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From the same journal

The glycosidic precursor of (Z)-5-ethylidene-2(5H)-furanone in Halocarpus biformis juvenile foliage

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Published copy (DOI)

Author(s)

  • Nigel B. Perry
  • Michael H. Benn
  • Lysa M. Foster
  • Anne Routledge
  • Rex T. Weavers

Department/unit(s)

Publication details

JournalPHYTOCHEMISTRY
DatePublished - May 1996
Issue number2
Volume42
Number of pages7
Pages (from-to)453-459
Original languageEnglish

Abstract

A new glycosidic lactone, (5R,6R)-5-(1-hydroxyethyl)-2(5JH)-furanone β-D-glucopyranoside, has been identified as the principal precursor of (Z)-5-ethylidene-2(5H)-furanone in juvenile foliage of the New Zealand tree Halocarpus biformis. Three related lactone glycosides were isolated in smaller amounts, together with the known phenolic glycosides pyroside, arbutin and picein. The principal lactone glycoside underwent facile elimination of glucose, in neutral or basic conditions, to yield (Z)-5-ethylidene-2(5H)-furanone and its E-isomer. This lactone glycoside was also detected in foliage of H. bidwillii and H. kirkii.

    Research areas

  • (Z)-5-ethylidene-2(5H)-furanone, Glycosides, H. bidwillii, H. kirkii, Halocarpus biformis, Juvenile foliage, Lactones, Podocarpaceae

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