Bioactive steroidal glycosides from the marine sponge Erylus lendenfeldi

Bioassay-guided fractionation of the methanol extract of Erylus lendenfeldi using engineered strains of budding yeast ( Saccharomyces cerevisiae) has resulted in the isolation of the known compound eryloside A ( 1 ) and two new compounds, erylosides K ( 2 ) and L ( 3 ). The structures were establish...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron 2005-01, Vol.61 (5), p.1199-1206
Main Authors: Sandler, Joel S., Forsburg, Susan L., Faulkner, D. John
Format: Article
Language:English
Subjects:
Catalytic hydrogenation
Cell-based assay
Double strand break repair
Modified Mosher's method
Steroidal glycoside
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Bioassay-guided fractionation of the methanol extract of Erylus lendenfeldi using engineered strains of budding yeast ( Saccharomyces cerevisiae) has resulted in the isolation of the known compound eryloside A ( 1 ) and two new compounds, erylosides K ( 2 ) and L ( 3 ). The structures were established based mainly on 1D and 2D NMR data. The absolute stereochemistry of eryloside A, which had never been fully characterized, was determined using the modified Mosher's method. The absolute stereochemistry of eryloside K was determined by comparison with tetrahydroeryloside A. Compounds 1– 3 exhibited selective cytotoxicity against a yeast strain ( Δrad50) deficient in double strand break (DSB) repair. Graphical Abstract
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2004.11.039