Studies towards the Identification of the Sex Pheromone of<i>Thyrinteina arnobia</i>

Moreira, Jardel A.; Neppe, Tiago; Paiva, Marcelo M. de; Deobald, Anna M.; Batista-Pereira, Luciane G.; Paixão, Márcio W.; Corrêa, Arlene G.

doi:10.5935/0103-5053.20130241

Cited by 3 publications

(6 citation statements)

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“…This higher productivity may be related to lower attack by pest insects, including T. arnobia, which defoliates Eucalyptus spp. directly aff ecting growth rates and in case of continuous attacks may cause the death of its host (Pereira 2007;Moreira 2013).…”

Section: Discussionmentioning

confidence: 99%

FOOD PREFERENCE OF Thyrinteina arnobia (Stoll, 1782) (LEPIDOPTERA: GEOMETRIDAE) ON NATIVE AND EXOTIC HOSTS

et al. 2021

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One of the factors that may affect and limit the production in eucalypt plantations is the attack of defoliating insects. Among those, the brown eucalypt caterpillar, Thyrinteina arnobia (Stoll, 1782) (Lepidoptera: Geometridae), stands out for being the major defoliating pest of Eucalyptus spp. in Brazil. Thus, the present study aimed to investigate the food consumption of T. arnobia, in its native host, guava (Psidium guajava L.), and in the different E. urograndis clones (VE 41, I 144, TP 361 and VCC 865). To assess T. arnobia food consumption, choice and non-choice tests were carried out using the native and the exotic host, alone or in combination. In non-choice tests, it was observed a higher consumption for the VE 41 clone and the native host (guava). The food consumption evaluation in choice tests indicated no food preference of T. arnobia between guava and E. urograndis clones, with the exception for the TP 361 clone, which was significantly less consumed than guava. In choice tests between the different E. urograndis clones, the clone I 144 presented a tendency towards lower food preference, being consumed only after 48 hours. In addition, the leaf consumption was similar between the VE 41, I1 14 e VCC 865 clones. In choice tests using the E. urograndis clones in pairs, the VE 41 clone was more consumed while the I 144 clone was less consumed when compared to the TP 361 clone. The obtained results provide basic information for the indication of eucalypt clones, and the understanding of the interaction and ecological relationships, assisting in the development of Forest Integrated Pest Management (Forest IPM) programs for the control of T. arnobia.

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Section: Discussionmentioning

confidence: 99%

FOOD PREFERENCE OF Thyrinteina arnobia (Stoll, 1782) (LEPIDOPTERA: GEOMETRIDAE) ON NATIVE AND EXOTIC HOSTS

et al. 2021

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“…All epoxides were identified from the order Lepidoptera, namely, Lymantria monacha (Lep., Erebidae): 16 ; L. dispar (Lep., Erebidae): 17 ; 30–33 Ectropis obliqua (Lep., Geometridae): 18 ; 34–37 Itame argillacearia (Lep., Geometridae): 19 ; 38 Thyrinteina arnobia (Lep., Geometridae): 20 ; 39 Lymantria mathura (Lep., Erebidae): 21 ; 40 and Estigmene acrea (Lep., Erebidae): (9 S ,10 R )- 22 . 41 The epoxy functional group was obtained by intramolecular nucleophilic displacement reactions ( 16 , 17 ), epoxidation of alkenes with reagents like m CPBA, 34,39 Ti( i -PrO) 4 37,40 ( 18 , 20 ), or Sharpless asymmetric dihydroxylation (AD-mix), 37,38 followed by intramolecular epoxide ring-closing ( 18 , 19 ). Five epoxides presented an unsaturated aliphatic chain with Z -configuration, obtained by stereoselective alkyne reduction (Lindlar 37,39,41 and P2-Ni 38,40 ) or stereoselective Wittig olefination.…”

