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231225s2021 xx |||||o 00| ||eng c |
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|a 10.1002/mrc.5070
|2 doi
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|a pubmed24n1039.xml
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|a eng
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|a Ding, Ling
|e verfasserin
|4 aut
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|a Plant-like cadinane sesquiterpenes from an actinobacterial mangrove endophyte
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|c 2021
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|a Text
|b txt
|2 rdacontent
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|a ƒaComputermedien
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|a ƒa Online-Ressource
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|a Date Completed 19.07.2021
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|a Date Revised 19.07.2021
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|a published: Print-Electronic
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|a Citation Status MEDLINE
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|a © 2020 John Wiley & Sons, Ltd.
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|a Cadinanes are typical plant sesquiterpenes with a broad range of biological functions. We report the isolation of three cadinanes (1-3) from a bacterial endophyte (Streptomyces sp.) of the mangrove plant Bruguiera gymnorrhiza. The structures of two new cadinenes, (+)-11-hydroxy-epicubenol (1) and (+)-12-hydroxy-epicubenol (2) were elucidated by nuclear magnetic resonance (NMR) and mass spectrometry. The bacterial product (+)-11-hydroxy-epicubenol was elucidated to be an enantiomer of the plant product pubinernoid C. (+)-12-Hydroxy-epicubenol was established as a diastereomer of the basidiomycete product trichapargin A. In addition, a crystal structure analysis corroborated the structure and configuration of 5,11-epoxy-10-cadinanol (3), a cadinane cycloether initially described as a natural product from liverwort. The discovery of oxygenated cadinanes from a bacterial endophyte may set the basis for the production of cadinanes by bacterial fermentation
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|a Journal Article
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|a Research Support, Non-U.S. Gov't
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|a 2D NMR
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|a NMR
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|a Streptomyces
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|a cadinane
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|a endophyte
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|a epicubenol
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|a sesquiterpene
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|a terpene
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|a Polycyclic Sesquiterpenes
|2 NLM
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|a cadinane
|2 NLM
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|a Görls, Helmar
|e verfasserin
|4 aut
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|a Hertweck, Christian
|e verfasserin
|4 aut
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| 773 |
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|i Enthalten in
|t Magnetic resonance in chemistry : MRC
|d 1985
|g 59(2021), 1 vom: 21. Jan., Seite 34-42
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|g volume:59
|g year:2021
|g number:1
|g day:21
|g month:01
|g pages:34-42
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|u http://dx.doi.org/10.1002/mrc.5070
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