A series of aryl hydrazones were synthesized and in vitro assayed for their activity on the root-knot nematode Meloidogyne incognita. The phenylhydrazones of thiophene-2-carboxyaldehyde 5, 3-methyl-2-thiophenecarboxyaldehyde 6 and salicylaldehyde 2, were the most potent with EC50/48h values of 16.6 ± 2.2, 23.2 ± 2.7, and 24.3 ± 1.4 mg/L, respectively. A GC-MS metabolomics analysis, after in vitro nematode treatment with hydrazone 6 at 100 mg/L for 12 h, revealed elevated levels of fatty acids such as lauric acid, stearic acid, 2-octenoic acid and palmitic acid. While control samples showed highest levels of monoacylglycerols such us monostearin and 2-monostearin. Surprisingly, after 2h treatment with hydrazone 6, nematodes excreted three times the levels of ammonia eliminated in the same conditions by controls. Thus, phenylhydrazones may represent a good scaffold in the discovery and synthesis of new nematicidal compounds while a metabolomics approach may be helpful in understanding their mechanisms of toxicity and mode of action.

In vitro nematicidal activity of aryl hydrazones and comparative GC-MS metabolomics analysis

ELOH, KODJO;DEMURTAS, MONICA;DEPLANO, ALESSANDRO;MURGIA, ANTONIO;MAXIA, ANDREA;ONNIS, VALENTINA;CABONI, PIERLUIGI
2015-01-01

Abstract

A series of aryl hydrazones were synthesized and in vitro assayed for their activity on the root-knot nematode Meloidogyne incognita. The phenylhydrazones of thiophene-2-carboxyaldehyde 5, 3-methyl-2-thiophenecarboxyaldehyde 6 and salicylaldehyde 2, were the most potent with EC50/48h values of 16.6 ± 2.2, 23.2 ± 2.7, and 24.3 ± 1.4 mg/L, respectively. A GC-MS metabolomics analysis, after in vitro nematode treatment with hydrazone 6 at 100 mg/L for 12 h, revealed elevated levels of fatty acids such as lauric acid, stearic acid, 2-octenoic acid and palmitic acid. While control samples showed highest levels of monoacylglycerols such us monostearin and 2-monostearin. Surprisingly, after 2h treatment with hydrazone 6, nematodes excreted three times the levels of ammonia eliminated in the same conditions by controls. Thus, phenylhydrazones may represent a good scaffold in the discovery and synthesis of new nematicidal compounds while a metabolomics approach may be helpful in understanding their mechanisms of toxicity and mode of action.
File in questo prodotto:
File Dimensione Formato  
Nematicidal activity aryl hydrazones.pdf

Solo gestori archivio

Descrizione: Articolo principale
Tipologia: versione editoriale (VoR)
Dimensione 890.63 kB
Formato Adobe PDF
890.63 kB Adobe PDF   Visualizza/Apri   Richiedi una copia
Nematicidal activity aryl hydrazone_supp inf.pdf

Solo gestori archivio

Descrizione: Materiale supplementare
Tipologia: versione editoriale (VoR)
Dimensione 76.26 kB
Formato Adobe PDF
76.26 kB Adobe PDF   Visualizza/Apri   Richiedi una copia

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11584/130236
Citazioni
  • ???jsp.display-item.citation.pmc??? 1
  • Scopus 19
  • ???jsp.display-item.citation.isi??? 15
social impact