The Isolation and Structure Elucidation of Spirotetronate Lobophorins A, B, and H8 from <i>Streptomyces</i> sp. CB09030 and Their Biosynthetic Gene Cluster
Lobophorins (LOBs) are a growing family of spirotetronate natural products with significant cytotoxicity, anti-inflammatory, and antibacterial activities. Herein, we report the transwell-based discovery of <i>Streptomyces</i> sp. CB09030 from a panel of 16 in-house <i>Streptomyces&...
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MDPI AG
2023-04-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/28/8/3597 |
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| author | Jie Shi Dian Peng Fei-Fei Peng Qing-Bo Zhang Yan-Wen Duan Yong Huang |
| author_facet | Jie Shi Dian Peng Fei-Fei Peng Qing-Bo Zhang Yan-Wen Duan Yong Huang |
| author_sort | Jie Shi |
| collection | DOAJ |
| description | Lobophorins (LOBs) are a growing family of spirotetronate natural products with significant cytotoxicity, anti-inflammatory, and antibacterial activities. Herein, we report the transwell-based discovery of <i>Streptomyces</i> sp. CB09030 from a panel of 16 in-house <i>Streptomyces</i> strains, which has significant anti-mycobacterial activity and produces LOB A (<b>1</b>), LOB B (<b>2</b>), and LOB H8 (<b>3</b>). Genome sequencing and bioinformatic analyses revealed the potential biosynthetic gene cluster (BGC) for <b>1</b>–<b>3</b>, which is highly homologous with the reported BGCs for LOBs. However, the glycosyltransferase LobG1 in <i>S</i>. sp. CB09030 has certain point mutations compared to the reported LobG1. Finally, LOB analogue <b>4</b> (O-β-D-kijanosyl-(1→17)-kijanolide) was obtained through an acid-catalyzed hydrolysis of <b>2</b>. Compounds <b>1</b>–<b>4</b> showed different antibacterial activities against <i>Mycobacterium smegmatis</i> and <i>Bacillus subtilis</i>, which revealed the varying roles of different sugars in their antibacterial activities. |
| first_indexed | 2024-03-11T04:42:02Z |
| format | Article |
| id | doaj.art-f16f43b4388b48dd8685333bc6d52701 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-11T04:42:02Z |
| publishDate | 2023-04-01 |
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| series | Molecules |
| spelling | doaj.art-f16f43b4388b48dd8685333bc6d527012023-11-17T20:41:15ZengMDPI AGMolecules1420-30492023-04-01288359710.3390/molecules28083597The Isolation and Structure Elucidation of Spirotetronate Lobophorins A, B, and H8 from <i>Streptomyces</i> sp. CB09030 and Their Biosynthetic Gene ClusterJie Shi0Dian Peng1Fei-Fei Peng2Qing-Bo Zhang3Yan-Wen Duan4Yong Huang5Xiangya International Academy of Translational Medicine, Central South University, Changsha 410013, ChinaSchool of Pharmaceutical Sciences, Changsha Health Vocational College, Changsha 410100, ChinaSchool of Pharmaceutical Sciences, Changsha Health Vocational College, Changsha 410100, ChinaSouth China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, ChinaXiangya International Academy of Translational Medicine, Central South University, Changsha 410013, ChinaXiangya International Academy of Translational Medicine, Central South University, Changsha 410013, ChinaLobophorins (LOBs) are a growing family of spirotetronate natural products with significant cytotoxicity, anti-inflammatory, and antibacterial activities. Herein, we report the transwell-based discovery of <i>Streptomyces</i> sp. CB09030 from a panel of 16 in-house <i>Streptomyces</i> strains, which has significant anti-mycobacterial activity and produces LOB A (<b>1</b>), LOB B (<b>2</b>), and LOB H8 (<b>3</b>). Genome sequencing and bioinformatic analyses revealed the potential biosynthetic gene cluster (BGC) for <b>1</b>–<b>3</b>, which is highly homologous with the reported BGCs for LOBs. However, the glycosyltransferase LobG1 in <i>S</i>. sp. CB09030 has certain point mutations compared to the reported LobG1. Finally, LOB analogue <b>4</b> (O-β-D-kijanosyl-(1→17)-kijanolide) was obtained through an acid-catalyzed hydrolysis of <b>2</b>. Compounds <b>1</b>–<b>4</b> showed different antibacterial activities against <i>Mycobacterium smegmatis</i> and <i>Bacillus subtilis</i>, which revealed the varying roles of different sugars in their antibacterial activities.https://www.mdpi.com/1420-3049/28/8/3597<i>Streptomyces</i>spirotetronatelobophorinstranswellanti-mycobacterial activity |
| spellingShingle | Jie Shi Dian Peng Fei-Fei Peng Qing-Bo Zhang Yan-Wen Duan Yong Huang The Isolation and Structure Elucidation of Spirotetronate Lobophorins A, B, and H8 from <i>Streptomyces</i> sp. CB09030 and Their Biosynthetic Gene Cluster Molecules <i>Streptomyces</i> spirotetronate lobophorins transwell anti-mycobacterial activity |
| title | The Isolation and Structure Elucidation of Spirotetronate Lobophorins A, B, and H8 from <i>Streptomyces</i> sp. CB09030 and Their Biosynthetic Gene Cluster |
| title_full | The Isolation and Structure Elucidation of Spirotetronate Lobophorins A, B, and H8 from <i>Streptomyces</i> sp. CB09030 and Their Biosynthetic Gene Cluster |
| title_fullStr | The Isolation and Structure Elucidation of Spirotetronate Lobophorins A, B, and H8 from <i>Streptomyces</i> sp. CB09030 and Their Biosynthetic Gene Cluster |
| title_full_unstemmed | The Isolation and Structure Elucidation of Spirotetronate Lobophorins A, B, and H8 from <i>Streptomyces</i> sp. CB09030 and Their Biosynthetic Gene Cluster |
| title_short | The Isolation and Structure Elucidation of Spirotetronate Lobophorins A, B, and H8 from <i>Streptomyces</i> sp. CB09030 and Their Biosynthetic Gene Cluster |
| title_sort | isolation and structure elucidation of spirotetronate lobophorins a b and h8 from i streptomyces i sp cb09030 and their biosynthetic gene cluster |
| topic | <i>Streptomyces</i> spirotetronate lobophorins transwell anti-mycobacterial activity |
| url | https://www.mdpi.com/1420-3049/28/8/3597 |
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