Isolation, Synthesis, and Fungicidal Activity of Isopropyl (3-methyl-1-oxo-1-((1-((4-(prop-2-yn-1-yloxy)phenyl)thio)propan-2-yl)amino)butan-2-yl)carbamate Diastereomers against Phytophthora capsici-Reference-Cited by-同舟云学术

Isolation, Synthesis, and Fungicidal Activity of Isopropyl (3-methyl-1-oxo-1-((1-((4-(prop-2-yn-1-yloxy)phenyl)thio)propan-2-yl)amino)butan-2-yl)carbamate Diastereomers against Phytophthora capsici

Published:2022-08-05 Issue: Volume:2022 Page:1-5
ISSN:1098-1071
Container-title:Heteroatom Chemistry
language:en
Short-container-title:Heteroatom Chemistry

Author:

Tian Lei¹,Gao Yang¹,Peng Xing-Jie¹,Zhang Cheng¹,Zhao Wei-Guang¹^ORCID,Liu Xing-Hai²^ORCID

Affiliation:

1. State Key Laboratory of Elemental Organic Chemistry, Nankai University, Tianjin 300071, China

2. College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, China

Abstract

Two isopropyl (3-methyl-1-oxo-1-((1-((4-(prop-2-yn-1-yloxy)phenyl)thio)propan-2-yl)amino)butan-2-yl)carbamate diastereomers were isolated. Fungicidal activities indicated that the isolated four chiral compounds possessed excellent activity against P. capsici with the EC50 value of 4a (1.30 μg/mL), 4b (0.078 μg/mL), 4c (1.85 μg/mL), and 4d (44.4 μg/mL). Among them, compound 4b exhibited remarkably high activities against Phytophthora capsici, which is better than that of positive control dimethomorph. Its R and S isomers showed that chiral influences the activity against P. capsici.

Funder

National Basic Research Program of China

Publisher

Hindawi Limited

Subject

General Chemistry

Link

http://downloads.hindawi.com/journals/htrc/2022/4678338.pdf

Reference18 articles.

1. Novel Dioxolane Ring Compounds for the Management of Phytopathogen Diseases as Ergosterol Biosynthesis Inhibitors: Synthesis, Biological Activities, and Molecular Docking

2. Synthesis and herbicidal activity of novel pyrazole aromatic ketone analogs as HPPD inhibitor

3. Synthesis, Crystal Structure, Herbicidal Activity, and SAR Study of Novel N-(Arylmethoxy)-2-chloronicotinamides Derived from Nicotinic Acid

4. Design, Synthesis, and Pesticidal Activities of Pyrimidin-4-amine Derivatives Bearing a 5-(Trifluoromethyl)-1,2,4-oxadiazole Moiety

5. Synthesis, insecticidal activities and DFT study of pyrimidin-4-amine derivatives containing the 1,2,4-oxadiazole motif