Isolation and Identification of Secondary Metabolites Produced by Phytopathogenic Fungus <i>Corynespora cassiicola</i> from <i>Hevea brasiliensis</i>
The secondary metabolites of the phytopathogenic fungus <i>Corynespora cassiicola</i> CC01 from <i>Hevea brasiliensis</i> were investigated. As a result, two new compounds, 5-acetyl-7-hydroxy-6- methoxybenzofuran-2(3<i>H</i>)-one (<b>1</b>) and (<i&...
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MDPI AG
2022-10-01
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| author | Xiaoyan Yang Zhikai Guo Yang Yang Ailiman Abulaizi Zijun Xiong Shiqing Zhang Boxun Li Guixiu Huang |
| author_facet | Xiaoyan Yang Zhikai Guo Yang Yang Ailiman Abulaizi Zijun Xiong Shiqing Zhang Boxun Li Guixiu Huang |
| author_sort | Xiaoyan Yang |
| collection | DOAJ |
| description | The secondary metabolites of the phytopathogenic fungus <i>Corynespora cassiicola</i> CC01 from <i>Hevea brasiliensis</i> were investigated. As a result, two new compounds, 5-acetyl-7-hydroxy-6- methoxybenzofuran-2(3<i>H</i>)-one (<b>1</b>) and (<i>S</i>)-2-(2,3-dihydrofuro [3,2-<i>c</i>]pyridin-2-yl)propan-2-ol (<b>2</b>), together with seven known compounds, 4,6,8-trihydroxy-3,4-dihydronaphthalen-1(2<i>H</i>)-one (<b>3</b>), 3,6,8-trihydroxy-3,4-dihydronaphthalen-1(2<i>H</i>)-one (<b>4</b>), curvulin acid (<b>5</b>), 2-methyl-5-carboxymethyl- 7-hydroxychromone (<b>6</b>), tyrosol (<b>7</b>), <i>p</i>-hydroxybenzoic acid (<b>8</b>) and cerevisterol (<b>9</b>), were isolated from the fermentation extract by comprehensive silica gel, reverse phase silica gel, Sephadex-LH20 column chromatography and high-performance liquid chromatography (HPLC). The structures of these compounds were identified by using high-resolution electrospray mass spectrometry (HRESIMS), nuclear magnetic resonance spectroscopy (NMR), optical rotation, ultraviolet and infrared spectroscopy techniques and a comparison of NMR data with those reported in the literature. Compounds <b>1</b> and <b>2</b> were new compounds, and compounds <b>3</b>–<b>9</b> were discovered from this phytopathogenic fungus for the first time. Compounds <b>1</b>–<b>9</b> were tested for phytotoxicity against the fresh tender leaf of <i>Hevea brasiliensis</i>, and the results show that none of them were phytotoxic. Additionally, these compounds were subjected to an antimicrobial assay against three bacteria (<i>E. coli</i>, <i>methicillin-resistant Staphylococcus aureus</i> and <i>Micrococcus luteus</i>), but they showed no activity. |
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| spelling | doaj.art-fe5e9d75af844be694d49af0fd28aed02023-11-24T06:02:56ZengMDPI AGMolecules1420-30492022-10-012721736010.3390/molecules27217360Isolation and Identification of Secondary Metabolites Produced by Phytopathogenic Fungus <i>Corynespora cassiicola</i> from <i>Hevea brasiliensis</i>Xiaoyan Yang0Zhikai Guo1Yang Yang2Ailiman Abulaizi3Zijun Xiong4Shiqing Zhang5Boxun Li6Guixiu Huang7State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang 550025, ChinaHainan Key Laboratory of Tropical Microbe Resources, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences & Key Laboratory for Biology and Genetic Resources of Tropical Crops of Hainan Province, Hainan Institute for Tropical Agricultural Resources, Haikou 571101, ChinaKey Laboratory of Integrated Pest Management on Tropical Crops, Ministry of Agriculture and Rural Affairs & Hainan Key Laboratory for Monitoring and Control of Tropical Agricultural Pests, Environment and Plant Protection Institute, Chinese Academy of Tropical Agricultural Sciences, Haikou 571101, ChinaState Key Laboratory of Pharmaceutical Biotechnology, Institute of Functional Biomolecules, School of Life Sciences, Nanjing University, Nanjing 210023, ChinaHainan Key Laboratory of Tropical Microbe Resources, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences & Key Laboratory for Biology and Genetic Resources of Tropical Crops of Hainan Province, Hainan Institute for Tropical Agricultural Resources, Haikou 571101, ChinaHainan Key Laboratory of Tropical Microbe Resources, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences & Key Laboratory for Biology and Genetic Resources of Tropical Crops