title: Absolute Configuration and Conformational Study of Psammaplysins A and B from the Balinese Marine Sponge Aplysinella strongylata.
abstract: The absolute configuration of psammaplysin A (1) has been assigned as (6R,7R) using experimental and calculated electronic circular dichroism (ECD) data and NMR analysis of MPA esters prepared from the acetamide derivative of 1. Detailed conformational analyses of a truncated model compound of 1 with an in vacuo method and with the PCM solvent model for MeOH have identified the major conformers and factors governing the ECD spectrum of 1. The correlation of the ECD data with the stereochemistry of 1 allows configurational assignment of related psammaplysin analogues on the basis of their ECD spectra.
authors.affiliation: Department of Organic Chemistry, University of Debrecen , Debrecen, Hungary.
authors.forename: Attila
authors.initials: A
authors.lastname: Mándi
authors.affiliation: School of Chemistry and Molecular Biosciences, The University of Queensland , Brisbane, QLD 4072, Australia.|Department of Analytical Chemistry, Faculty of Mathematics and Natural Sciences, Ganesha University of Education , Bali, Indonesia.
authors.forename: I Wayan
authors.initials: IW
authors.lastname: Mudianta
authors.affiliation: Department of Organic Chemistry, University of Debrecen , Debrecen, Hungary.
authors.forename: Tibor
authors.initials: T
authors.lastname: Kurtán
authors.affiliation: School of Chemistry and Molecular Biosciences, The University of Queensland , Brisbane, QLD 4072, Australia.
authors.forename: Mary J
authors.initials: MJ
authors.lastname: Garson
mesh_terms: D000818:Animals; D008386:Marine Biology; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera / Q000737:chemistry*; D013141:Spiro Compounds / Q000737:chemistry* / Q000302:isolation & purification*; D013237:Stereoisomerism; D014443:Tyrosine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification
chemical_list: D013141:Spiro Compounds; C584711:psammaplysin A; D014443:Tyrosine