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Synthesis of N-substituted Phthalimides and Their Antifungal Activity Against Alternaria Solani and Botrytis Cinerea

Synthesis of N-substituted Phthalimides and Their Antifungal Activity Against Alternaria Solani and Botrytis Cinerea

Le Pan, Xiuzhuang Li, Chengwen Gong, Hui Jin, Bo Qin

Microb Pathog. 2016 Jun;95:186-192.

PMID: 27079471

Abstract:

As organosulfur and organophosphorus agents, phaltane and phosmet are facing great challenges for the environmental contamination, mammalian toxicity and increasing resistance with long term use. It is efficient and meaningful to develop phthalimide-based alternatives with non-sulfur and non-phosphorus groups. A series of N-substituted phthalimides were synthesized and their antifungal activity against two disastrous phytopathogenic fungi, Alternaria solani and Botrytis cinerea was evaluated in vitro. Most of them showed significant antifungal activity against both of fungi, or either of them selectively. N-vinylphthalimide (4) and 8-[4-(phthalimide-2-yl) butyloxy] quinoline (13) were identified as the most promising candidates against B. cinerea and A. solani with the IC50 values of 7.92 μg/mL and 10.85 μg/mL respectively. The brief structure-activity relationships have revealed that vinyl, quinolyl, bromide alkyl and benzyl substitutions were appropriate substituents and coupling functional moieties indirectly with optimum alkyl chain was efficient to prepare phthalimides related fungicides.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP3485845	N-Vinylphthalimide		3485-84-5	Price

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