title: Solid-state circular dichroism and hydrogen bonding: absolute configuration of massarigenin A from Microsphaeropsis sp.
abstract: Massarigenin A (1) and papyracillic acids A (2) and B (3) were isolated from the endophytic fungus Microsphaeropsis sp. Their structures were elucidated by multidimensional nuclear magnetic resonance spectroscopy; the structure of massarigenin A (1) was also confirmed by X-ray crystallography. The absolute configuration of massarigenin A (1) was established by means of circular dichroism (CD) spectroscopy and time-dependent density functional theory (TDDFT) calculations. The impact of intermolecular hydrogen bonds detected in the crystal packing of 1 on CD spectra measured in the solid state was also investigated.
authors.affiliation: Department Chemie, Universität Paderborn, Warburger Straße 100, 33098 Paderborn, Germany.
authors.forename: Hidayat
authors.initials: H
authors.lastname: Hussain
authors.forename: Ishtiaq
authors.initials: I
authors.lastname: Ahmed
authors.forename: Barbara
authors.initials: B
authors.lastname: Schulz
authors.forename: Siegfried
authors.initials: S
authors.lastname: Draeger
authors.forename: Ulrich
authors.initials: U
authors.lastname: Flörke
authors.forename: Gennaro
authors.initials: G
authors.lastname: Pescitelli
authors.forename: Karsten
authors.initials: K
authors.lastname: Krohn
mesh_terms: D002942:Circular Dichroism / Q000379:methods*; D018360:Crystallography, X-Ray; D005658:Fungi / Q000737:chemistry* / Q000378:metabolism*; D006860:Hydrogen Bonding; D007783:Lactones / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D013141:Spiro Compounds / Q000737:chemistry* / Q000302:isolation & purification
chemical_list: D007783:Lactones; D013141:Spiro Compounds; C568648:massarigenin A