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

Ahmed M. Zheoat, Alexander Gray, John Igoli, Alan R. Kennedy, Valerie A. Ferro

Research output: Contribution to journalArticle

4 Citations (Scopus)
28 Downloads (Pure)

Abstract

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], C6H6O7C2H6OS, (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.
Original languageEnglish
Pages (from-to)1368-1371
Number of pages4
JournalActa Crystallographica Section E: Structure Reports
VolumeE73
DOIs
Publication statusPublished - 22 Aug 2017

Keywords

  • crystal structure
  • natural products
  • hibiscus
  • lactone acids
  • hydogen bonding

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