Cargando…
Oleanane-Type Triterpene Conjugates with 1H-1,2,3-Triazole Possessing of Fungicidal Activity
The triazole pesticide is an organic nitrogen-containing heterocyclic compound with a 1,2,3-Triazole ring. In order to develop a potential glucosamine-6-phosphate synthase (GlmS) inhibitor bactericide, 18 triazole-derivative compounds were synthesized efficiently. In addition, these compounds have n...
Autores principales: | , , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2022
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9370531/ https://www.ncbi.nlm.nih.gov/pubmed/35956871 http://dx.doi.org/10.3390/molecules27154928 |
_version_ | 1784766829350092800 |
---|---|
author | Chen, Zili Jiang, Yu Xu, Chen Sun, Xiangyu Ma, Chao Xia, Zihao Zhao, Hanqing |
author_facet | Chen, Zili Jiang, Yu Xu, Chen Sun, Xiangyu Ma, Chao Xia, Zihao Zhao, Hanqing |
author_sort | Chen, Zili |
collection | PubMed |
description | The triazole pesticide is an organic nitrogen-containing heterocyclic compound with a 1,2,3-Triazole ring. In order to develop a potential glucosamine-6-phosphate synthase (GlmS) inhibitor bactericide, 18 triazole-derivative compounds were synthesized efficiently. In addition, these compounds have not been reported in the literature. The structure was confirmed by high-resolution mass spectrometry (HRMS), [Formula: see text] H NMR and [Formula: see text] C NMR. The potential use of the most promising derivatives has been investigated by testing their antifungal activity and enzyme inhibitory activity, revealing inhibitory activities in the low micromolar range. Among them, the antifungal effects of compounds 1e, 1f, 1g, 2e, 2f, and 2g on Sclerotinia sclerotiorum were particularly significant, all of which were above 83%. These compounds will be further investigated as potential antifungal lead compounds. Their structure–activity relationships are discussed based on the effects of substituted phenyl groups on compounds. |
format | Online Article Text |
id | pubmed-9370531 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-93705312022-08-12 Oleanane-Type Triterpene Conjugates with 1H-1,2,3-Triazole Possessing of Fungicidal Activity Chen, Zili Jiang, Yu Xu, Chen Sun, Xiangyu Ma, Chao Xia, Zihao Zhao, Hanqing Molecules Article The triazole pesticide is an organic nitrogen-containing heterocyclic compound with a 1,2,3-Triazole ring. In order to develop a potential glucosamine-6-phosphate synthase (GlmS) inhibitor bactericide, 18 triazole-derivative compounds were synthesized efficiently. In addition, these compounds have not been reported in the literature. The structure was confirmed by high-resolution mass spectrometry (HRMS), [Formula: see text] H NMR and [Formula: see text] C NMR. The potential use of the most promising derivatives has been investigated by testing their antifungal activity and enzyme inhibitory activity, revealing inhibitory activities in the low micromolar range. Among them, the antifungal effects of compounds 1e, 1f, 1g, 2e, 2f, and 2g on Sclerotinia sclerotiorum were particularly significant, all of which were above 83%. These compounds will be further investigated as potential antifungal lead compounds. Their structure–activity relationships are discussed based on the effects of substituted phenyl groups on compounds. MDPI 2022-08-02 /pmc/articles/PMC9370531/ /pubmed/35956871 http://dx.doi.org/10.3390/molecules27154928 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Chen, Zili Jiang, Yu Xu, Chen Sun, Xiangyu Ma, Chao Xia, Zihao Zhao, Hanqing Oleanane-Type Triterpene Conjugates with 1H-1,2,3-Triazole Possessing of Fungicidal Activity |
title | Oleanane-Type Triterpene Conjugates with 1H-1,2,3-Triazole Possessing of Fungicidal Activity |
title_full | Oleanane-Type Triterpene Conjugates with 1H-1,2,3-Triazole Possessing of Fungicidal Activity |
title_fullStr | Oleanane-Type Triterpene Conjugates with 1H-1,2,3-Triazole Possessing of Fungicidal Activity |
title_full_unstemmed | Oleanane-Type Triterpene Conjugates with 1H-1,2,3-Triazole Possessing of Fungicidal Activity |
title_short | Oleanane-Type Triterpene Conjugates with 1H-1,2,3-Triazole Possessing of Fungicidal Activity |
title_sort | oleanane-type triterpene conjugates with 1h-1,2,3-triazole possessing of fungicidal activity |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9370531/ https://www.ncbi.nlm.nih.gov/pubmed/35956871 http://dx.doi.org/10.3390/molecules27154928 |
work_keys_str_mv | AT chenzili oleananetypetriterpeneconjugateswith1h123triazolepossessingoffungicidalactivity AT jiangyu oleananetypetriterpeneconjugateswith1h123triazolepossessingoffungicidalactivity AT xuchen oleananetypetriterpeneconjugateswith1h123triazolepossessingoffungicidalactivity AT sunxiangyu oleananetypetriterpeneconjugateswith1h123triazolepossessingoffungicidalactivity AT machao oleananetypetriterpeneconjugateswith1h123triazolepossessingoffungicidalactivity AT xiazihao oleananetypetriterpeneconjugateswith1h123triazolepossessingoffungicidalactivity AT zhaohanqing oleananetypetriterpeneconjugateswith1h123triazolepossessingoffungicidalactivity |