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Assignment of the CD Cotton Effect to the Chiral Center in Pseurotins, and the Stereochemical Revision of Pseurotin A2

Authors :
Takeshi Yamada
Mina Ohshima
Kaori Yuasa
Takashi Kikuchi
Reiko Tanaka
Source :
Marine Drugs, Vol 14, Iss 4, p 74 (2016)
Publication Year :
2016
Publisher :
MDPI AG, 2016.

Abstract

Pseurotins A1 (1) and A2 (2) were ( S ) = [ (i,j ) ij ] i , j = 1 n isolated from a culture broth of the fungal strain Aspergillus fumigatus WFZ-25 as stereoisomers of pseurotin A (3) in 2011. We also isolated 1 and 2 together with 3 from A. fumigatus OUPS-T106B-5 separated from the marine fish Mugil cephalus. In this study, we re-examined the stereochemistry of 1 and 2 using chemical transformation and the CD spectra, and found the relationship between the CD Cotton effect and the absolute configurations of 1 and 2, which led us to revise the stereostructure of pseurotin A2. .

Details

Language :
English
ISSN :
16603397
Volume :
14
Issue :
4
Database :
Directory of Open Access Journals
Journal :
Marine Drugs
Publication Type :
Academic Journal
Accession number :
edsdoj.b4be0dd60d6747f7911d3ea56df1cd10
Document Type :
article
Full Text :
https://doi.org/10.3390/md14040074