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

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), 4...

Full description

Saved in:
Bibliographic Details
Main Authors: Lei Tian, Yang Gao, Xing-Jie Peng, Cheng Zhang, Wei-Guang Zhao, Xing-Hai Liu
Format: Article
Language:English
Published: Wiley 2022-01-01
Series:Heteroatom Chemistry
Online Access:http://dx.doi.org/10.1155/2022/4678338
Tags: Add Tag
No Tags, Be the first to tag this record!
_version_ 1850172925999579136
author Lei Tian
Yang Gao
Xing-Jie Peng
Cheng Zhang
Wei-Guang Zhao
Xing-Hai Liu
author_facet Lei Tian
Yang Gao
Xing-Jie Peng
Cheng Zhang
Wei-Guang Zhao
Xing-Hai Liu
author_sort Lei Tian
collection DOAJ
description 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.
format Article
id doaj-art-ccc0aabe4f914a1db3e910e3519bcdf7
institution OA Journals
issn 1098-1071
language English
publishDate 2022-01-01
publisher Wiley
record_format Article
series Heteroatom Chemistry
spelling doaj-art-ccc0aabe4f914a1db3e910e3519bcdf72025-08-20T02:19:57ZengWileyHeteroatom Chemistry1098-10712022-01-01202210.1155/2022/4678338Isolation, 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 capsiciLei Tian0Yang Gao1Xing-Jie Peng2Cheng Zhang3Wei-Guang Zhao4Xing-Hai Liu5State Key Laboratory of Elemental Organic ChemistryState Key Laboratory of Elemental Organic ChemistryState Key Laboratory of Elemental Organic ChemistryState Key Laboratory of Elemental Organic ChemistryState Key Laboratory of Elemental Organic ChemistryCollege of Chemical EngineeringTwo 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.http://dx.doi.org/10.1155/2022/4678338
spellingShingle Lei Tian
Yang Gao
Xing-Jie Peng
Cheng Zhang
Wei-Guang Zhao
Xing-Hai Liu
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
Heteroatom Chemistry
title 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
title_full 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
title_fullStr 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
title_full_unstemmed 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
title_short 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
title_sort 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
url http://dx.doi.org/10.1155/2022/4678338
work_keys_str_mv AT leitian isolationsynthesisandfungicidalactivityofisopropyl3methyl1oxo114prop2yn1yloxyphenylthiopropan2ylaminobutan2ylcarbamatediastereomersagainstphytophthoracapsici
AT yanggao isolationsynthesisandfungicidalactivityofisopropyl3methyl1oxo114prop2yn1yloxyphenylthiopropan2ylaminobutan2ylcarbamatediastereomersagainstphytophthoracapsici
AT xingjiepeng isolationsynthesisandfungicidalactivityofisopropyl3methyl1oxo114prop2yn1yloxyphenylthiopropan2ylaminobutan2ylcarbamatediastereomersagainstphytophthoracapsici
AT chengzhang isolationsynthesisandfungicidalactivityofisopropyl3methyl1oxo114prop2yn1yloxyphenylthiopropan2ylaminobutan2ylcarbamatediastereomersagainstphytophthoracapsici
AT weiguangzhao isolationsynthesisandfungicidalactivityofisopropyl3methyl1oxo114prop2yn1yloxyphenylthiopropan2ylaminobutan2ylcarbamatediastereomersagainstphytophthoracapsici
AT xinghailiu isolationsynthesisandfungicidalactivityofisopropyl3methyl1oxo114prop2yn1yloxyphenylthiopropan2ylaminobutan2ylcarbamatediastereomersagainstphytophthoracapsici