| Autor: |
Florian Mann, Daiane Szczerbowski, Lisa de Silva, Melanie McClure, Marianne Elias, Stefan Schulz |
| Přispěvatelé: |
Institute of Organic Chemistry, Technische Universität Braunschweig, Laboratoire Ecologie, Evolution, Interactions des Systèmes amazoniens (LEEISA), Centre National de la Recherche Scientifique (CNRS)-Université de Guyane (UG)-Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER), Institut de Systématique, Evolution, Biodiversité (ISYEB ), Muséum national d'Histoire naturelle (MNHN)-École pratique des hautes études (EPHE), Université Paris sciences et lettres (PSL)-Université Paris sciences et lettres (PSL)-Sorbonne Université (SU)-Centre National de la Recherche Scientifique (CNRS)-Université des Antilles (UA), Université Paris sciences et lettres (PSL)-Université Paris sciences et lettres (PSL)-Université Pierre et Marie Curie - Paris 6 (UPMC)-Centre National de la Recherche Scientifique (CNRS), Technische Universität Braunschweig = Technical University of Braunschweig [Braunschweig] |
| Rok vydání: |
2020 |
| Předmět: |
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| DOI: |
10.3762/bxiv.2020.90.v1 |
| Popis: |
Male ithomiine butterflies (Nymphalidae: Danainae) have hairpencils on the forewings (i.e. androconia) that disseminate semiochemicals during courtship. While most ithomiines are known to contain derivatives of pyrrolizidine alkaloids, dihydropyrrolizines or g-lactones in these androconia, here we report on a new class of fatty acid esters identified in two subspecies, Ithomia salapia aquinia and I. s. derasa. The major components were identified as isoprenyl (3-methyl-3-butenyl) (Z)-3-acetyloxy-11-octadecenoate, isoprenyl (Z)-3-acetyloxy-13-octadecenoate (12) and isoprenyl 3-acetyloxyoctadecanoate (11) by GC/MS- and GC/IR-analyses, microderivatizations, and synthesis of representative compounds. The absolute configuration of 12 was determined to be R. The two subspecies differed not only in the composition of the ester bouquet, but also in the composition of more volatile androconial constituents. While some individuals of I. s. aquinia contained ithomiolide A, a PA derived g-lactone, I. s. derasa carried the sesquiterpene a-elemol in the androconia. These differences might be important for the reproductive isolation of the two subspecies, in line with previously reported low gene exchange between the two species in regions where they co-occur. Furthermore, the occurrence of positional isomers of unsaturated fatty acid derivatives indicates activity of two different desaturases within these butterflies, D9 and D11, which has not been reported before in male Lepidoptera. |
| Databáze: |
OpenAIRE |
| Externí odkaz: |
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