Four New Isocoumarins and a New Natural Tryptamine with Antifungal Activities from a Mangrove Endophytic Fungus <i>Botryosphaeria ramosa</i> L29
Four new isocoumarin derivatives, botryospyrones A (<b>1</b>), B (<b>2</b>), C (<b>3</b>), and D (<b>4</b>), and a new natural tryptamine, (3a<i>S</i>, 8a<i>S</i>)-1-acetyl-1, 2, 3, 3a, 8, 8a-hexahydropyrrolo [2,3b] indol-3a-ol...
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| Format: | Article |
| Language: | English |
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MDPI AG
2019-02-01
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| Series: | Marine Drugs |
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| Online Access: | https://www.mdpi.com/1660-3397/17/2/88 |
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| author | Zhihui Wu Jiaqing Chen Xiaolin Zhang Zelin Chen Tong Li Zhigang She Weijia Ding Chunyuan Li |
| author_facet | Zhihui Wu Jiaqing Chen Xiaolin Zhang Zelin Chen Tong Li Zhigang She Weijia Ding Chunyuan Li |
| author_sort | Zhihui Wu |
| collection | DOAJ |
| description | Four new isocoumarin derivatives, botryospyrones A (<b>1</b>), B (<b>2</b>), C (<b>3</b>), and D (<b>4</b>), and a new natural tryptamine, (3a<i>S</i>, 8a<i>S</i>)-1-acetyl-1, 2, 3, 3a, 8, 8a-hexahydropyrrolo [2,3b] indol-3a-ol (<b>5</b>), were isolated from a marine mangrove endophytic fungus <i>Botryosphaeria ramosa</i> L29, obtained from the leaf of <i>Myoporum bontioides</i>. Their structures were elucidated using spectroscopic analysis. The absolute configurations of compounds <b>3</b>, <b>4</b>, and <b>5</b> were determined by comparison of their circular dichroism (CD) spectra with the calculated data. The inhibitory activities of compound <b>1</b> on <i>Fusarium oxysporum</i>, of compounds <b>2</b> and <b>3</b> on <i>F. oxysporum</i> and <i>Fusarium graminearum</i>, and of compound <b>5</b> on <i>F. oxysporum</i>, <i>Penicillium italicum</i>, and <i>F. graminearum</i> were higher than those of triadimefon, widely used as an agricultural fungicide. Compound <b>5</b> was produced after using the strategy we called “using inhibitory stress from components of the host„ (UISCH), wherein (2<i>R</i>, 3<i>R</i>)-3, 5, 7-trihydroxyflavanone 3-acetate, a component of <i>M. bontioides</i> with weak growth inhibitory activity towards <i>B. ramosa</i> L29, was introduced into the culture medium. |
| first_indexed | 2024-04-13T06:41:04Z |
| format | Article |
| id | doaj.art-40493ad03c52468d8e704343d2e4f52e |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-04-13T06:41:04Z |
| publishDate | 2019-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-40493ad03c52468d8e704343d2e4f52e2022-12-22T02:57:45ZengMDPI AGMarine Drugs1660-33972019-02-011728810.3390/md17020088md17020088Four New Isocoumarins and a New Natural Tryptamine with Antifungal Activities from a Mangrove Endophytic Fungus <i>Botryosphaeria ramosa</i> L29Zhihui Wu0Jiaqing Chen1Xiaolin Zhang2Zelin Chen3Tong Li4Zhigang She5Weijia Ding6Chunyuan Li7College of Materials and Energy, South China Agricultural University, Guangzhou 510642, ChinaCollege of Materials and Energy, South China Agricultural University, Guangzhou 510642, ChinaCollege of Materials and Energy, South China Agricultural University, Guangzhou 510642, ChinaCollege of Materials and Energy, South China Agricultural University, Guangzhou 510642, ChinaCollege of Materials and Energy, South China Agricultural University, Guangzhou 510642, ChinaSchool of Chemistry, Sun Yat-Sen University, Guangzhou 510275, ChinaCollege of Materials and Energy, South China Agricultural University, Guangzhou 510642, ChinaCollege of Materials and Energy, South China Agricultural University, Guangzhou 510642, ChinaFour new isocoumarin derivatives, botryospyrones A (<b>1</b>), B (<b>2</b>), C (<b>3</b>), and D (<b>4</b>), and a new natural tryptamine, (3a<i>S</i>, 8a<i>S</i>)-1-acetyl-1, 2, 3, 3a, 8, 8a-hexahydropyrrolo [2,3b] indol-3a-ol (<b>5</b>), were isolated from a marine mangrove endophytic fungus <i>Botryosphaeria ramosa</i> L29, obtained from the leaf of <i>Myoporum bontioides</i>. Their structures were elucidated using spectroscopic analysis. The absolute configurations of compounds <b>3</b>, <b>4</b>, and <b>5</b> were determined by comparison of their circular dichroism (CD) spectra with the calculated data. The inhibitory activities of compound <b>1</b> on <i>Fusarium oxysporum</i>, of compounds <b>2</b> and <b>3</b> on <i>F. oxysporum</i> and <i>Fusarium graminearum</i>, and of compound <b>5</b> on <i>F. oxysporum</i>, <i>Penicillium italicum</i>, and <i>F. graminearum</i> were higher than those of triadimefon, widely used as an agricultural fungicide. Compound <b>5</b> was produced after using the strategy we called “using inhibitory stress from components of the host„ (UISCH), wherein (2<i>R</i>, 3<i>R</i>)-3, 5, 7-trihydroxyflavanone 3-acetate, a component of <i>M. bontioides</i> with weak growth inhibitory activity towards <i>B. ramosa</i> L29, was introduced into the culture medium.https://www.mdpi.com/1660-3397/17/2/88isocoumarintryptamine<i>Botryosphaeria ramose</i>antifungal activity |
| spellingShingle | Zhihui Wu Jiaqing Chen Xiaolin Zhang Zelin Chen Tong Li Zhigang She Weijia Ding Chunyuan Li Four New Isocoumarins and a New Natural Tryptamine with Antifungal Activities from a Mangrove Endophytic Fungus <i>Botryosphaeria ramosa</i> L29 Marine Drugs isocoumarin tryptamine <i>Botryosphaeria ramose</i> antifungal activity |
| title | Four New Isocoumarins and a New Natural Tryptamine with Antifungal Activities from a Mangrove Endophytic Fungus <i>Botryosphaeria ramosa</i> L29 |
| title_full | Four New Isocoumarins and a New Natural Tryptamine with Antifungal Activities from a Mangrove Endophytic Fungus <i>Botryosphaeria ramosa</i> L29 |
| title_fullStr | Four New Isocoumarins and a New Natural Tryptamine with Antifungal Activities from a Mangrove Endophytic Fungus <i>Botryosphaeria ramosa</i> L29 |
| title_full_unstemmed | Four New Isocoumarins and a New Natural Tryptamine with Antifungal Activities from a Mangrove Endophytic Fungus <i>Botryosphaeria ramosa</i> L29 |
| title_short | Four New Isocoumarins and a New Natural Tryptamine with Antifungal Activities from a Mangrove Endophytic Fungus <i>Botryosphaeria ramosa</i> L29 |
| title_sort | four new isocoumarins and a new natural tryptamine with antifungal activities from a mangrove endophytic fungus i botryosphaeria ramosa i l29 |
| topic | isocoumarin tryptamine <i>Botryosphaeria ramose</i> antifungal activity |
| url | https://www.mdpi.com/1660-3397/17/2/88 |
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