Five New Indole Alkaloid Derivatives from Deep-Sea Fungus <i>Aspergillus fumigatus</i> AF1
One new gliotoxin derivative fumianthrogliotoxin (<b>1</b>), one new indoquizoline alkaloid <i>N</i>3-(methyl propionate) indoquizoline (<b>2</b>), and three novel indole alkaloids, anthroxyindole (<b>3</b>), (±)-asperfumiindole A (<b>4</b>...
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| Format: | Article |
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MDPI AG
2024-12-01
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| Series: | Marine Drugs |
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| Online Access: | https://www.mdpi.com/1660-3397/23/1/4 |
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| author | Lai-Hui Dai Gao-Rong Zhang Yang-Hui Ou Xiao-Jing Liu Hong-Liang Yao Wen-Hao Hu Hou-Jin Li Wen-Jian Lan |
| author_facet | Lai-Hui Dai Gao-Rong Zhang Yang-Hui Ou Xiao-Jing Liu Hong-Liang Yao Wen-Hao Hu Hou-Jin Li Wen-Jian Lan |
| author_sort | Lai-Hui Dai |
| collection | DOAJ |
| description | One new gliotoxin derivative fumianthrogliotoxin (<b>1</b>), one new indoquizoline alkaloid <i>N</i>3-(methyl propionate) indoquizoline (<b>2</b>), and three novel indole alkaloids, anthroxyindole (<b>3</b>), (±)-asperfumiindole A (<b>4</b>), and (±)-asperfumiindole B (<b>5</b>), together with 16 known compounds (<b>6</b>–<b>21</b>), were isolated from the culture of deep-sea derived fungus <i>Aspergillus fumigatus</i> AF1. Their chemical structures and absolute configurations were determined through the analysis of NMR data in combination with electronic circular dichroism (ECD) calculations and other spectroscopic analyses. Compounds <b>2</b>–<b>11</b> and <b>13</b>–<b>21</b> were evaluated for anti-pulmonary fibrosis activity. Compounds <b>8</b> and <b>13</b> displayed significant downregulation of the mRNA expression levels of all three molecular markers (COL1A1, α-SMA and FN1), with compound <b>13</b> exhibiting the best performance among all the tested compounds. |
| format | Article |
| id | doaj-art-041594367df44a6ea32c6c94827c4793 |
| institution | Kabale University |
| issn | 1660-3397 |
| language | English |
| publishDate | 2024-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj-art-041594367df44a6ea32c6c94827c47932025-01-24T13:39:25ZengMDPI AGMarine Drugs1660-33972024-12-01231410.3390/md23010004Five New Indole Alkaloid Derivatives from Deep-Sea Fungus <i>Aspergillus fumigatus</i> AF1Lai-Hui Dai0Gao-Rong Zhang1Yang-Hui Ou2Xiao-Jing Liu3Hong-Liang Yao4Wen-Hao Hu5Hou-Jin Li6Wen-Jian Lan7School of Pharmaceutical Sciences, GBRCE for Functional Molecular Engineering, Sun Yat-sen University, Guangzhou 510006, ChinaSchool of Pharmaceutical Sciences, GBRCE for Functional Molecular Engineering, Sun Yat-sen University, Guangzhou 510006, ChinaGuangdong Key Laboratory of Animal Conservation and Resource Utilization, Guangdong Public Laboratory of Wild Animal Conservation and Utilization Institute of Zoology, Guangdong Academy of Sciences, Guangzhou 510260, ChinaSchool of Pharmaceutical Sciences, GBRCE for Functional Molecular Engineering, Sun Yat-sen University, Guangzhou 510006, ChinaGuangdong Key Laboratory of Animal Conservation and Resource Utilization, Guangdong Public Laboratory of Wild Animal Conservation and Utilization Institute of Zoology, Guangdong Academy of Sciences, Guangzhou 510260, ChinaSchool of Pharmaceutical Sciences, GBRCE for Functional Molecular Engineering, Sun Yat-sen University, Guangzhou 510006, ChinaSchool of Chemistry, Sun Yat-sen University, Guangzhou 510006, ChinaSchool of Pharmaceutical Sciences, GBRCE for Functional Molecular Engineering, Sun Yat-sen University, Guangzhou 510006, ChinaOne new gliotoxin derivative fumianthrogliotoxin (<b>1</b>), one new indoquizoline alkaloid <i>N</i>3-(methyl propionate) indoquizoline (<b>2</b>), and three novel indole alkaloids, anthroxyindole (<b>3</b>), (±)-asperfumiindole A (<b>4</b>), and (±)-asperfumiindole B (<b>5</b>), together with 16 known compounds (<b>6</b>–<b>21</b>), were isolated from the culture of deep-sea derived fungus <i>Aspergillus fumigatus</i> AF1. Their chemical structures and absolute configurations were determined through the analysis of NMR data in combination with electronic circular dichroism (ECD) calculations and other spectroscopic analyses. Compounds <b>2</b>–<b>11</b> and <b>13</b>–<b>21</b> were evaluated for anti-pulmonary fibrosis activity. Compounds <b>8</b> and <b>13</b> displayed significant downregulation of the mRNA expression levels of all three molecular markers (COL1A1, α-SMA and FN1), with compound <b>13</b> exhibiting the best performance among all the tested compounds.https://www.mdpi.com/1660-3397/23/1/4deep-sea-derived fungus<i>Aspergillus fumigatus</i>structural identificationanti-pulmonary fibrosis activity |
| spellingShingle | Lai-Hui Dai Gao-Rong Zhang Yang-Hui Ou Xiao-Jing Liu Hong-Liang Yao Wen-Hao Hu Hou-Jin Li Wen-Jian Lan Five New Indole Alkaloid Derivatives from Deep-Sea Fungus <i>Aspergillus fumigatus</i> AF1 Marine Drugs deep-sea-derived fungus <i>Aspergillus fumigatus</i> structural identification anti-pulmonary fibrosis activity |
| title | Five New Indole Alkaloid Derivatives from Deep-Sea Fungus <i>Aspergillus fumigatus</i> AF1 |
| title_full | Five New Indole Alkaloid Derivatives from Deep-Sea Fungus <i>Aspergillus fumigatus</i> AF1 |
| title_fullStr | Five New Indole Alkaloid Derivatives from Deep-Sea Fungus <i>Aspergillus fumigatus</i> AF1 |
| title_full_unstemmed | Five New Indole Alkaloid Derivatives from Deep-Sea Fungus <i>Aspergillus fumigatus</i> AF1 |
| title_short | Five New Indole Alkaloid Derivatives from Deep-Sea Fungus <i>Aspergillus fumigatus</i> AF1 |
| title_sort | five new indole alkaloid derivatives from deep sea fungus i aspergillus fumigatus i af1 |
| topic | deep-sea-derived fungus <i>Aspergillus fumigatus</i> structural identification anti-pulmonary fibrosis activity |
| url | https://www.mdpi.com/1660-3397/23/1/4 |
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