Potent Nematicidal Activity of Phthalaldehyde, Salicylaldehyde, and Cinnamic Aldehyde against Meloidogyne incognita

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• 作者：Pierluigi Caboni ; Nadhem Aissani ; Tiziana Cabras ; Andrea Falqui ; Roberto Marotta ; Barbara Liori ; Nikoletta Ntalli ; Giorgia Sarais ; Nicola Sasanelli ; Graziella Tocco
• 刊名：Journal of Agricultural and Food Chemistry
• 出版年：2013
• 出版时间：February 27, 2013
• 年：2013
• 卷：61
• 期：8
• 页码：1794-1803
• 全文大小：427K
• 年卷期：v.61,no.8(February 27, 2013)
• ISSN：1520-5118

文摘

The nematicidal activity of selected aromatic aldehydes was tested against the root knot nematode Meloidogyne incognita. The most active aldehyde was phthalaldehyde (1) with an EC₅₀ value of 11 卤 6 mg/L followed by salicylaldehyde (2) and cinnamic aldehyde (3) with EC₅₀ values of 11 卤 1 and 12 卤 5 mg/L, respectively. On the other hand, structurally related aldehydes such as 2-methoxybenzaldehyde (21), 3,4-dimethoxybenzaldehyde, and vanillin (23) were not active at the concentration of 1000 mg/L. By liquid chromatography鈥搈ass spectrometry the reactivity of tested aldehydes against a synthetic peptide resembling the nematode cuticle was characterized. At the test concentration of 1 mM, the main adduct formation was observed for 3,4-dihydroxybenzaldehyde (22), 2-methoxybenzaldehyde (21), and 3,4-dimethoxybenzaldehyde. Considering that 2-methoxybenzaldehyde (21) and 3,4-dimethoxybenzaldehyde were not active against M. incognita in in vitro experiments led us to hypothesize a different mechanism of action rather than an effect on the external cuticle modification of nematodes. When the toxicity of the V-ATPase inhibitor pyocyanin (10) was tested against M. incognita J2 nematodes, an EC₅₀ at 24 h of 72 卤 25 mg/L was found. The redox-active compounds such as phthalaldehyde (1) and salicylaldehyde (2) may share a common mode of action inhibiting nematode V-ATPase enzyme. The results of this investigation reveal that aromatic redox-active aldehydes can be considered as potent nematicides, and further investigation is needed to completely clarify their mode of action.

Keywords:

aromatic aldehydes; botanical pesticide; nematicide; reactive oxygen species; advanced glycation end products; V-ATPase; redox-active aldehydes