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


Journal

Journal of chemical ecology
ISSN: 1573-1561
Titre abrégé: J Chem Ecol
Pays: United States
ID NLM: 7505563

Informations de publication

Date de publication:
Feb 2019
Historique:
received: 26 06 2018
accepted: 12 09 2018
revised: 11 09 2018
pubmed: 20 9 2018
medline: 21 5 2019
entrez: 20 9 2018
Statut: ppublish

Résumé

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".

Identifiants

pubmed: 30229355
doi: 10.1007/s10886-018-1018-1
pii: 10.1007/s10886-018-1018-1
pmc: PMC6469606
doi:

Substances chimiques

Cyclopentanes 0
Oxylipins 0
Volatile Organic Compounds 0
jasmone RC4W0G9YUK

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

204-213

Commentaires et corrections

Type : ErratumIn

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Auteurs

Artur Campos D Maia (ACD)

Programa de Pós-graduação em Biologia Animal, Universidade Federal de Pernambuco, Recife, 50670-901, Brazil.

Christopher Grimm (C)

Institute of Organic Chemistry, Technische Universität Braunschweig, Hagenring 30, 38106, Braunschweig, Germany.

Mario Schubert (M)

Department of Biosciences, University of Salzburg, Billrothstraße 11 and Hellbrunnerstraße 34, 5020, Salzburg, Austria.

Florian Etl (F)

Department of Botany and Biodiversity Research, University of Vienna, Rennweg 14, 1030, Vienna, Austria.

Eduardo Gomes Gonçalves (EG)

Curso de Ciências Biológicas, Universidade Católica Dom Bosco, Campo Grande, 70790-100, Brazil.

Daniela Maria Do Amaral Ferraz Navarro (DM)

Departamento de Química Fundamental, Universidade Federal de Pernambuco, Recife, 50740-560, Brazil.

Stefan Schulz (S)

Institute of Organic Chemistry, Technische Universität Braunschweig, Hagenring 30, 38106, Braunschweig, Germany. stefan.schulz@tu-bs.de.

Stefan Dötterl (S)

Department of Biosciences, University of Salzburg, Billrothstraße 11 and Hellbrunnerstraße 34, 5020, Salzburg, Austria. stefan.doetterl@sbg.ac.at.

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Classifications MeSH