Full metadata record
DC Field | Value | Language |
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dc.contributor.author | 남상집 | - |
dc.date.accessioned | 2024-08-26T16:31:03Z | - |
dc.date.available | 2024-08-26T16:31:03Z | - |
dc.date.issued | 2024 | - |
dc.identifier.issn | 1633-3864 | - |
dc.identifier.other | OAK-35822 | - |
dc.identifier.uri | https://dspace.ewha.ac.kr/handle/2015.oak/269329 | - |
dc.description.abstract | Serratiomycin (1) is an antibacterial cyclic depsipeptide, first discovered from a Eubacterium culture in 1998. This compound was initially reported to contain l-Leu, l-Ser, l-allo-Thr, d-Phe, d-Ile, and hydroxydecanoic acid. In the present study, 1 and three new derivatives, serratiomycin D1-D3 (2-4), were isolated from a Serratia sp. strain isolated from the exoskeleton of a long-horned beetle. The planar structures of 1-4 were elucidated by using mass spectrometry (MS) and nuclear magnetic resonance (NMR) spectroscopy. Comparison of the NMR chemical shifts and the physicochemical data of 1 to those of previously reported serratiomycin indeed identified 1 as serratiomycin. The absolute configurations of the amino units in compounds 1-4 were determined by the advanced Marfey’s method, 2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyl isothiocyanate derivatization, and liquid chromatography-mass spectrometric (LC-MS) analysis. Additionally, methanolysis and the modified Mosher’s method were used to determine the absolute configuration of (3R)-hydroxydecanoic acid in 1. Consequently, the revised structure of 1 was found to possess d-Leu, l-Ser, l-Thr, d-Phe, l-allo-Ile, and d-hydroxydecanoic acid. In comparison with the previously published structure of serratiomycin, l-Leu, l-allo-Thr, and d-Ile in serratiomycin were revised to d-Leu, l-Thr, and l-allo-Ile. The new members of the serratiomycin family, compounds 2 and 3, showed considerably higher antibacterial activities against Staphylococcus aureus and Salmonella enterica than compound 1. © 2024 American Chemical Society and American Society of Pharmacognosy. | - |
dc.description.sponsorship | American Chemical Society | - |
dc.language | English | - |
dc.title | Serratiomycins D1-D3, Antibacterial Cyclic Peptides from a Serratia sp. and Structure Revision of Serratiomycin | - |
dc.type | Article | - |
dc.relation.issue | 5 | - |
dc.relation.volume | 87 | - |
dc.relation.index | SCIE | - |
dc.relation.index | SCOPUS | - |
dc.relation.startpage | 1330 | - |
dc.relation.lastpage | 1337 | - |
dc.relation.journaltitle | Journal of Natural Products | - |
dc.identifier.doi | 10.1021/acs.jnatprod.3c00993 | - |
dc.identifier.wosid | WOS:001233754500001 | - |
dc.identifier.scopusid | 2-s2.0-85192145481 | - |
dc.author.google | Du | - |
dc.author.google | Young Eun | - |
dc.author.google | Cui | - |
dc.author.google | Jinsheng | - |
dc.author.google | Cho | - |
dc.author.google | Eunji | - |
dc.author.google | Hwang | - |
dc.author.google | Sunghoon | - |
dc.author.google | Jang | - |
dc.author.google | Yong-Joon | - |
dc.author.google | Oh | - |
dc.author.google | Ki-Bong | - |
dc.author.google | Nam | - |
dc.author.google | Sang-Jip | - |
dc.author.google | Dong-Chan | - |
dc.contributor.scopusid | 남상집(57208839798) | - |
dc.date.modifydate | 20240826115300 | - |