Secundarellone A, B, and C from the leaves of Justicia secunda VAHL

Barbara Theiler; Silvia Revoltella; Martin Zehl; Christina Dangl; Lugardo O Espinoza Caisa; Jürgen König; Johannes Winkler; Ernst Urban; Sabine Glasl

doi:10.1016/j.phytol.2014.05.007

Secundarellone A, B, and C from the leaves of Justicia secunda VAHL

Barbara Theiler, Silvia Revoltella, Martin Zehl, Christina Dangl, Lugardo O Espinoza Caisa, Jürgen König, Johannes Winkler, Ernst Urban, Sabine Glasl

Department of Nutritional Sciences

Publications: Contribution to journal › Article › Peer Reviewed

Abstract

The extract of the leaves of Justicia secunda VAHL (Acanthaceae) was subjected to column chromatography on Sephadex LH-20, silica gel, and RP-18e to yield a pure substance (1) and an equimolar mixture of diastereomers (2 and 3). MS and extensive NMR measurements led to the structure elucidation of these new N-arylpyrrolidones as 3-hydroxy-1-(2'-hydroxy-4',5'-dimethoxyphenyl)pyrrolidin-2-one (1), cis-3,5-dihydroxy-1-(2'-hydroxy-4',5'-dimethoxyphenyl)pyrrolidin-2-one (2), and trans-3,5-dihydroxy-1-(2'-hydroxy-4',5'-dimethoxyphenyl)pyrrolidin-2-one (3). They are named secundarellone A (1), B (2) and C (3) and are the first pyrrolidones isolated from the family of Acanthaceae.

Original language	English
Pages (from-to)	cxxix–cxxxii
Number of pages	4
Journal	Phytochemistry Letters
Volume	10
Early online date	28 May 2014
DOIs	https://doi.org/10.1016/j.phytol.2014.05.007
Publication status	Published - Dec 2014

Austrian Fields of Science 2012

301204 Pharmacognosy
301207 Pharmaceutical chemistry
303009 Nutritional sciences

Keywords

Acanthaceae
Justicia secunda VAHL
N-Arylpyrrolidones
Secundarellone
Structure elucidation

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10.1016/j.phytol.2014.05.007

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title = "Secundarellone A, B, and C from the leaves of Justicia secunda VAHL",

abstract = "The extract of the leaves of Justicia secunda VAHL (Acanthaceae) was subjected to column chromatography on Sephadex LH-20, silica gel, and RP-18e to yield a pure substance (1) and an equimolar mixture of diastereomers (2 and 3). MS and extensive NMR measurements led to the structure elucidation of these new N-arylpyrrolidones as 3-hydroxy-1-(2'-hydroxy-4',5'-dimethoxyphenyl)pyrrolidin-2-one (1), cis-3,5-dihydroxy-1-(2'-hydroxy-4',5'-dimethoxyphenyl)pyrrolidin-2-one (2), and trans-3,5-dihydroxy-1-(2'-hydroxy-4',5'-dimethoxyphenyl)pyrrolidin-2-one (3). They are named secundarellone A (1), B (2) and C (3) and are the first pyrrolidones isolated from the family of Acanthaceae.",

keywords = "Acanthaceae, Justicia secunda VAHL, N-Arylpyrrolidones, Secundarellone, Structure elucidation",

author = "Barbara Theiler and Silvia Revoltella and Martin Zehl and Christina Dangl and Caisa, \{Lugardo O Espinoza\} and J{\"u}rgen K{\"o}nig and Johannes Winkler and Ernst Urban and Sabine Glasl",

year = "2014",

month = dec,

doi = "10.1016/j.phytol.2014.05.007",

language = "English",

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T1 - Secundarellone A, B, and C from the leaves of Justicia secunda VAHL

AU - Theiler, Barbara

AU - Revoltella, Silvia

AU - Zehl, Martin

AU - Dangl, Christina

AU - Caisa, Lugardo O Espinoza

AU - König, Jürgen

AU - Winkler, Johannes

AU - Urban, Ernst

AU - Glasl, Sabine

PY - 2014/12

Y1 - 2014/12

N2 - The extract of the leaves of Justicia secunda VAHL (Acanthaceae) was subjected to column chromatography on Sephadex LH-20, silica gel, and RP-18e to yield a pure substance (1) and an equimolar mixture of diastereomers (2 and 3). MS and extensive NMR measurements led to the structure elucidation of these new N-arylpyrrolidones as 3-hydroxy-1-(2'-hydroxy-4',5'-dimethoxyphenyl)pyrrolidin-2-one (1), cis-3,5-dihydroxy-1-(2'-hydroxy-4',5'-dimethoxyphenyl)pyrrolidin-2-one (2), and trans-3,5-dihydroxy-1-(2'-hydroxy-4',5'-dimethoxyphenyl)pyrrolidin-2-one (3). They are named secundarellone A (1), B (2) and C (3) and are the first pyrrolidones isolated from the family of Acanthaceae.

AB - The extract of the leaves of Justicia secunda VAHL (Acanthaceae) was subjected to column chromatography on Sephadex LH-20, silica gel, and RP-18e to yield a pure substance (1) and an equimolar mixture of diastereomers (2 and 3). MS and extensive NMR measurements led to the structure elucidation of these new N-arylpyrrolidones as 3-hydroxy-1-(2'-hydroxy-4',5'-dimethoxyphenyl)pyrrolidin-2-one (1), cis-3,5-dihydroxy-1-(2'-hydroxy-4',5'-dimethoxyphenyl)pyrrolidin-2-one (2), and trans-3,5-dihydroxy-1-(2'-hydroxy-4',5'-dimethoxyphenyl)pyrrolidin-2-one (3). They are named secundarellone A (1), B (2) and C (3) and are the first pyrrolidones isolated from the family of Acanthaceae.

KW - Acanthaceae

KW - Justicia secunda VAHL

KW - N-Arylpyrrolidones

KW - Secundarellone

KW - Structure elucidation

UR - https://www.scopus.com/pages/publications/84910622790

U2 - 10.1016/j.phytol.2014.05.007

DO - 10.1016/j.phytol.2014.05.007

M3 - Article

AN - SCOPUS:84910622790

SN - 1874-3900

VL - 10

SP - cxxix–cxxxii

JO - Phytochemistry Letters

JF - Phytochemistry Letters

ER -

Secundarellone A, B, and C from the leaves of Justicia secunda VAHL

Abstract

Austrian Fields of Science 2012

Keywords

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