Efficient Synthesis and Anti-Fungal Activity of Oleanolic Acid Oxime Esters

In order to develop potential glucosamine-6-phosphate synthase inhibitors and anti-fungal agents, twenty five oleanolic acid oxime esters were synthesized in an efficient way. The structures of the new compounds were confirmed by MS, HRMS, (1)H-NMR and (13)C-NMR. Preliminary studies based on means o...

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Detalles Bibliográficos
Autores principales: Zhao, Hanqing, Zhou, Minjie, Duan, Lifeng, Wang, Wei, Zhang, Jianjun, Wang, Daoquan, Liang, Xiaomei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270060/
https://www.ncbi.nlm.nih.gov/pubmed/23519202
http://dx.doi.org/10.3390/molecules18033615
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author Zhao, Hanqing
Zhou, Minjie
Duan, Lifeng
Wang, Wei
Zhang, Jianjun
Wang, Daoquan
Liang, Xiaomei
author_facet Zhao, Hanqing
Zhou, Minjie
Duan, Lifeng
Wang, Wei
Zhang, Jianjun
Wang, Daoquan
Liang, Xiaomei
author_sort Zhao, Hanqing
collection PubMed
description In order to develop potential glucosamine-6-phosphate synthase inhibitors and anti-fungal agents, twenty five oleanolic acid oxime esters were synthesized in an efficient way. The structures of the new compounds were confirmed by MS, HRMS, (1)H-NMR and (13)C-NMR. Preliminary studies based on means of the Elson-Morgan method indicated that many compounds exhibited some inhibitory activity of glucosamine-6-phosphate synthase (GlmS), and the original fungicidal activities results showed that some of the compounds exhibited good fungicidal activities towards Sclerotinia sclerotiorum (Lib.) de Bary, Rhizoctonia solani Kuhn and Botrytis cinerea Pers at the concentration of 50 µg/mL. These compounds would thus merit further study and development as antifungal agents.
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spelling pubmed-62700602018-12-20 Efficient Synthesis and Anti-Fungal Activity of Oleanolic Acid Oxime Esters Zhao, Hanqing Zhou, Minjie Duan, Lifeng Wang, Wei Zhang, Jianjun Wang, Daoquan Liang, Xiaomei Molecules Article In order to develop potential glucosamine-6-phosphate synthase inhibitors and anti-fungal agents, twenty five oleanolic acid oxime esters were synthesized in an efficient way. The structures of the new compounds were confirmed by MS, HRMS, (1)H-NMR and (13)C-NMR. Preliminary studies based on means of the Elson-Morgan method indicated that many compounds exhibited some inhibitory activity of glucosamine-6-phosphate synthase (GlmS), and the original fungicidal activities results showed that some of the compounds exhibited good fungicidal activities towards Sclerotinia sclerotiorum (Lib.) de Bary, Rhizoctonia solani Kuhn and Botrytis cinerea Pers at the concentration of 50 µg/mL. These compounds would thus merit further study and development as antifungal agents. MDPI 2013-03-21 /pmc/articles/PMC6270060/ /pubmed/23519202 http://dx.doi.org/10.3390/molecules18033615 Text en © 2013 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Zhao, Hanqing
Zhou, Minjie
Duan, Lifeng
Wang, Wei
Zhang, Jianjun
Wang, Daoquan
Liang, Xiaomei
Efficient Synthesis and Anti-Fungal Activity of Oleanolic Acid Oxime Esters
title Efficient Synthesis and Anti-Fungal Activity of Oleanolic Acid Oxime Esters
title_full Efficient Synthesis and Anti-Fungal Activity of Oleanolic Acid Oxime Esters
title_fullStr Efficient Synthesis and Anti-Fungal Activity of Oleanolic Acid Oxime Esters
title_full_unstemmed Efficient Synthesis and Anti-Fungal Activity of Oleanolic Acid Oxime Esters
title_short Efficient Synthesis and Anti-Fungal Activity of Oleanolic Acid Oxime Esters
title_sort efficient synthesis and anti-fungal activity of oleanolic acid oxime esters
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270060/
https://www.ncbi.nlm.nih.gov/pubmed/23519202
http://dx.doi.org/10.3390/molecules18033615
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