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Synthesis of Novel Indole Schiff Base Compounds and Their Antifungal Activities

A series of novel indole Schiff base derivatives (2a–2t) containing a 1,3,4-thiadiazole scaffold modified with a thioether group were synthesized, and their structures were confirmed using FT-IR, (1)H NMR, (13)C NMR, and HR-MS. In addition, the antifungal activity of synthesized indole derivatives w...

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Autores principales: Wang, Caixia, Fan, Liangxin, Pan, Zhenliang, Fan, Sufang, Shi, Lijun, Li, Xu, Zhao, Jinfang, Wu, Lulu, Yang, Guoyu, Xu, Cuilian
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9609699/
https://www.ncbi.nlm.nih.gov/pubmed/36296452
http://dx.doi.org/10.3390/molecules27206858
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author Wang, Caixia
Fan, Liangxin
Pan, Zhenliang
Fan, Sufang
Shi, Lijun
Li, Xu
Zhao, Jinfang
Wu, Lulu
Yang, Guoyu
Xu, Cuilian
author_facet Wang, Caixia
Fan, Liangxin
Pan, Zhenliang
Fan, Sufang
Shi, Lijun
Li, Xu
Zhao, Jinfang
Wu, Lulu
Yang, Guoyu
Xu, Cuilian
author_sort Wang, Caixia
collection PubMed
description A series of novel indole Schiff base derivatives (2a–2t) containing a 1,3,4-thiadiazole scaffold modified with a thioether group were synthesized, and their structures were confirmed using FT-IR, (1)H NMR, (13)C NMR, and HR-MS. In addition, the antifungal activity of synthesized indole derivatives was investigated against Fusarium graminearum (F. graminearum), Fusarium oxysporum (F. oxysporum), Fusarium moniliforme (F. moniliforme), Curvularia lunata (C. lunata), and Phytophthora parasitica var. nicotiana (P. p. var. nicotianae) using the mycelium growth rate method. Among the synthesized indole derivatives, compound 2j showed the highest inhibition rates of 100%, 95.7%, 89%, and 76.5% at a concentration of 500 μg/mL against F. graminearum, F. oxysporum, F. moniliforme, and P. p. var. nicotianae, respectively. Similarly, compounds 2j and 2q exhibited higher inhibition rates of 81.9% and 83.7% at a concentration of 500 μg/mL against C. lunata. In addition, compound 2j has been recognized as a potential compound for further investigation in the field of fungicides.
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spelling pubmed-96096992022-10-28 Synthesis of Novel Indole Schiff Base Compounds and Their Antifungal Activities Wang, Caixia Fan, Liangxin Pan, Zhenliang Fan, Sufang Shi, Lijun Li, Xu Zhao, Jinfang Wu, Lulu Yang, Guoyu Xu, Cuilian Molecules Article A series of novel indole Schiff base derivatives (2a–2t) containing a 1,3,4-thiadiazole scaffold modified with a thioether group were synthesized, and their structures were confirmed using FT-IR, (1)H NMR, (13)C NMR, and HR-MS. In addition, the antifungal activity of synthesized indole derivatives was investigated against Fusarium graminearum (F. graminearum), Fusarium oxysporum (F. oxysporum), Fusarium moniliforme (F. moniliforme), Curvularia lunata (C. lunata), and Phytophthora parasitica var. nicotiana (P. p. var. nicotianae) using the mycelium growth rate method. Among the synthesized indole derivatives, compound 2j showed the highest inhibition rates of 100%, 95.7%, 89%, and 76.5% at a concentration of 500 μg/mL against F. graminearum, F. oxysporum, F. moniliforme, and P. p. var. nicotianae, respectively. Similarly, compounds 2j and 2q exhibited higher inhibition rates of 81.9% and 83.7% at a concentration of 500 μg/mL against C. lunata. In addition, compound 2j has been recognized as a potential compound for further investigation in the field of fungicides. MDPI 2022-10-13 /pmc/articles/PMC9609699/ /pubmed/36296452 http://dx.doi.org/10.3390/molecules27206858 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
Wang, Caixia
Fan, Liangxin
Pan, Zhenliang
Fan, Sufang
Shi, Lijun
Li, Xu
Zhao, Jinfang
Wu, Lulu
Yang, Guoyu
Xu, Cuilian
Synthesis of Novel Indole Schiff Base Compounds and Their Antifungal Activities
title Synthesis of Novel Indole Schiff Base Compounds and Their Antifungal Activities
title_full Synthesis of Novel Indole Schiff Base Compounds and Their Antifungal Activities
title_fullStr Synthesis of Novel Indole Schiff Base Compounds and Their Antifungal Activities
title_full_unstemmed Synthesis of Novel Indole Schiff Base Compounds and Their Antifungal Activities
title_short Synthesis of Novel Indole Schiff Base Compounds and Their Antifungal Activities
title_sort synthesis of novel indole schiff base compounds and their antifungal activities
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9609699/
https://www.ncbi.nlm.nih.gov/pubmed/36296452
http://dx.doi.org/10.3390/molecules27206858
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