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Phallusialides A-E, Pyrrole-Derived Alkaloids Discovered from a Marine-Derived Micromonospora sp. Bacterium Using MS-Based Metabolomics Approaches.


ABSTRACT: Integrating MS-based metabolomics approaches, LC-MS-PCA and molecular networking enabled the targeted isolation of five new pyrrole-derived alkaloids, phallusialides A-E (1-5), from a marine-derived Micromonospora sp. bacterium. The structures of 1-5 were elucidated by analysis of their HRMS, MS/MS, and NMR spectroscopic data. The absolute configuration of phallusialide A (1) was determined on the basis of comparisons of experimental and theoretically calculated ECD spectra. Compounds 1 and 2 exhibited antibacterial activity against methicillin resistant S. aureus (MRSA) and E. coli, with MIC values of 32 and 64 ?g/mL, respectively, whereas 3-5 showed no antibacterial activity even at 256 ?g/mL, yielding important SAR insights for this class of compounds.

SUBMITTER: Zhang F 

PROVIDER: S-EPMC7784719 | biostudies-literature | 2019 Dec

REPOSITORIES: biostudies-literature

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Phallusialides A-E, Pyrrole-Derived Alkaloids Discovered from a Marine-Derived <i>Micromonospora</i> sp. Bacterium Using MS-Based Metabolomics Approaches.

Zhang Fan F   Braun Doug R DR   Chanana Shaurya S   Rajski Scott R SR   Bugni Tim S TS  

Journal of natural products 20191203 12


Integrating MS-based metabolomics approaches, LC-MS-PCA and molecular networking enabled the targeted isolation of five new pyrrole-derived alkaloids, phallusialides A-E (<b>1</b>-<b>5</b>), from a marine-derived <i>Micromonospora</i> sp. bacterium. The structures of <b>1</b>-<b>5</b> were elucidated by analysis of their HRMS, MS/MS, and NMR spectroscopic data. The absolute configuration of phallusialide A (<b>1</b>) was determined on the basis of comparisons of experimental and theoretically ca  ...[more]

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