Literature DB >> 26852133

Repellent and Attractive Effects of α-, β-, and Dihydro-β- Ionone to Generalist and Specialist Herbivores.

L A Cáceres1,2, S Lakshminarayan1, K K-C Yeung2,3, B D McGarvey1, A Hannoufa1, M W Sumarah1,2, X Benitez1, I M Scott4.   

Abstract

In plants, the oxidative cleavage of carotenoid substrates produces volatile apocarotenoids, including α-ionone, β-ionone, and dihydro-β-ionone, compounds that are important in herbivore-plant communication. For example, β-ionone is part of an induced defense in canola, Brassica napus, and is released following wounding by herbivores. The objectives of the research were to evaluate whether these volatile compounds would: 1) be released in higher quantities from plants through the over-expression of the carotenoid cleavage dioxygenase1 (CCD1) gene and 2) cause herbivores to be repelled or attracted to over-expressing plants relative to the wild-type. In vivo dynamic headspace collection of volatiles coupled with gas chromatography-mass spectrometry was used to determine volatile organic compounds (VOC) in the headspace of the Arabidopsis thaliana ecotype Columbia-0 (L.) over-expressing the AtCCD1 gene. The analytical method allowed the detection of β-ionone in the Arabidopsis headspace where emission rates ranged between 2 and 5-fold higher compared to the wild type, thus corroborating the in vivo enhancement of gene expression. A two chamber choice test between wild type and AtCCD1 plants revealed that crucifer flea beetle Phyllotreta cruciferae (Goeze) adults were repelled by the AtCCD1 plants with the highest transcription and β-ionone levels. α-Ionone and dihydro-β-ionone were not found in the headspace analysis, but solutions of the three compounds were tested in the concentration range of β-ionone found in the Arabidopsis headspace (0.05 to 0.5 ng/μl) in order to assess their biological activity with crucifer flea beetle, two spotted spider mite Tetranychus urticae (Koch), and silverleaf whiteflies Bemisia tabaci (Gennadius). Choice bioassays demonstrated that β-ionone has a strong repellent effect toward both the flea beetle and the spider mite, and significant oviposition deterrence to whiteflies. In contrast, dihydro-β-ionone had attractant properties, especially to the crucifer flea beetle, while α-ionone did not show any significant activity. These findings demonstrate how regulating genes of the carotenoid pathway can increase herbivore deterrent volatiles, a novel tool for insect pest management.

Entities:  

Keywords:  Apocarotenoid; Attractive; Bioassay; Dynamic headspace; Ionone; Repellent

Mesh:

Substances:

Year:  2016        PMID: 26852133     DOI: 10.1007/s10886-016-0669-z

Source DB:  PubMed          Journal:  J Chem Ecol        ISSN: 0098-0331            Impact factor:   2.626


  17 in total

1.  Enhanced β-ionone emission in Arabidopsis over-expressing AtCCD1 reduces feeding damage in vivo by the crucifer flea beetle.

Authors:  Shu Wei; Abdelali Hannoufa; Julie Soroka; Ning Xu; Xiang Li; Alireza Zebarjadi; Margaret Gruber
Journal:  Environ Entomol       Date:  2011-12       Impact factor: 2.377

2.  Functional characterization of a carotenoid cleavage dioxygenase 1 and its relation to the carotenoid accumulation and volatile emission during the floral development of Osmanthus fragrans Lour.

Authors:  Susanne Baldermann; Masaya Kato; Miwako Kurosawa; Yoshiko Kurobayashi; Akira Fujita; Peter Fleischmann; Naoharu Watanabe
Journal:  J Exp Bot       Date:  2010-05-17       Impact factor: 6.992

3.  Characterization of a novel carotenoid cleavage dioxygenase from plants.

Authors:  S H Schwartz; X Qin; J A Zeevaart
Journal:  J Biol Chem       Date:  2001-04-20       Impact factor: 5.157

4.  A sensitive bioassay for spider mite (Tetranychus urticae) repellency: a double bond makes a difference.

Authors:  John C Snyder; George F Antonious; Richard Thacker
Journal:  Exp Appl Acarol       Date:  2011-07-15       Impact factor: 2.132

5.  Identification of a whitefly species by genomic and behavioral studies.

Authors:  T M Perring; A D Cooper; R J Rodriguez; C A Farrar; T S Bellows
Journal:  Science       Date:  1993-01-01       Impact factor: 47.728

6.  The tomato carotenoid cleavage dioxygenase 1 genes contribute to the formation of the flavor volatiles beta-ionone, pseudoionone, and geranylacetone.

Authors:  Andrew J Simkin; Steven H Schwartz; Michele Auldridge; Mark G Taylor; Harry J Klee
Journal:  Plant J       Date:  2004-12       Impact factor: 6.417

7.  Circadian regulation of the PhCCD1 carotenoid cleavage dioxygenase controls emission of beta-ionone, a fragrance volatile of petunia flowers.

