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Purification and Characterization of a New Antifungal Compound 10-(2,2-dimethyl-cyclohexyl)-6,9-dihydroxy-4,9-dimethyl-dec-2-enoic Acid Methyl Ester from Streptomyces hydrogenans Strain DH16

In agriculture, biocontrol agents have been emerged as safe alternative to chemical pesticides where Streptomyces spp. and their metabolites constitute a great potential for their exploration as potent agents for controlling various fungal phytopathogens. The present study reports an antifungal comp...

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Autores principales: Kaur, Talwinder, Kaur, Amarjeet, Sharma, Vishal, Manhas, Rajesh K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4926525/
https://www.ncbi.nlm.nih.gov/pubmed/27446043
http://dx.doi.org/10.3389/fmicb.2016.01004
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author Kaur, Talwinder
Kaur, Amarjeet
Sharma, Vishal
Manhas, Rajesh K.
author_facet Kaur, Talwinder
Kaur, Amarjeet
Sharma, Vishal
Manhas, Rajesh K.
author_sort Kaur, Talwinder
collection PubMed
description In agriculture, biocontrol agents have been emerged as safe alternative to chemical pesticides where Streptomyces spp. and their metabolites constitute a great potential for their exploration as potent agents for controlling various fungal phytopathogens. The present study reports an antifungal compound purified from Streptomyces hydrogenans strain DH16, a soil isolate, using silica gel chromatography and semi preparative HPLC. The compound was characterized using various spectroscopic techniques (IR, (1)H and (13)C NMR) and named 10-(2,2-dimethyl-cyclohexyl)-6,9-dihydroxy-4,9-dimethyl-dec-2-enoic acid methyl ester (SH2). Compound (SH2) showed significant inhibitory activity against fungal phytopathogens and resulted in severe morphological aberrations in their structure. Minimal inhibitory and minimal fungicidal concentrations of the compound ranged from 6.25 to 25 μg/ml and 25 to 50 μg/ml, respectively. In vivo evaluation of the compound showed strong control efficacy against Alternaria brassicicola, a seed borne pathogen, on radish seeds. In comparison to mancozeb and carbendazim, the compound was more effective in controlling damping off disease. Additionally, it promoted plant growth with increased rate of seed germination, and displayed no phytotoxicity. The compound retained its antifungal activity after its exposure to temperature of 100°C and sunlight for 1 h. Furthermore, the compound (SH2) when tested for its biosafety was found to be non-cytotoxic, and non-mutagenic against Salmonella typhimurium TA98 and TA100 strains. This compound from S. hydrogenans strain DH16 has not been reported earlier, so this new compound can be developed as an ideal safe and superior biofungicide for the control of various fungal plant diseases.
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spelling pubmed-49265252016-07-21 Purification and Characterization of a New Antifungal Compound 10-(2,2-dimethyl-cyclohexyl)-6,9-dihydroxy-4,9-dimethyl-dec-2-enoic Acid Methyl Ester from Streptomyces hydrogenans Strain DH16 Kaur, Talwinder Kaur, Amarjeet Sharma, Vishal Manhas, Rajesh K. Front Microbiol Microbiology In agriculture, biocontrol agents have been emerged as safe alternative to chemical pesticides where Streptomyces spp. and their metabolites constitute a great potential for their exploration as potent agents for controlling various fungal phytopathogens. The present study reports an antifungal compound purified from Streptomyces hydrogenans strain DH16, a soil isolate, using silica gel chromatography and semi preparative HPLC. The compound was characterized using various spectroscopic techniques (IR, (1)H and (13)C NMR) and named 10-(2,2-dimethyl-cyclohexyl)-6,9-dihydroxy-4,9-dimethyl-dec-2-enoic acid methyl ester (SH2). Compound (SH2) showed significant inhibitory activity against fungal phytopathogens and resulted in severe morphological aberrations in their structure. Minimal inhibitory and minimal fungicidal concentrations of the compound ranged from 6.25 to 25 μg/ml and 25 to 50 μg/ml, respectively. In vivo evaluation of the compound showed strong control efficacy against Alternaria brassicicola, a seed borne pathogen, on radish seeds. In comparison to mancozeb and carbendazim, the compound was more effective in controlling damping off disease. Additionally, it promoted plant growth with increased rate of seed germination, and displayed no phytotoxicity. The compound retained its antifungal activity after its exposure to temperature of 100°C and sunlight for 1 h. Furthermore, the compound (SH2) when tested for its biosafety was found to be non-cytotoxic, and non-mutagenic against Salmonella typhimurium TA98 and TA100 strains. This compound from S. hydrogenans strain DH16 has not been reported earlier, so this new compound can be developed as an ideal safe and superior biofungicide for the control of various fungal plant diseases. Frontiers Media S.A. 2016-06-29 /pmc/articles/PMC4926525/ /pubmed/27446043 http://dx.doi.org/10.3389/fmicb.2016.01004 Text en Copyright © 2016 Kaur, Kaur, Sharma and Manhas. http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) or licensor are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Microbiology
Kaur, Talwinder
Kaur, Amarjeet
Sharma, Vishal
Manhas, Rajesh K.
Purification and Characterization of a New Antifungal Compound 10-(2,2-dimethyl-cyclohexyl)-6,9-dihydroxy-4,9-dimethyl-dec-2-enoic Acid Methyl Ester from Streptomyces hydrogenans Strain DH16
title Purification and Characterization of a New Antifungal Compound 10-(2,2-dimethyl-cyclohexyl)-6,9-dihydroxy-4,9-dimethyl-dec-2-enoic Acid Methyl Ester from Streptomyces hydrogenans Strain DH16
title_full Purification and Characterization of a New Antifungal Compound 10-(2,2-dimethyl-cyclohexyl)-6,9-dihydroxy-4,9-dimethyl-dec-2-enoic Acid Methyl Ester from Streptomyces hydrogenans Strain DH16
title_fullStr Purification and Characterization of a New Antifungal Compound 10-(2,2-dimethyl-cyclohexyl)-6,9-dihydroxy-4,9-dimethyl-dec-2-enoic Acid Methyl Ester from Streptomyces hydrogenans Strain DH16
title_full_unstemmed Purification and Characterization of a New Antifungal Compound 10-(2,2-dimethyl-cyclohexyl)-6,9-dihydroxy-4,9-dimethyl-dec-2-enoic Acid Methyl Ester from Streptomyces hydrogenans Strain DH16
title_short Purification and Characterization of a New Antifungal Compound 10-(2,2-dimethyl-cyclohexyl)-6,9-dihydroxy-4,9-dimethyl-dec-2-enoic Acid Methyl Ester from Streptomyces hydrogenans Strain DH16
title_sort purification and characterization of a new antifungal compound 10-(2,2-dimethyl-cyclohexyl)-6,9-dihydroxy-4,9-dimethyl-dec-2-enoic acid methyl ester from streptomyces hydrogenans strain dh16
topic Microbiology
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4926525/
https://www.ncbi.nlm.nih.gov/pubmed/27446043
http://dx.doi.org/10.3389/fmicb.2016.01004
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