Polygonifoliol, a New Tirucallane Triterpene from the Latex of the Seaside Sandmat Euphorbia polygonifolia

José Luis Giner; Timothy N. Schroeder

doi:10.1002/cbdv.201400426

Polygonifoliol, a New Tirucallane Triterpene from the Latex of the Seaside Sandmat Euphorbia polygonifolia

José Luis Giner
, Timothy N. Schroeder

Chemistry

College of Environmental Science & Forestry

SUNY College of Environmental Science and Forestry

Research output: Contribution to journal › Article › peer-review

7 Scopus citations

Abstract

The genus Euphorbia contains over 2000 species which exhibit a considerable diversity of di- and triterpenes in their latex. The North American species Euphorbia polygonifolia is a low growing plant of Atlantic and Great Lake beaches. The composition of its free and esterified triterpene alcohols was determined by HPLC and ¹H-NMR analyses. An unreported triterpene alcohol was found as 2.6% and 10.3% of the free and esterified fractions, respectively. The structure of the new triterpene alcohol was determined using HMBC, and its configurational assignment was secured by acid-catalyzed isomerization to isotirucallol. The new compound, polygonifoliol, was shown to be Δ¹²-isotirucallol.

Original language	English
Pages (from-to)	1126-1129
Number of pages	4
Journal	Chemistry and Biodiversity
Volume	12
Issue number	7
DOIs	https://doi.org/10.1002/cbdv.201400426
State	Published - Jul 1 2015

Keywords

Chemotaxonomy
Steroids
Triterpenoids

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10.1002/cbdv.201400426

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title = "Polygonifoliol, a New Tirucallane Triterpene from the Latex of the Seaside Sandmat Euphorbia polygonifolia",

abstract = "The genus Euphorbia contains over 2000 species which exhibit a considerable diversity of di- and triterpenes in their latex. The North American species Euphorbia polygonifolia is a low growing plant of Atlantic and Great Lake beaches. The composition of its free and esterified triterpene alcohols was determined by HPLC and 1H-NMR analyses. An unreported triterpene alcohol was found as 2.6\% and 10.3\% of the free and esterified fractions, respectively. The structure of the new triterpene alcohol was determined using HMBC, and its configurational assignment was secured by acid-catalyzed isomerization to isotirucallol. The new compound, polygonifoliol, was shown to be Δ12-isotirucallol.",

keywords = "Chemotaxonomy, Steroids, Triterpenoids",

author = "Giner, \{Jos{\'e} Luis\} and Schroeder, \{Timothy N.\}",

note = "Publisher Copyright: Copyright {\textcopyright} 2015 Verlag Helvetica Chimica Acta AG, Z{\"u}rich.",

year = "2015",

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doi = "10.1002/cbdv.201400426",

language = "English",

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T1 - Polygonifoliol, a New Tirucallane Triterpene from the Latex of the Seaside Sandmat Euphorbia polygonifolia

AU - Giner, José Luis

AU - Schroeder, Timothy N.

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N2 - The genus Euphorbia contains over 2000 species which exhibit a considerable diversity of di- and triterpenes in their latex. The North American species Euphorbia polygonifolia is a low growing plant of Atlantic and Great Lake beaches. The composition of its free and esterified triterpene alcohols was determined by HPLC and 1H-NMR analyses. An unreported triterpene alcohol was found as 2.6% and 10.3% of the free and esterified fractions, respectively. The structure of the new triterpene alcohol was determined using HMBC, and its configurational assignment was secured by acid-catalyzed isomerization to isotirucallol. The new compound, polygonifoliol, was shown to be Δ12-isotirucallol.

AB - The genus Euphorbia contains over 2000 species which exhibit a considerable diversity of di- and triterpenes in their latex. The North American species Euphorbia polygonifolia is a low growing plant of Atlantic and Great Lake beaches. The composition of its free and esterified triterpene alcohols was determined by HPLC and 1H-NMR analyses. An unreported triterpene alcohol was found as 2.6% and 10.3% of the free and esterified fractions, respectively. The structure of the new triterpene alcohol was determined using HMBC, and its configurational assignment was secured by acid-catalyzed isomerization to isotirucallol. The new compound, polygonifoliol, was shown to be Δ12-isotirucallol.

KW - Chemotaxonomy

KW - Steroids

KW - Triterpenoids

UR - https://www.scopus.com/pages/publications/84946750210

U2 - 10.1002/cbdv.201400426

DO - 10.1002/cbdv.201400426

M3 - Article

C2 - 26172332

SN - 1612-1872

VL - 12

SP - 1126

EP - 1129

JO - Chemistry and Biodiversity

JF - Chemistry and Biodiversity

IS - 7

ER -

Polygonifoliol, a New Tirucallane Triterpene from the Latex of the Seaside Sandmat Euphorbia polygonifolia

Abstract

Keywords

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