6533b874fe1ef96bd12d60ca

RESEARCH PRODUCT

The Creolophins: A Family of Linear Triquinanes fromCreolophus cirrhatus (Basidiomycete)

Friederike DeiningerJudith BirnbacherTimm AnkeTill OpatzTill OpatzAnja SchüfflerHeinz Kolshorn

subject

chemistry.chemical_classificationKetoneStereochemistryOrganic ChemistryAlcoholTumor cellsNuclear magnetic resonance spectroscopyRing (chemistry)Terpenoidchemistry.chemical_compoundchemistryCreolophus cirrhatusMoietyPhysical and Theoretical Chemistry

description

Complicatic acid and five novel linear triquinanes were isolated from mycelial cultures of Creolophus cirrhatus. The creolophins A, C, D, and E represent a novel type of highly oxidized triquinane sesquiterpenoids. Whereas those compounds with a secondary alcohol moiety in ring A are stable, the exomethylene ketone creolophin E (5) partly dimerized during workup to form the decacyclic 1,4-dioxepin-6-one neocreolophin (6). Compounds 5 and 6 display cytotoxic activities against several tumor cell lines.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

https://doi.org/10.1002/ejoc.200700555