Crystal structures of hibiscus acid and hibiscus acid dimethyl ester isolated from Hibiscus sabdariffa (Malvaceae)

The biologically active title compounds have been isolated from Hibiscus sabdariffa plants, hibiscus acid as a dimethyl sulfoxide monosolvate [systematic name: (2S,3R)-3-hydroxy-5-oxo-2,3,4,5-tetrahydrofuran-2,3-dicarboxylic acid dimethyl sulfoxide monosolvate], C6H6O7·C2H6OS, (I), and hibiscus acid...

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Main Authors: Ahmed M. Zheoat, Alexander I. Gray, John O. Igoli, Alan R. Kennedy, Valerie A. Ferro
Format: Article
Language:English
Published: International Union of Crystallography 2017-09-01
Series:Acta Crystallographica Section E: Crystallographic Communications
Subjects:
Online Access:http://scripts.iucr.org/cgi-bin/paper?S2056989017011902
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spelling doaj-e51fa123dc374b57b2fd5ae2819e4a5b2020-11-24T23:27:08ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902017-09-017391368137110.1107/S2056989017011902zs2386Crystal structures of hibiscus acid and hibiscus acid dimethyl ester isolated from Hibiscus sabdariffa (Malvaceae)Ahmed M. Zheoat0Alexander I. Gray1John O. Igoli2Alan R. Kennedy3Valerie A. Ferro4Strathclyde Institute of Pharmacy and Biomedical Sciences, University of Strathclyde, 161 Cathedral Street, Glasgow G4 0RE, ScotlandStrathclyde Institute of Pharmacy and Biomedical Sciences, University of Strathclyde, 161 Cathedral Street, Glasgow G4 0RE, ScotlandStrathclyde Institute of Pharmacy and Biomedical Sciences, University of Strathclyde, 161 Cathedral Street, Glasgow G4 0RE, ScotlandWestchem, Department of Pure & Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, ScotlandStrathclyde Institute of Pharmacy and Biomedical Sciences, University of Strathclyde, 161 Cathedral Street, Glasgow G4 0RE, ScotlandThe biologically active title compounds have been isolated from Hibiscus sabdariffa plants, hibiscus acid as a dimethyl sulfoxide monosolvate [systematic name: (2S,3R)-3-hydroxy-5-oxo-2,3,4,5-tetrahydrofuran-2,3-dicarboxylic acid dimethyl sulfoxide monosolvate], C6H6O7·C2H6OS, (I), and hibiscus acid dimethyl ester [systematic name: dimethyl (2S,3R)-3-hydroxy-5-oxo-2,3,4,5-tetrahydrofuran-2,3-dicarboxylate], C8H10O7, (II). Compound (I) forms a layered structure with alternating layers of lactone and solvent molecules, that include a two-dimensional hydrogen-bonding construct. Compound (II) has two crystallographically independent and conformationally similar molecules per asymmetric unit and forms a one-dimensional hydrogen-bonding construct. The known absolute configuration for both compounds has been confirmed.http://scripts.iucr.org/cgi-bin/paper?S2056989017011902crystal structurenatural productshibiscuslactone acidshydrogen bonding
collection DOAJ
language English
format Article
sources DOAJ
author Ahmed M. Zheoat
Alexander I. Gray
John O. Igoli
Alan R. Kennedy
Valerie A. Ferro
spellingShingle Ahmed M. Zheoat
Alexander I. Gray
John O. Igoli
Alan R. Kennedy
Valerie A. Ferro
Crystal structures of hibiscus acid and hibiscus acid dimethyl ester isolated from Hibiscus sabdariffa (Malvaceae)
Acta Crystallographica Section E: Crystallographic Communications
crystal structure
natural products
hibiscus
lactone acids
hydrogen bonding
author_facet Ahmed M. Zheoat
Alexander I. Gray
John O. Igoli
Alan R. Kennedy
Valerie A. Ferro
author_sort Ahmed M. Zheoat
title Crystal structures of hibiscus acid and hibiscus acid dimethyl ester isolated from Hibiscus sabdariffa (Malvaceae)
title_short Crystal structures of hibiscus acid and hibiscus acid dimethyl ester isolated from Hibiscus sabdariffa (Malvaceae)
title_full Crystal structures of hibiscus acid and hibiscus acid dimethyl ester isolated from Hibiscus sabdariffa (Malvaceae)
title_fullStr Crystal structures of hibiscus acid and hibiscus acid dimethyl ester isolated from Hibiscus sabdariffa (Malvaceae)
title_full_unstemmed Crystal structures of hibiscus acid and hibiscus acid dimethyl ester isolated from Hibiscus sabdariffa (Malvaceae)
title_sort crystal structures of hibiscus acid and hibiscus acid dimethyl ester isolated from hibiscus sabdariffa (malvaceae)
publisher International Union of Crystallography
series Acta Crystallographica Section E: Crystallographic Communications
issn 2056-9890
publishDate 2017-09-01
description The biologically active title compounds have been isolated from Hibiscus sabdariffa plants, hibiscus acid as a dimethyl sulfoxide monosolvate [systematic name: (2S,3R)-3-hydroxy-5-oxo-2,3,4,5-tetrahydrofuran-2,3-dicarboxylic acid dimethyl sulfoxide monosolvate], C6H6O7·C2H6OS, (I), and hibiscus acid dimethyl ester [systematic name: dimethyl (2S,3R)-3-hydroxy-5-oxo-2,3,4,5-tetrahydrofuran-2,3-dicarboxylate], C8H10O7, (II). Compound (I) forms a layered structure with alternating layers of lactone and solvent molecules, that include a two-dimensional hydrogen-bonding construct. Compound (II) has two crystallographically independent and conformationally similar molecules per asymmetric unit and forms a one-dimensional hydrogen-bonding construct. The known absolute configuration for both compounds has been confirmed.
topic crystal structure
natural products
hibiscus
lactone acids
hydrogen bonding
url http://scripts.iucr.org/cgi-bin/paper?S2056989017011902
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