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Structure Determination of New Iridals from Iris pallida and Iris foetidissima
Author(s) -
Littek Andrè,
Marner FranzJosef
Publication year - 1991
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/hlca.19910740838
Subject(s) - chemistry , moiety , rhizome , biogenesis , stereochemistry , iris (biosensor) , botany , biochemistry , biology , gene , computer security , biometrics , computer science
The four novel iridals 8 – 10 and 18 were isolated from rhizome extracts of Iris pallida and Iris foetidissima , and their structures were established by spectroscopic methods and oxidative degradation. The compounds 8 – 10 bearing a conjugated triene moiety are extremely labile and decompose rapidly. Thus, the monocyclic triene 8 was only isolated after its conversion to a Diels ‐ Alder adduct with 4‐phenyl‐3H‐1,2,4‐triazole‐3,5(4 H )‐dione ( 14 ), The tricyclic iridal 18 is a hitherto unknown precursor of α‐irone. The possible biogenesis of these unusual triterpenoids is discussed.