Novel Floral Scent Compounds from Night-Blooming Araceae Pollinated by Cyclocephaline Scarabs (Melolonthidae, Cyclocephalini)

Nocturnal flowering plants often release strong scents to attract their pollinators. Among night active flower visitors are cyclocephaline scarab beetles, which have been demonstrated to respond to uncommon volatile organic compounds released in high amounts by their host plants. In Araceae, the mol...

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Bibliographic Details
Published in:Journal of chemical ecology 2019-02, Vol.45 (2), p.204-213
Main Authors: Maia, Artur Campos D., Grimm, Christopher, Schubert, Mario, Etl, Florian, Gonçalves, Eduardo Gomes, Do Amaral Ferraz Navarro, Daniela Maria, Schulz, Stefan, Dötterl, Stefan
Format: Article
Language:English
Subjects:
Acetic acid
Agriculture
Araceae
Beetles
Biochemistry
Biological Microscopy
Biomedical and Life Sciences
Data processing
Ecology
Entomology
Flowering
Headspace
Host plants
Life Sciences
Methylene
Molecular structure
Night
Organic compounds
Plants (botany)
Pollinators
Post-processing
Scents
VOCs
Volatile organic compounds
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Summary:Nocturnal flowering plants often release strong scents to attract their pollinators. Among night active flower visitors are cyclocephaline scarab beetles, which have been demonstrated to respond to uncommon volatile organic compounds released in high amounts by their host plants. In Araceae, the molecular structure of several such compounds is yet to be unveiled. We investigated headspace floral scent samples of Philodendron squamiferum, Thaumatophyllum mello-baretoanum , and Xanthosoma hylaeae by a variety of approaches, leading to the identification of novel compounds. Dehydrojasmone, ( Z )-4-methylene-5-(pent-2-en-1-yl)cyclopent-2-en-1-one ( 1 ), ( Z )-3-methylene-2-(pent-2-en-1-yl)cyclopentyl acetate (isojasmyl acetate, 3 ), and ( E )-4,8-dimethylnona-1,3,7-trien-5-yl acetate ( 4 ) had not been previously reported, while full analytical data of the recently described ( Z )-3-methylene-2-(pent-2-en-1-yl)cyclopentan-1-ol (isojasmol, 2 ) are presented here. All these compounds are derived from more common precursors, ( Z )-jasmone and ( E )-4,8-dimethyl-1,3,7-nonatriene, likely through biosynthetic “post-processing”.
ISSN:0098-0331
1573-1561
DOI:10.1007/s10886-018-1018-1