffold displayed potential fungicidal activities against Botrytis cinerea, Curvularia lunata, and Alternaria altanata (C. lunata IC 50 = 22.9 µg/mL) [27]. Isopulegol-based O-benzyl derivatives containing imidazole and triazole substituents were found to exhibit marked growth inhibition against Candida albicans and Candida krusei [28].…”

Synthesis and Antifungal Activity of Novel L‐Menthol Hydrazide Derivatives as Potential Laccase Inhibitors

“…[24] In addition, L-menthol has been reported as the starting material for the synthesis of antifungal agents (Figure 1). [26][27][28] On the other hand, the hydrazide group was proved to be a key pharmacophore in some fungicides and insecticides such as benquinox, fennamidone, RH-5849 and tebufenozide. [29][30][31][32] Furthermore, the phenyl and diphenyl ether fragments were also frequently observed in many fungicides, such as metrominostrobin, famoxadone, fentursm and oxycarboxin.…”