1-Octen-3-ol, a banana slug antifeedant from mushrooms

Wood, William F.; Archer, Cynthia; Largent, David L.

doi:10.1016/s0305-1978(00)00076-4

Cited by 45 publications

(18 citation statements)

References 6 publications

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“…The aliphatic alcohol 1-octen-3-ol is a component of fl avour mixtures of some mushrooms (Wood et al, 2001) and plants, especially Lamiaceae species Jerkovic, 2003). It was demonstrated that this volatile alcohol has antifeedant properties (Wood et al, 2001).…”

Section: Discussionmentioning

confidence: 99%

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1-octen-3-O-alpha-L-arabinopyranosyl-(1 -> 6)-beta-glucopyranoside, a minor substance from the leaves of Kalanchoe pinnata (Crassulaceae)

Almeida¹,

Muzitano²,

Costa³

2006

Rev. bras. farmacogn.

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RESUMO:"1-Octeno-3-O--L-arabinopiranosil-(1 6)--glicopiranosídeo, u m a substância minoritária das folhas de Kalanchoe pinnata (Crassulaceae)". A partir das folhas de Kalanchoe pinnata (Crassulaceae), uma planta medicinal amplamente utilizada contra processos infl amatórios e que apresenta importante atividade imunossupressora e antileishmania, foi isolado um álcool vinílico diglicosilado minoritário, caracterizado como 1-octeno-3-O--L-arabinopiranosil-(1 6)--glicopiranosídeo baseado em RMN mono e bi-dimensional e em CG-EM, após sucessivos processos cromatográfi cos em coluna. Esta molécula é um derivado hidrossolúvel da aglicona 1-octen-3-ol, molécula que atua como atrativo para polinizadores e sinalizador de defesa contra herbivoria. Unitermos:Kalanchoe pinnata, Crassulaceae, extrato etanólico, 1-octeno-3-O--Larabinopiranosil-(1 6)--glicopiranosídeo, defesa da planta, atrativo para polinizadores.ABSTRACT: From the leaves of Kalanchoe pinnata (Crassulaceae), a medicinal plant widely used against infl ammatory processes which exhibit a important immunosuppressive and antileishmanial activities, was isolated a minor vinylic aliphatic alcohol diglycoside which structure was proposed as the known 1-octen-3-O--L-arabinopyranosyl-(1 6)--glucopyranoside based on 1 H and 13 C mono and bi-dimensional NMR experiments and GC-MS analysis, after successive chromatographic column procedures. This molecule is a water-soluble derivative of the volatile aglicone 1-octen-3-ol that appears to be attractant of pollinators and signalling of defence against herbivores.

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Section: Discussionmentioning

confidence: 99%

“…It was demonstrated that this volatile alcohol has antifeedant properties (Wood et al, 2001). In Basidiomycetes, 1-octen-3-ol is produced by the action of a specifi c hydroperoxide lyase on 10-hydroperoxy-8 (E), 12 (Z)-octadienoic acid (Delcarte et al, 2000).…”

Section: Discussionmentioning

confidence: 99%

1-octen-3-O-alpha-L-arabinopyranosyl-(1 -> 6)-beta-glucopyranoside, a minor substance from the leaves of Kalanchoe pinnata (Crassulaceae)

Almeida¹,

Muzitano²,

Costa³

2006

Rev. bras. farmacogn.

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“…Nakamori and Suzuki [51] discuss the possibility that fungivore grazing causes wound-activated release of volatile organic compounds, which may play an important role in subsequent fungivore foraging decisions. Constitutive release of volatiles have repeatedly been demonstrated to influence fungivore feeding decisions, either as repellents or attractants [52][53][54][55]. Many fungal volatile organic compounds can be perceived by the insect's olfactory system (http://neuro.unikonstanz.de/DoOR/default.html) and may lead to distinct avoidance reactions [56].…”

Section: What Do Pharmaceutical Studies Tell Us?mentioning

confidence: 99%

Fungal Secondary Metabolism in the Light of Animal–Fungus Interactions: From Mechanism to Ecological Function

Rohlfs

2015

Fungal Biology

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“…Changes in bioactivity and/or chemical composition as a response to injury are known in basidiomata (Sterner et al 1985;Pang et al 1992;Wood et al 1994Wood et al , 2001Stadler and Sterner 1998;Fäldt et al 1999). In some cases, these changes are thought to serve as a chemical defense system against fungivores (Sterner et al 1985;Stadler and Sterner 1998;Wood et al 2001). However, no changes in bioactivity as a response to injury have yet been detected in ascomata (Stadler and Sterner 1998).…”

mentioning

confidence: 99%

“…Therefore, the bioactivity is speculated to serve to protect the ascomata of C. camelliae and S. flavida from the collembolan species, as is thought to occur in basidiomata (Sterner et al 1985;Stadler and Sterner 1998;Wood et al 2001). …”

mentioning

confidence: 99%

Repellency of injured ascomata of Ciborinia camelliae and Spathularia flavida to fungivorous collembolans

Nakamori

Suzuki

2006

Mycoscience

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The repellency of injured ascomata of Ciborinia camelliae and Spathularia flavida was tested with the collembolan Ceratophysella denisana, a common mushroom feeder. Presentation of a test ascoma (intact or injured) at a distance to a collembolan that was feeding at a bait showed that significantly more collembolans moved away in response to the presentation of injured ascomata than intact ones for both species. These results suggest that the ascomata of these species showed repellency to the collembolan species as a response to injury. Odor is speculated to be one of the stimuli eliciting the behavioral responses observed.

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1-Octen-3-ol, a banana slug antifeedant from mushrooms

Cited by 45 publications

References 6 publications

1-octen-3-O-alpha-L-arabinopyranosyl-(1 -> 6)-beta-glucopyranoside, a minor substance from the leaves of Kalanchoe pinnata (Crassulaceae)

1-octen-3-O-alpha-L-arabinopyranosyl-(1 -> 6)-beta-glucopyranoside, a minor substance from the leaves of Kalanchoe pinnata (Crassulaceae)

Fungal Secondary Metabolism in the Light of Animal–Fungus Interactions: From Mechanism to Ecological Function

Repellency of injured ascomata of Ciborinia camelliae and Spathularia flavida to fungivorous collembolans

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