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Epoxytetrahydroedulan, a New Terpenoid from the Hairpencils of Euploea (Lep.: Danainae) Butterflies
Author(s) -
Francke Wittko,
Schulz Stefan,
Sinnwell Volker,
König Wilfried A.,
Roisin Yves
Publication year - 1989
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198919890291
Subject(s) - danaus , undecane , terpenoid , chemistry , genus , stereochemistry , botany , lepidoptera genitalia , biology
The main component among the volatiles from hairpencils of male danaid butterflies of the genus Euploea was found to be 9,10‐epoxytetrahydroedulan: (1 R ,2 S ,4 S ,7 R , 10 S )‐1,6,6,10‐tetramethyl‐3,11‐dioxatricyclo[5.4.0.0 2,4 ]undecane ( 12 ). Identification and synthesis of the compound are described. Another edulan derivative, (1 R ,3 S ,6 R )‐1,3,7,7‐tetramethyl‐2‐oxabicyclo[4.4.0]dec‐9‐en‐8‐one ( 13 ) could be identified from the hairpencils of Danaus plexippus males.