Literature DB >> 31794218

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

Fan Zhang1, Doug R Braun1, Shaurya Chanana1, Scott R Rajski1, Tim S Bugni1.   

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 μg/mL, respectively, whereas 3-5 showed no antibacterial activity even at 256 μg/mL, yielding important SAR insights for this class of compounds.

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Year:  2019        PMID: 31794218      PMCID: PMC7784719          DOI: 10.1021/acs.jnatprod.9b00808

Source DB:  PubMed          Journal:  J Nat Prod        ISSN: 0163-3864            Impact factor:   4.050


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  3 in total

Review 1.  Marine Pyrrole Alkaloids.

Authors:  Kevin Seipp; Leander Geske; Till Opatz
Journal:  Mar Drugs       Date:  2021-09-10       Impact factor: 5.118

Review 2.  Metabolomics on the study of marine organisms.

Authors:  Lina M Bayona; Nicole J de Voogd; Young Hae Choi
Journal:  Metabolomics       Date:  2022-03-02       Impact factor: 4.290

Review 3.  Novel Alkaloids from Marine Actinobacteria: Discovery and Characterization.

Authors:  Anne-Sofie De Rop; Jeltien Rombaut; Thomas Willems; Marilyn De Graeve; Lynn Vanhaecke; Paco Hulpiau; Sofie L De Maeseneire; Maarten L De Mol; Wim K Soetaert
Journal:  Mar Drugs       Date:  2021-12-22       Impact factor: 5.118

  3 in total

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