Synthesis, Fungicidal Activity and Plant Protective Properties of 1,2,3-Thiadiazole and Isothiazole-Based N-acyl-N-arylalaninates

Author:

Kalinina Tatiana A.ORCID,Balandina Valeriya I.,Obydennov Konstantin L.ORCID,Slepukhin Pavel A.,Fan ZhijinORCID,Bakulev Vasiliy A.,Glukhareva Tatiana V.ORCID

Abstract

The addition of active groups of known fungicides, or systemic acquired resistance inducers, into novel compound molecules to search for potential antifungal compounds is a popular and effective strategy. In this work, a new series of N-acyl-N-arylalanines was developed and synthesized, in which 1,2,3-thiadiazol-5-ylcarbonyl or 3,4-dichloroisothiazol-5-ylcarbonyl (fragments from synthetic plant resistance activators tiadinil and isotianil, respectively) and a fragment of N-arylalanine, the toxophoric group of acylalanine fungicides. Several new synthesized compounds have shown moderate antifungal activity against fungi in vitro, such as B. cinerea, R. solani and S. sclerotiorum. In vivo tests against A. brassicicola showed that compound 1d was 92% effective at a concentration of 200 µg/mL, similar to level of tiadinil, a known inducer of systemic resistance. Thus, 1d could be considered a new candidate fungicide for further detailed study. The present results will advance research and influence the search for more promising fungicides for disease control in agriculture.

Funder

Russian Science Foundation and Government of Sverdlovsk region

Publisher

MDPI AG

Subject

Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science

Reference49 articles.

1. Fungal Infection of Plants;Knogge;Plant Cell,1996

2. Proteomics of Plant Pathogenic Fungi;Prats;J. Biomed. Biotechnol.,2010

3. Mode of Action of the Systemic Fungicides Furalaxyl, Metalaxyl and Ofurace;Fisher;Pestic. Sci.,1982

4. Opportunities for chiral agrochemicals;Williams;Pestic. Sci.,1996

5. Metabolism studies of chiral pesticides;Habenschus;J. Pharm. Biomed. Anal.,2018

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