Three New Depsipeptides, Homiamides A–C, Isolated from <i>Streptomyces</i> sp., ROA-065
Three new depsipeptides, homiamides A–C (<b>1</b>–<b>3</b>), were isolated from a marine sediment-derived strain of <i>Streptomyces</i> sp., ROA-065. The planar structures of homiamides A–C (<b>1</b>–<b>3</b>) were elucidated using mass spe...
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2024-11-01
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| author | Jeong-Hyeon Kim Ji Young Lee Juri Lee Prima F. Hillman Jihye Lee Byeongchan Choi Man-Jeong Paik Songyi Lee Sang-Jip Nam |
| author_facet | Jeong-Hyeon Kim Ji Young Lee Juri Lee Prima F. Hillman Jihye Lee Byeongchan Choi Man-Jeong Paik Songyi Lee Sang-Jip Nam |
| author_sort | Jeong-Hyeon Kim |
| collection | DOAJ |
| description | Three new depsipeptides, homiamides A–C (<b>1</b>–<b>3</b>), were isolated from a marine sediment-derived strain of <i>Streptomyces</i> sp., ROA-065. The planar structures of homiamides A–C (<b>1</b>–<b>3</b>) were elucidated using mass spectrometry (MS) and nuclear magnetic resonance (NMR) spectroscopic data. The absolute configurations of <b>1</b>–<b>3</b> were deduced from the application of the Marfey’s method and GC-MS analysis after formation of the <i>O</i>-trifluoroacetylated (<i>S</i>)-(+)-methyl-2-butyl ester derivatives of amino acids. Compounds <b>1</b>–<b>3</b> exhibited weak anti-bacterial activities against both Gram-positive bacteria and Gram-negative bacteria, with compound <b>1</b> showing MIC values of 32–64 μg/mL. In antifouling assays, compounds <b>1</b> and <b>2</b> displayed moderate activity against <i>Micrococcus luteus</i> KCTC 3063, while compound <b>3</b> exhibited weak activity against all tested bacteria. |
| format | Article |
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| institution | Kabale University |
| issn | 1420-3049 |
| language | English |
| publishDate | 2024-11-01 |
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| series | Molecules |
| spelling | doaj-art-bb681cc254eb40e4bb76381ca4df6f972024-12-13T16:28:12ZengMDPI AGMolecules1420-30492024-11-012923553910.3390/molecules29235539Three New Depsipeptides, Homiamides A–C, Isolated from <i>Streptomyces</i> sp., ROA-065Jeong-Hyeon Kim0Ji Young Lee1Juri Lee2Prima F. Hillman3Jihye Lee4Byeongchan Choi5Man-Jeong Paik6Songyi Lee7Sang-Jip Nam8Department of Chemistry and Nanoscience, Ewha Womans University, Seoul 03760, Republic of KoreaInstitute of Sustainable Earth and Environmental Dynamics (SEED), Pukyong National University, 365 Sinseon-ro, Nam-gu, Busan 48547, Republic of KoreaDepartment of Chemistry and Nanoscience, Ewha Womans University, Seoul 03760, Republic of KoreaDepartment of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Andalas, Kampus Limau Manis, Padang 25163, IndonesiaLaboratories of Marine New Drugs, Redone Technologies Co., Ltd., Jangseong-gun 57247, Republic of KoreaCollege of Pharmacy, Sunchon National University, Suncheon 57922, Republic of KoreaCollege of Pharmacy, Sunchon National University, Suncheon 57922, Republic of KoreaDepartment of Chemistry, Pukyong National University, Busan 48513, Republic of KoreaDepartment of Chemistry and Nanoscience, Ewha Womans University, Seoul 03760, Republic of KoreaThree new depsipeptides, homiamides A–C (<b>1</b>–<b>3</b>), were isolated from a marine sediment-derived strain of <i>Streptomyces</i> sp., ROA-065. The planar structures of homiamides A–C (<b>1</b>–<b>3</b>) were elucidated using mass spectrometry (MS) and nuclear magnetic resonance (NMR) spectroscopic data. The absolute configurations of <b>1</b>–<b>3</b> were deduced from the application of the Marfey’s method and GC-MS analysis after formation of the <i>O</i>-trifluoroacetylated (<i>S</i>)-(+)-methyl-2-butyl ester derivatives of amino acids. Compounds <b>1</b>–<b>3</b> exhibited weak anti-bacterial activities against both Gram-positive bacteria and Gram-negative bacteria, with compound <b>1</b> showing MIC values of 32–64 μg/mL. In antifouling assays, compounds <b>1</b> and <b>2</b> displayed moderate activity against <i>Micrococcus luteus</i> KCTC 3063, while compound <b>3</b> exhibited weak activity against all tested bacteria.https://www.mdpi.com/1420-3049/29/23/5539<i>Streptomyces</i>depsipeptideantibacterial activityMarfey’s methodgas chromatography mass spectrometry |
| spellingShingle | Jeong-Hyeon Kim Ji Young Lee Juri Lee Prima F. Hillman Jihye Lee Byeongchan Choi Man-Jeong Paik Songyi Lee Sang-Jip Nam Three New Depsipeptides, Homiamides A–C, Isolated from <i>Streptomyces</i> sp., ROA-065 Molecules <i>Streptomyces</i> depsipeptide antibacterial activity Marfey’s method gas chromatography mass spectrometry |
| title | Three New Depsipeptides, Homiamides A–C, Isolated from <i>Streptomyces</i> sp., ROA-065 |
| title_full | Three New Depsipeptides, Homiamides A–C, Isolated from <i>Streptomyces</i> sp., ROA-065 |
| title_fullStr | Three New Depsipeptides, Homiamides A–C, Isolated from <i>Streptomyces</i> sp., ROA-065 |
| title_full_unstemmed | Three New Depsipeptides, Homiamides A–C, Isolated from <i>Streptomyces</i> sp., ROA-065 |
| title_short | Three New Depsipeptides, Homiamides A–C, Isolated from <i>Streptomyces</i> sp., ROA-065 |
| title_sort | three new depsipeptides homiamides a c isolated from i streptomyces i sp roa 065 |
| topic | <i>Streptomyces</i> depsipeptide antibacterial activity Marfey’s method gas chromatography mass spectrometry |
| url | https://www.mdpi.com/1420-3049/29/23/5539 |
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