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Gwanakosides A and B, 6-Deoxy-α-L-talopyranose-Bearing Aromatic Metabolites from a Streptomyces sp. and Coculture with Pandoraea sp. : Gwanakosides A and B, 6-Deoxy-alpha-L-talopyranose-Bearing Aromatic Metabolites from a Streptomyces sp. and Coculture with Pandoraea sp.
DC Field | Value | Language |
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dc.contributor.author | Huynh, Thanh-Hau | - |
dc.contributor.author | Lee, Jayho | - |
dc.contributor.author | Moon, Dong Hyun | - |
dc.contributor.author | Nguyen, Thanh Quang | - |
dc.contributor.author | Son, Sangkeun | - |
dc.contributor.author | Hwang, Sunghoon | - |
dc.contributor.author | Du, Young Eun | - |
dc.contributor.author | Cui, Jinsheng | - |
dc.contributor.author | Jang, Jae-Hyuk | - |
dc.contributor.author | Nam, Sang-Jip | - |
dc.contributor.author | Shin, Jongheon | - |
dc.contributor.author | Jang, Jichan | - |
dc.contributor.author | Lee, Sang Kook | - |
dc.contributor.author | Oh, Ki-Bong | - |
dc.contributor.author | Oh, Dong-Chan | - |
dc.date.accessioned | 2024-08-08T01:22:52Z | - |
dc.date.available | 2024-08-08T01:22:52Z | - |
dc.date.created | 2022-03-22 | - |
dc.date.created | 2022-03-22 | - |
dc.date.issued | 2022-01 | - |
dc.identifier.citation | Journal of Natural Products, Vol.85 No.1, pp.83-90 | - |
dc.identifier.issn | 0163-3864 | - |
dc.identifier.uri | https://hdl.handle.net/10371/205541 | - |
dc.description.abstract | Single-strain cultivation of a mountain soil-derived Streptomyces sp. GA02 and its coculture with Pandoraea sp. GA02N produced two aromatic products, gwanakosides A and B (1 and 2, respectively). Their spectroscopic analysis revealed that 1 is a new dichlorinated naphthalene glycoside and 2 is a pentacyclic aromatic glycoside. The assignment of the two chlorine atoms in 1 was confirmed by the analysis of its band-selective CLIPHSQMBC spectrum. The sugars in the gwanakosides were identified as 6-deoxy-alpha-L-talopyranose based on H-1-H-1 coupling constants, Rotating frame Overhauser enhancement spectroscopy (ROESY) NMR correlations, and chemical derivatization followed by spectroscopic and chromatographic analyses. The absolute configuration of 2, whose production was enhanced approximately 100-fold in coculture, was proposed based on a quantum mechanics-based chemical shift analysis method, DP4 calculations, and the chemically determined configuration of 6-deoxy-alpha-L-talopyranose. Gwanakoside A displayed inhibitory activity against pathogenic bacteria, including Staphylococcus aureus (MIC = 8 mu g/mL) and Mycobacterium tuberculosis (MIC50 = 15 mu g/mL), and antiproliferative activity against several human cancer cell lines (IC50 = 5.6-19.4 mu M). | - |
dc.language | 영어 | - |
dc.publisher | American Chemical Society | - |
dc.title | Gwanakosides A and B, 6-Deoxy-α-L-talopyranose-Bearing Aromatic Metabolites from a Streptomyces sp. and Coculture with Pandoraea sp. | - |
dc.title.alternative | Gwanakosides A and B, 6-Deoxy-alpha-L-talopyranose-Bearing Aromatic Metabolites from a Streptomyces sp. and Coculture with Pandoraea sp. | - |
dc.type | Article | - |
dc.identifier.doi | 10.1021/acs.jnatprod.1c00703 | - |
dc.citation.journaltitle | Journal of Natural Products | - |
dc.identifier.wosid | 000766753200010 | - |
dc.identifier.scopusid | 2-s2.0-85121981126 | - |
dc.citation.endpage | 90 | - |
dc.citation.number | 1 | - |
dc.citation.startpage | 83 | - |
dc.citation.volume | 85 | - |
dc.description.isOpenAccess | N | - |
dc.contributor.affiliatedAuthor | Shin, Jongheon | - |
dc.contributor.affiliatedAuthor | Lee, Sang Kook | - |
dc.contributor.affiliatedAuthor | Oh, Ki-Bong | - |
dc.contributor.affiliatedAuthor | Oh, Dong-Chan | - |
dc.type.docType | Article | - |
dc.description.journalClass | 1 | - |
dc.subject.keywordPlus | A-C | - |
dc.subject.keywordPlus | ACID | - |
dc.subject.keywordPlus | DISCOVERY | - |
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