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Hoogianal, a β ‐Irone Precursor from Iris hoogiana Dykes (Iridaceae)
Author(s) -
Marner FranzJosef,
Hanisch Bernadette
Publication year - 2001
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/1522-2675(20010418)84:4<933::aid-hlca933>3.0.co;2-y
Subject(s) - chemistry , iridaceae , rhizome , natural product , stereochemistry , enantioselective synthesis , fractionation , chromatography , organic chemistry , botany , catalysis , biology
Fractionation of the lipid extract from rhizomes of Iris hoogiana Dykes resulted in the isolation of one new and several known iridals. The latter were identified by comparison with authentic standards as 1 – 5 . The structure of the new natural product, hoogianal ( 11 ), was elucidated by spectroscopic analysis. Oxidative degradation yielded β ‐irone ( 10 ), identified by GC‐ and LC‐MS. The (−)‐(2 S )‐configuration of this oxidation product was determined by enantioselective GC on a chiral cyclodextrin phase and by comparison with the corresponding ketones in laevo‐ and dextrorotatory commercial Iris oils.