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Novel Inulin Derivatives Modified with Schiff Bases: Synthesis, Characterization, and Antifungal Activity
In this paper, we report chemical modifications of inulin by seven kinds of aromatic Schiff bases, which are different from their substituent groups. The obtained inulin derivatives were confirmed by FTIR, (1)H NMR, and (13)C NMR. Then, we studied their antifungal activity against four kinds of plan...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6631190/ https://www.ncbi.nlm.nih.gov/pubmed/31167475 http://dx.doi.org/10.3390/polym11060998 |
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author | Chen, Yuan Mi, Yingqi Sun, Xueqi Zhang, Jingjing Li, Qing Ji, Naiyun Guo, Zhanyong |
author_facet | Chen, Yuan Mi, Yingqi Sun, Xueqi Zhang, Jingjing Li, Qing Ji, Naiyun Guo, Zhanyong |
author_sort | Chen, Yuan |
collection | PubMed |
description | In this paper, we report chemical modifications of inulin by seven kinds of aromatic Schiff bases, which are different from their substituent groups. The obtained inulin derivatives were confirmed by FTIR, (1)H NMR, and (13)C NMR. Then, we studied their antifungal activity against four kinds of plant pathogens involving Botrytis cinerea, Fusarium oxysporum f. sp. cucumerium Owen, Fusarium oxysporum f. sp. niveum, and Phomopsis asparagi by the mycelium growth rate method. The results revealed that all inulin derivatives were endowed with significant antifungal activity compared to inulin. Among them, 6-amino-(N-4-chlorobenzylidene)-6-deoxy-3,4-di-O-acetyl inulin (4CBSAIL) and 6-amino-(N-3,4-dichlorobenzylidene)-6-deoxy-3,4-di-O-acetyl inulin (3,4DCBSAIL), which were synthesized from p-chlorobenzaldehyde and 3,4-dichlorobenzaldehyde, could completely inhibit the growth of the test fungi at 1.0 mg/mL. The inhibitory indices of the inulin derivatives were related to the type, position, and number of substituent groups (halogens) on the Schiff bases. The results confirmed that it was feasible to chemically modify inulin with Schiff bases to confer high antifungal activity to inulin. The products described in this paper have great potential as alternatives to some harmful pesticides used for plant disease control. |
format | Online Article Text |
id | pubmed-6631190 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-66311902019-08-19 Novel Inulin Derivatives Modified with Schiff Bases: Synthesis, Characterization, and Antifungal Activity Chen, Yuan Mi, Yingqi Sun, Xueqi Zhang, Jingjing Li, Qing Ji, Naiyun Guo, Zhanyong Polymers (Basel) Article In this paper, we report chemical modifications of inulin by seven kinds of aromatic Schiff bases, which are different from their substituent groups. The obtained inulin derivatives were confirmed by FTIR, (1)H NMR, and (13)C NMR. Then, we studied their antifungal activity against four kinds of plant pathogens involving Botrytis cinerea, Fusarium oxysporum f. sp. cucumerium Owen, Fusarium oxysporum f. sp. niveum, and Phomopsis asparagi by the mycelium growth rate method. The results revealed that all inulin derivatives were endowed with significant antifungal activity compared to inulin. Among them, 6-amino-(N-4-chlorobenzylidene)-6-deoxy-3,4-di-O-acetyl inulin (4CBSAIL) and 6-amino-(N-3,4-dichlorobenzylidene)-6-deoxy-3,4-di-O-acetyl inulin (3,4DCBSAIL), which were synthesized from p-chlorobenzaldehyde and 3,4-dichlorobenzaldehyde, could completely inhibit the growth of the test fungi at 1.0 mg/mL. The inhibitory indices of the inulin derivatives were related to the type, position, and number of substituent groups (halogens) on the Schiff bases. The results confirmed that it was feasible to chemically modify inulin with Schiff bases to confer high antifungal activity to inulin. The products described in this paper have great potential as alternatives to some harmful pesticides used for plant disease control. MDPI 2019-06-04 /pmc/articles/PMC6631190/ /pubmed/31167475 http://dx.doi.org/10.3390/polym11060998 Text en © 2019 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Chen, Yuan Mi, Yingqi Sun, Xueqi Zhang, Jingjing Li, Qing Ji, Naiyun Guo, Zhanyong Novel Inulin Derivatives Modified with Schiff Bases: Synthesis, Characterization, and Antifungal Activity |
title | Novel Inulin Derivatives Modified with Schiff Bases: Synthesis, Characterization, and Antifungal Activity |
title_full | Novel Inulin Derivatives Modified with Schiff Bases: Synthesis, Characterization, and Antifungal Activity |
title_fullStr | Novel Inulin Derivatives Modified with Schiff Bases: Synthesis, Characterization, and Antifungal Activity |
title_full_unstemmed | Novel Inulin Derivatives Modified with Schiff Bases: Synthesis, Characterization, and Antifungal Activity |
title_short | Novel Inulin Derivatives Modified with Schiff Bases: Synthesis, Characterization, and Antifungal Activity |
title_sort | novel inulin derivatives modified with schiff bases: synthesis, characterization, and antifungal activity |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6631190/ https://www.ncbi.nlm.nih.gov/pubmed/31167475 http://dx.doi.org/10.3390/polym11060998 |
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