Corrigendum: Steroidal Saponins Isolated from an Australian Yam (Dioscorea sp.)

Challinor, Victoria L., Smith, David M. and De Voss, James J. (2011) Corrigendum: Steroidal Saponins Isolated from an Australian Yam (Dioscorea sp.). Australian Journal of Chemistry, 64 11: 1540-1540. doi:10.1071/CH11056_CO


Author Challinor, Victoria L.
Smith, David M.
De Voss, James J.
Title Corrigendum: Steroidal Saponins Isolated from an Australian Yam (Dioscorea sp.)
Formatted title
Corrigendum: Steroidal Saponins Isolated from an Australian Yam (Dioscorea sp.)
Journal name Australian Journal of Chemistry   Check publisher's open access policy
ISSN 0004-9425
1445-0038
Publication date 2011
Year available 2011
Sub-type Correction/erratum
DOI 10.1071/CH11056_CO
Volume 64
Issue 11
Start page 1540
End page 1540
Total pages 1
Place of publication Collingwood, VIC, Australia
Publisher CSIRO Publishing
Collection year 2012
Language eng
Formatted abstract
The above paper reported the isolation of two furostanol steroidal saponins whose 25R absolute configuration was assigned on the basis of the geminal proton resonances ofH2-26 in methanol-d4, in accord with literature. However, subsequent acquisition of complete NMR data in pyridine-d5/D2O (~9:1) for 1 and 2 showed chemical shifts for H2-26 in 1H 3.51 and 4.10 ppm, Δδ0.59) and 2H 3.50 and 4.10 ppm, Δδ0.60) that were consistent with 25S (Δδ.0.57) rather than 25R (Δδ.0.48) stereochemistry. Additionally, the chemical shifts of H2-26 in 2 do not match those reported for protogracillin (25R) in pyridine-d5. Finally, the chemical shift of H3-27 (in pyridine-d5/D2O) was observed at δH 1.04 ppm (d, J¼6.7 Hz) for both 1 and 2, again more consistent with 25S (typically δH 1.01–1.05 ppm) as opposed to 25RH 0.98–1.03 ppm) configuration. The structures of the isolated saponins should therefore be revised to the 25S configured 1β-hydroxy protoneogracillin and protoneogracillin.
Q-Index Code CX
Q-Index Status Provisional Code
Institutional Status UQ

Document type: Journal Article
Sub-type: Correction/erratum
Collections: Temporary Review
School of Chemistry and Molecular Biosciences
 
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Created: Mon, 20 Feb 2012, 13:03:53 EST by Lucy O'Brien on behalf of School of Chemistry & Molecular Biosciences