6533b7d7fe1ef96bd126859b

RESEARCH PRODUCT

A new member of the fusaricidin family – structure elucidation and synthesis of fusaricidin E

Eckhard ThinesTill OpatzLuis AnteloLouis P. SandjoMarcel ReimannIsabella Siepe

subject

cyclodepsipeptidesStereochemistry010402 general chemistryTandem mass spectrometry01 natural sciencesFull Research Paperlcsh:QD241-441Paenibacilluslcsh:Organic chemistrySide chaintotal synthesislcsh:Sciencebiology010405 organic chemistryChemistryFamily structureOrganic Chemistrystructure elucidationTotal synthesisNuclear magnetic resonance spectroscopyfusaricidinsbiology.organism_classificationlipopeptides0104 chemical sciencesChemistryFermentationlcsh:Q

description

Two hitherto unknown fusaricidins were obtained from fermentation broths of three Paenibacillus strains. After structure elucidation based on tandem mass spectrometry and NMR spectroscopy, fusaricidin E was synthesized to confirm the structure and the suggested stereochemistry. The synthesis was based on a new strategy which includes an efficient access to the 15-guanidino-3-hydroxypentadecanoyl (GHPD) side chain from erucamide.

10.3762/bjoc.13.140https://doaj.org/article/fbd450c3aec94deaaea54ecc107d4948