6533b829fe1ef96bd128ae61

RESEARCH PRODUCT

Gephyromycin, the first bridged angucyclinone, from Streptomyces griseus strain NTK 14

James E. M. StachAnke DieterAlan T. BullAndreas HammHans-peter FiedlerKatja MaksimenkaWerner E.g. MüllerTobias A. M. GulderGerhard LangNiko KocherGerhard Bringmann

subject

Bridged-Ring CompoundsModels MolecularCell SurvivalStereochemistryAnthraquinonesPlant ScienceHorticultureBiochemistryStreptomycesAnimalsMoleculeMolecular BiologyCells CulturedNeuronsMolecular StructurebiologyStrain (chemistry)ChemistryStreptomycetaceaeStreptomyces griseusAbsolute configurationBiological activityGeneral Medicinebiology.organism_classificationRatsCalciumActinomycetalesStreptomyces griseus

description

The new, highly oxygenated angucyclinone gephyromycin was isolated from an extract of a Streptomyces griseus strain. Its unprecedented ether-bridged structure was elucidated by NMR methods and substantiated by single crystal X-ray analysis. The absolute configuration was evidenced by quantum chemical CD calculations. Gephyromycin exhibits glutaminergic activity towards neuronal cells. Furthermore, the known compounds fridamycin E and dehydrorabelomycin were identified.

yearjournalcountryeditionlanguage
2005-03-04Phytochemistry
https://doi.org/10.1016/j.phytochem.2005.04.010