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ARS Home » Southeast Area » Gainesville, Florida » Center for Medical, Agricultural and Veterinary Entomology » Mosquito and Fly Research » Research » Publications at this Location » Publication #355235

Research Project: Biting Arthropod Surveillance and Control

Location: Mosquito and Fly Research

Title: Fungicidal properties of some novel trifluoromethylphenyl amides

Author
item Tsikolia, Maia - University Of Florida
item Bernier, Ulrich - Uli
item Wedge, David
item Tabanca, Nurhayat
item Abboud, Khalil - University Of Florida
item Linthicum, Kenneth - Ken

Submitted to: Chemistry and Biodiversity
Publication Type: Peer Reviewed Journal
Publication Acceptance Date: 4/1/2019
Publication Date: 4/8/2019
Citation: Tsikolia, M., Bernier, U.R., Wedge, D.E., Tabanca, N., Abboud, K.A., Linthicum, K. 2019. Fungicidal properties of some novel trifluoromethylphenyl amides. Chemistry and Biodiversity. https://doi.org/10.1002/cbdv.201800618.
DOI: https://doi.org/10.1002/cbdv.201800618

Interpretive Summary: Fungi cause plant diseases which results in significant loss in agricultural production worldwide. Resistance to fungicides remains one of the main problems in crop protection programs and development of new fungicides is an important research objective. We evaluated 33 trifluoromethylphenyl amides (TFMPAs) for fungicidal activity against several fungal species. Several compounds exhibited fungicidal activity against Colletotrichum acutatum (at 48 and 72 h) and Phomopsis viticola (at 144 h) fungi. Presence of triethylamine in played important role on bioactivity of this complex, and depending on the concentration or fungal species it showed higher or lower activity than original amide. Four other compounds showed fungicidal activity against Phomopsis obscurans at 144 h. Although none of these compounds were better than standards. This work revealed some lead structures for further development of active novel compounds.

Technical Abstract: BACKGROUND: Fungi are the main cause of plant diseases and significant loss of agricultural production worldwide. Resistance to fungicides remains one of the main problems in crop protection programs and development of new fungicides is an important research objective. RESULTS: Thirty-three trifluoromethylphenyl amides (TFMPAs) were evaluated for fungicidal activity against several fungal species in two sets. Three compounds from the first set of 14 compounds, 2-chloro-N-(3-(trifluoromethyl)phenyl)acetamide, 2-chloro-N-(2,6-dichloro-4-(trifluoromethyl)phenyl)acetamide, N-(2,6-dichloro-4-(trifluoromethyl)phenyl)-2,2,3,3,3-pentafluoropropanamide and complex N-(2,6-dichloro-4-(trifluoromethyl)phenyl)-2,2,3,3,3-pentafluoropropanamide with triethylamine exhibited fungicidal activity against Colletotrichum acutatum (at 48 and 72 h) and Phomopsis viticola (at 144 h) fungi. Presence of triethylamine in played important role on bioactivity of this complex, and depending on the concentration or fungal species it showed higher or lower activity than original amide. Four compounds from the second set of 18 compounds, of which N-(3,5-bis(trifluoromethyl)phenyl)hexanamide, N-(3,5-bis(trifluoromethyl)phenyl)-2,2,3,3,3-pentafluoropropanamide, N-[4-(trifluoromethyl)phenyl]acetamide and N-[4-(trifluoromethyl)phenyl]acetamide showed fungicidal activity against Phomopsis obscurans at 144 h. CONCLUSION: Although none of these compounds were better than standards. This work revealed some lead structures for further development of active novel compounds.