Section: Fatty Acid/polyketide-derived Pheromonesmentioning

confidence: 99%

“…Another example was the identification and synthesis of the major component of the sex pheromone of the eucalyptus brown looper Thyrinteina arnobia , (6 Z ,9 Z )-3,4-epoxyheneicosa-6,9-diene ( 20 ), described by Moreira et al (Scheme 3). 39 Four stereoisomers of 20 were synthesized using enantioenriched epoxyalcohols as key intermediates, which were prepared by two asymmetric epoxidation approaches: the Sharpless epoxidation of an allylic alcohol or organocatalytic epoxidation of an enal (step a, Scheme 3). The next steps involved the C–C sp–sp 3 coupling between the corresponding epoxytriflates and an appropriate diyne (step c, Scheme 3), followed by stereoselective partial hydrogenation of the triple bonds (step d, Scheme 3) to afford the target epoxydiene 20 .…”

Section: Fatty Acid/polyketide-derived Pheromonesmentioning

confidence: 99%

“…All epoxides were identied from the order Lepidoptera, namely, Lymantria monacha (Lep., Erebidae): 16; L. dispar (Lep., Erebidae): 17; [30][31][32][33] Ectropis obliqua (Lep., Geometridae): 18; [34][35][36][37] Itame argillacearia (Lep., Geometridae): 19; 38 Thyrinteina arnobia (Lep., Geometridae): 20; 39 Lymantria mathura (Lep., Erebidae): 21; 40 and Estigmene acrea (Lep., Erebidae): (9S,10R)-22. 41 The epoxy functional group was obtained by intramolecular nucleophilic displacement reactions (16,17), epoxidation of alkenes with reagents like mCPBA, 34,39 Ti(i-PrO) 4 37,40 (18, 20), or Sharpless asymmetric dihydroxylation (AD-mix), 37,38 followed by intramolecular epoxide ring-closing (18,19). Five epoxides presented an unsaturated aliphatic chain with Z-conguration, obtained by stereoselective alkyne reduction (Lindlar 37,39,41 and P2-Ni 38,40 ) or stereoselective Wittig olenation.…”

Section: Fatty Acid/polyketide-derived Pheromonesmentioning

confidence: 99%

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Recent advances in the synthesis of insect pheromones: an overview from 2013 to 2022

et al. 2023

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“…Among the epoxides, the following examples of enzymatic inhibitors deserve mention: scyphostatin, which was isolated from a mycelial extract of Trichopeziza mollissima by Nara et al in 1999, is a neutral sphingomyelinase inhibitor [2]; and E-64, a promiscuous irreversible cysteine protease inhibitor that is broadly reactive toward the papain family, was isolated from Aspergillus japonicus in 1978 by Hanada et al [3]. Moreover, 3,4-epoxy-6,9-heneicosadiene was identified as a sex pheromone component of the eucalyptus brown-looper Thyrinteina arnobia , which is considered an important pest in Brazilian native plants [4].…”

Section: Introductionmentioning

confidence: 99%

Stereoselective Multicomponent Reactions in the Synthesis or Transformations of Epoxides and Aziridines

et al. 2019

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Small ring heterocycles, such as epoxides and aziridines, are present in several natural products and are also highly versatile building blocks, frequently involved in the synthesis of numerous bioactive products and pharmaceuticals. Because of the potential for increased efficiency and selectivity, along with the advantages of environmentally benign synthetic procedures, multicomponent reactions (MCRs) have been explored in the synthesis and ring opening of these heterocyclic units. In this review, the recent advances in MCRs involving the synthesis and applications of epoxides and aziridines to the preparation of other heterocycles are discussed emphasizing the stereoselectivity of the reactions.

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Studies towards the Identification of the Sex Pheromone ofThyrinteina arnobia

Cited by 3 publications

References 0 publications

FOOD PREFERENCE OF Thyrinteina arnobia (Stoll, 1782) (LEPIDOPTERA: GEOMETRIDAE) ON NATIVE AND EXOTIC HOSTS

FOOD PREFERENCE OF Thyrinteina arnobia (Stoll, 1782) (LEPIDOPTERA: GEOMETRIDAE) ON NATIVE AND EXOTIC HOSTS

Recent advances in the synthesis of insect pheromones: an overview from 2013 to 2022

Stereoselective Multicomponent Reactions in the Synthesis or Transformations of Epoxides and Aziridines

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