Absolute configuration and conformational study of psammaplysins A and B from the Balinese marine sponge Aplysinella strongylata

Mandi, Attila, Mudianta, I. Wayan, Kurtan, Tibor and Garson, Mary J. (2015) Absolute configuration and conformational study of psammaplysins A and B from the Balinese marine sponge Aplysinella strongylata. Journal of Natural Products, 78 8: 2051-2056. doi:10.1021/acs.jnatprod.5b00369


Author Mandi, Attila
Mudianta, I. Wayan
Kurtan, Tibor
Garson, Mary J.
Title Absolute configuration and conformational study of psammaplysins A and B from the Balinese marine sponge Aplysinella strongylata
Formatted title
Absolute configuration and conformational study of psammaplysins A and B from the Balinese marine sponge Aplysinella strongylata
Journal name Journal of Natural Products   Check publisher's open access policy
ISSN 1520-6025
0163-3864
Publication date 2015-08-28
Year available 2015
Sub-type Article (original research)
DOI 10.1021/acs.jnatprod.5b00369
Open Access Status Not yet assessed
Volume 78
Issue 8
Start page 2051
End page 2056
Total pages 6
Place of publication Washington, DC United States
Publisher American Chemical Society
Language eng
Formatted 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.
Q-Index Code C1
Q-Index Status Confirmed Code
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: Official 2016 Collection
School of Chemistry and Molecular Biosciences
 
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