of Hainan Province, Hainan Institute for Tropical Agricultural Resources, Haikou 571101, ChinaKey Laboratory of Integrated Pest Management on Tropical Crops, Ministry of Agriculture and Rural Affairs & Hainan Key Laboratory for Monitoring and Control of Tropical Agricultural Pests, Environment and Plant Protection Institute, Chinese Academy of Tropical Agricultural Sciences, Haikou 571101, ChinaKey Laboratory of Integrated Pest Management on Tropical Crops, Ministry of Agriculture and Rural Affairs & Hainan Key Laboratory for Monitoring and Control of Tropical Agricultural Pests, Environment and Plant Protection Institute, Chinese Academy of Tropical Agricultural Sciences, Haikou 571101, ChinaThe secondary metabolites of the phytopathogenic fungus <i>Corynespora cassiicola</i> CC01 from <i>Hevea brasiliensis</i> were investigated. As a result, two new compounds, 5-acetyl-7-hydroxy-6- methoxybenzofuran-2(3<i>H</i>)-one (<b>1</b>) and (<i>S</i>)-2-(2,3-dihydrofuro [3,2-<i>c</i>]pyridin-2-yl)propan-2-ol (<b>2</b>), together with seven known compounds, 4,6,8-trihydroxy-3,4-dihydronaphthalen-1(2<i>H</i>)-one (<b>3</b>), 3,6,8-trihydroxy-3,4-dihydronaphthalen-1(2<i>H</i>)-one (<b>4</b>), curvulin acid (<b>5</b>), 2-methyl-5-carboxymethyl- 7-hydroxychromone (<b>6</b>), tyrosol (<b>7</b>), <i>p</i>-hydroxybenzoic acid (<b>8</b>) and cerevisterol (<b>9</b>), were isolated from the fermentation extract by comprehensive silica gel, reverse phase silica gel, Sephadex-LH20 column chromatography and high-performance liquid chromatography (HPLC). The structures of these compounds were identified by using high-resolution electrospray mass spectrometry (HRESIMS), nuclear magnetic resonance spectroscopy (NMR), optical rotation, ultraviolet and infrared spectroscopy techniques and a comparison of NMR data with those reported in the literature. Compounds <b>1</b> and <b>2</b> were new compounds, and compounds <b>3</b>–<b>9</b> were discovered from this phytopathogenic fungus for the first time. Compounds <b>1</b>–<b>9</b> were tested for phytotoxicity against the fresh tender leaf of <i>Hevea brasiliensis</i>, and the results show that none of them were phytotoxic. Additionally, these compounds were subjected to an antimicrobial assay against three bacteria (<i>E. coli</i>, <i>methicillin-resistant Staphylococcus aureus</i> and <i>Micrococcus luteus</i>), but they showed no activity.https://www.mdpi.com/1420-3049/27/21/7360<i>Hevea brasiliensis</i>phytopathogenic fungi<i>Corynespora cassiicola</i>Corynesporascaceaesecondary metabolitesphytotoxicity |
| spellingShingle | Xiaoyan Yang Zhikai Guo Yang Yang Ailiman Abulaizi Zijun Xiong Shiqing Zhang Boxun Li Guixiu Huang Isolation and Identification of Secondary Metabolites Produced by Phytopathogenic Fungus <i>Corynespora cassiicola</i> from <i>Hevea brasiliensis</i> Molecules <i>Hevea brasiliensis</i> phytopathogenic fungi <i>Corynespora cassiicola</i> Corynesporascaceae secondary metabolites phytotoxicity |
| title | Isolation and Identification of Secondary Metabolites Produced by Phytopathogenic Fungus <i>Corynespora cassiicola</i> from <i>Hevea brasiliensis</i> |
| title_full | Isolation and Identification of Secondary Metabolites Produced by Phytopathogenic Fungus <i>Corynespora cassiicola</i> from <i>Hevea brasiliensis</i> |
| title_fullStr | Isolation and Identification of Secondary Metabolites Produced by Phytopathogenic Fungus <i>Corynespora cassiicola</i> from <i>Hevea brasiliensis</i> |
| title_full_unstemmed | Isolation and Identification of Secondary Metabolites Produced by Phytopathogenic Fungus <i>Corynespora cassiicola</i> from <i>Hevea brasiliensis</i> |
| title_short | Isolation and Identification of Secondary Metabolites Produced by Phytopathogenic Fungus <i>Corynespora cassiicola</i> from <i>Hevea brasiliensis</i> |
| title_sort | isolation and identification of secondary metabolites produced by phytopathogenic fungus i corynespora cassiicola i from i hevea brasiliensis i |
| topic | <i>Hevea brasiliensis</i> phytopathogenic fungi <i>Corynespora cassiicola</i> Corynesporascaceae secondary metabolites phytotoxicity |
| url | https://www.mdpi.com/1420-3049/27/21/7360 |
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