Author: Karin Rahn-hotze

0000000001313194

AUTHOR

Karin Rahn-hotze

showing 2 related works from this author

A surprising switch in absolute configuration of anti-inflammatory macrolactones.

2016

Oxacyclododecindione-type macrolactones exhibit highly potent anti-inflammatory activities even at nanomolar concentration. After the determination of the relative configuration of the stereocenters at C14 and C15 by total synthesis of 4-dechloro-14-deoxyoxacyclododecindione and 14-deoxyoxacyclododecindione, the absolute configuration has now been assigned by X-ray crystallography. Surprisingly, the absolute configuration is (14S,15R) which differs for C15 from that of the well-known derivatives of (S)-curvularin. The biological activities of both enantiomers of 14-deoxyoxacyclododecindione, obtained by racemic synthesis and optical resolution, were investigated and the ring conformation of…

Models MolecularMacrocyclic CompoundsStereochemistryAnti-Inflammatory AgentsMolecular ConformationStereoisomerism010402 general chemistryRing (chemistry)Crystallography X-Ray01 natural sciencesBiochemistryStereocenterchemistry.chemical_compoundHumansPhysical and Theoretical ChemistryNatural product010405 organic chemistryChemistryOrganic ChemistryAbsolute configurationTotal synthesisStereoisomerismCurvularinHep G2 Cells0104 chemical sciencesEnantiomerOrganicbiomolecular chemistry

researchProduct

CCDC 1454207: Experimental Crystal Structure Determination

2016

Related Article: Johannes Tauber, Markus Rohr, Thorsten Walter, Dieter Schollmeyer, Karin Rahn-Hotze, Gerhard Erkel, Till Opatz|2016|Org.Biomol.Chem.|14|3695|doi:10.1039/C6OB00430J

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(4R5S)-14-Chloro-1113-dihydroxy-459-trimethyl-4567-tetrahydro-2H-3-benzoxacyclododecine-210(1H)-dione monohydrateExperimental 3D Coordinates

researchProduct

PEPhysical Sciences and Engineering
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LSLife Sciences
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