Authors:  Andrew J Simkin; Beverly A Underwood; Michele Auldridge; Holly M Loucas; Kenichi Shibuya; Eric Schmelz; David G Clark; Harry J Klee
Journal:  Plant Physiol       Date:  2004-10-29       Impact factor: 8.340

8.  Chemical defenses of Trifolium glanduliferum against redlegged earth mite Halotydeus destructor.

Authors:  S F Wang; T J Ridsdill-Smith; E L Ghisalberti
Journal:  J Agric Food Chem       Date:  2005-08-10       Impact factor: 5.279

9.  Responses of the crucifer flea beetle to Brassica volatiles in an olfactometer.

Authors:  M Y Gruber; N Xu; L Grenkow; X Li; J Onyilagha; J J Soroka; N D Westcott; D D Hegedus
Journal:  Environ Entomol       Date:  2009-10       Impact factor: 2.377

10.  2,3-Dihydrofarnesoic acid, a unique terpene from trichomes ofLycopersicon hirsutum, repels spider mites.

Authors:  J C Snyder; Z Guo; R Thacker; J P Goodman; J S Pyrek
Journal:  J Chem Ecol       Date:  1993-12       Impact factor: 2.626

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  13 in total

1.  Host Plant Species Differentiation in a Polyphagous Moth: Olfaction is Enough.

Authors:  Lucie Conchou; Peter Anderson; Göran Birgersson
Journal:  J Chem Ecol       Date:  2017-08-15       Impact factor: 2.626

2.  Loliolide, a Carotenoid Metabolite, Is a Potential Endogenous Inducer of Herbivore Resistance.

Authors:  Mika Murata; Yusuke Nakai; Kei Kawazu; Masumi Ishizaka; Hideyuki Kajiwara; Hiroshi Abe; Kasumi Takeuchi; Yuki Ichinose; Ichiro Mitsuhara; Atsushi Mochizuki; Shigemi Seo
Journal:  Plant Physiol       Date:  2019-01-30       Impact factor: 8.340

3.  Effects of leaf colorness, pigment contents and allelochemicals on the orientation of the Asian citrus psyllid among four Rutaceae host plants.

Authors:  Zao-Fa Zhong; Xiao-Juan Zhou; Jin-Bei Lin; Xin-Jun Liu; Jia Shao; Ba-Lian Zhong; Ting Peng
Journal:  BMC Plant Biol       Date:  2019-06-13       Impact factor: 4.215

Review 4.  Plant apocarotenoids: from retrograde signaling to interspecific communication.

Authors:  Juan C Moreno; Jianing Mi; Yagiz Alagoz; Salim Al-Babili
Journal:  Plant J       Date:  2021-01-08       Impact factor: 6.417

5.  Odorants of Capsicum spp. Dried Fruits as Candidate Attractants for Lasioderma serricorne F. (Coleoptera: Anobiidae).

Authors:  Salvatore Guarino; Sara Basile; Mokhtar Abdulsattar Arif; Barbara Manachini; Ezio Peri
Journal:  Insects       Date:  2021-01-12       Impact factor: 2.769

6.  Tomato Cultivars Resistant or Susceptible to Spider Mites Differ in Their Biosynthesis and Metabolic Profile of the Monoterpenoid Pathway.

Authors:  Nati Weinblum; Alon Cna'ani; Beery Yaakov; Adi Sadeh; Lior Avraham; Itai Opatovsky; Vered Tzin
Journal:  Front Plant Sci       Date:  2021-02-26       Impact factor: 5.753

Review 7.  β-Ionone: Its Occurrence and Biological Function and Metabolic Engineering.

Authors:  Antonello Paparella; Liora Shaltiel-Harpaza; Mwafaq Ibdah
Journal:  Plants (Basel)       Date:  2021-04-12

8.  Metabolite Profiling Reveals a Specific Response in Tomato to Predaceous Chrysoperla carnea Larvae and Herbivore(s)-Predator Interactions with the Generalist Pests Tetranychus urticae and Myzus persicae.

Authors:  Audrey Errard; Christian Ulrichs; Stefan Kühne; Inga Mewis; Narantuya Mishig; Ronald Maul; Mario Drungowski; Pia Parolin; Monika Schreiner; Susanne Baldermann
Journal:  Front Plant Sci       Date:  2016-08-25       Impact factor: 5.753

9.  Carotenoids moderate the effectiveness of a Bt gene against the European corn borer, Ostrinia nubilalis.

Authors:  Daniela Zanga; Georgina Sanahuja; Matilde Eizaguirre; Ramon Albajes; Paul Christou; Teresa Capell; Paul Fraser; Chris Gerrisch; Carmen López
Journal:  PLoS One       Date:  2018-07-10       Impact factor: 3.240

10.  α-Ionone, an Apocarotenoid, Induces Plant Resistance to Western Flower Thrips, Frankliniella occidentalis, Independently of Jasmonic Acid.

Authors:  Mika Murata; Tetsuya Kobayashi; Shigemi Seo
Journal:  Molecules       Date:  2019-12-19       Impact factor: 4.411

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