Utilizing DART Mass Spectrometry to Pinpoint Halogenated Metabolites from a Marine Invertebrate-derived Fungus

Overview

Journal J Org Chem

Publisher American Chemical Society

Specialty Chemistry

Date 2011 Jun 21

PMID 21682275

Citations 20

Authors

Katharine R Watts

Steven T Loveridge

Karen Tenney

Joseph Media

Frederick A Valeriote

Phillip Crews

Affiliations

Soon will be listed here.

Abstract

Prenylated indole alkaloids are a diverse group of fungal secondary metabolites and represent an important biosynthetic class. In this study we have identified new halogenated prenyl-indole alkaloids from an invertebrate-derived Malbranchea graminicola strain. Using direct analysis in real time (DART) mass spectrometry, these compounds were initially detected from hyphae of the fungus grown on agar plates, without the need for any organic extraction. Subsequently, the metabolites were isolated from liquid culture in artificial seawater. The structures of two novel chlorinated metabolites, named (-)-spiromalbramide and (+)-isomalbrancheamide B, provide additional insights into the assembly of the malbrancheamide compound family. Remarkably, two new brominated analogues, (+)-malbrancheamide C and (+)-isomalbrancheamide C, were produced by enriching the growth medium with bromine salts.

Citing Articles

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