Forskning ved Københavns Universitet - Københavns Universitet

Forside

Revision of the absolute configurations of bethosides B and C and their aglycone

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningfagfællebedømt

Standard

Revision of the absolute configurations of bethosides B and C and their aglycone. / Challinor, Victoria L; Hayes, Patricia Y; Bernhardt, Paul V; Kitching, William; Lehmann, Reginald P; De Voss, James J.

I: Journal of Organic Chemistry, Bind 76, Nr. 17, 02.09.2011, s. 7275-80.

Publikation: Bidrag til tidsskriftTidsskriftartikelForskningfagfællebedømt

Harvard

Challinor, VL, Hayes, PY, Bernhardt, PV, Kitching, W, Lehmann, RP & De Voss, JJ 2011, 'Revision of the absolute configurations of bethosides B and C and their aglycone', Journal of Organic Chemistry, bind 76, nr. 17, s. 7275-80. https://doi.org/10.1021/jo2012797

APA

Challinor, V. L., Hayes, P. Y., Bernhardt, P. V., Kitching, W., Lehmann, R. P., & De Voss, J. J. (2011). Revision of the absolute configurations of bethosides B and C and their aglycone. Journal of Organic Chemistry, 76(17), 7275-80. https://doi.org/10.1021/jo2012797

Vancouver

Challinor VL, Hayes PY, Bernhardt PV, Kitching W, Lehmann RP, De Voss JJ. Revision of the absolute configurations of bethosides B and C and their aglycone. Journal of Organic Chemistry. 2011 sep 2;76(17):7275-80. https://doi.org/10.1021/jo2012797

Author

Challinor, Victoria L ; Hayes, Patricia Y ; Bernhardt, Paul V ; Kitching, William ; Lehmann, Reginald P ; De Voss, James J. / Revision of the absolute configurations of bethosides B and C and their aglycone. I: Journal of Organic Chemistry. 2011 ; Bind 76, Nr. 17. s. 7275-80.

Bibtex

@article{24953e8e6bb947d4be981f6379c23441,
title = "Revision of the absolute configurations of bethosides B and C and their aglycone",
abstract = "The absolute stereochemistry of the steroidal saponins bethosides B and C was previously assigned as (22R,25R) on the basis of work that employed Horeau's method. Our studies of helosides A and B created doubt about both the original assignment and consequently our conclusion that relied upon it. The absolute configurations of bethosides B and C are revised to (22S,25R) following X-ray crystallographic analysis of their aglycone. Synthesis and full spectral characterization of both the 22R and 22S aglycones is reported to facilitate future stereochemical assignments in this series of saponins.",
keywords = "Alcohols, Crystallography, X-Ray, Glycosides, Magnetic Resonance Spectroscopy, Models, Molecular, Molecular Structure, Phytosterols, Saponins, Stereoisomerism, Journal Article, Research Support, Non-U.S. Gov't",
author = "Challinor, {Victoria L} and Hayes, {Patricia Y} and Bernhardt, {Paul V} and William Kitching and Lehmann, {Reginald P} and {De Voss}, {James J}",
year = "2011",
month = "9",
day = "2",
doi = "10.1021/jo2012797",
language = "English",
volume = "76",
pages = "7275--80",
journal = "Journal of Organic Chemistry",
issn = "0022-3263",
publisher = "American Chemical Society",
number = "17",

}

RIS

TY - JOUR

T1 - Revision of the absolute configurations of bethosides B and C and their aglycone

AU - Challinor, Victoria L

AU - Hayes, Patricia Y

AU - Bernhardt, Paul V

AU - Kitching, William

AU - Lehmann, Reginald P

AU - De Voss, James J

PY - 2011/9/2

Y1 - 2011/9/2

N2 - The absolute stereochemistry of the steroidal saponins bethosides B and C was previously assigned as (22R,25R) on the basis of work that employed Horeau's method. Our studies of helosides A and B created doubt about both the original assignment and consequently our conclusion that relied upon it. The absolute configurations of bethosides B and C are revised to (22S,25R) following X-ray crystallographic analysis of their aglycone. Synthesis and full spectral characterization of both the 22R and 22S aglycones is reported to facilitate future stereochemical assignments in this series of saponins.

AB - The absolute stereochemistry of the steroidal saponins bethosides B and C was previously assigned as (22R,25R) on the basis of work that employed Horeau's method. Our studies of helosides A and B created doubt about both the original assignment and consequently our conclusion that relied upon it. The absolute configurations of bethosides B and C are revised to (22S,25R) following X-ray crystallographic analysis of their aglycone. Synthesis and full spectral characterization of both the 22R and 22S aglycones is reported to facilitate future stereochemical assignments in this series of saponins.

KW - Alcohols

KW - Crystallography, X-Ray

KW - Glycosides

KW - Magnetic Resonance Spectroscopy

KW - Models, Molecular

KW - Molecular Structure

KW - Phytosterols

KW - Saponins

KW - Stereoisomerism

KW - Journal Article

KW - Research Support, Non-U.S. Gov't

U2 - 10.1021/jo2012797

DO - 10.1021/jo2012797

M3 - Journal article

C2 - 21793522

VL - 76

SP - 7275

EP - 7280

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 17

ER -

ID: 169008146