First Asymmetric Synthesis of (+)‐Sordidin (I) and (‐)‐7‐epi‐Sordidin, Aggregation Pheromones of the Banana Weevil Cosmopolites sordidus.

Enders, Dieter; Breuer, Irene; Nuehring, Anja

doi:10.1002/chin.200544232

Cited by 2 publications

(3 citation statements)

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“…L. Gu et al, 2010). Other chemical components as 3-butinol, 2,3-epoxy-1-butanol, and 1,3-butanediol found in D. saccharalis mandibular glands are alcohols and have been claimed as sexual and aggregation pheromones in Lepidoptera and Coleoptera (Ando et al, 2008;Enders et al, 2005;Hoddle et al, 2009;Kumar et al, 2015;Lange & Fering, 1988;Muto & Mori, 2003, 2005Ohmasa et al, 1991;Pajares et al, 2013;Wakamura et al, 2009;Zarbin et al, 2007).…”

Section: Discussionmentioning

confidence: 99%

“…Dodecanol has been reported as sex pheromone in some Lepidoptera female (Carde et al, 1979; Causse et al, 1988; Kochansky et al, 1978) and it has been evaluated as potential molecule to be used in pheromone‐based traps disrupting mating process to control pest infestation in agriculture and forestry (Zhu et al, 2008; X. L. Gu et al, 2010). Other chemical components as 3‐butinol, 2,3‐epoxy‐1‐butanol, and 1,3‐butanediol found in D. saccharalis mandibular glands are alcohols and have been claimed as sexual and aggregation pheromones in Lepidoptera and Coleoptera (Ando et al, 2008; Enders et al, 2005; Hoddle et al, 2009; Kumar et al, 2015; Lange & Fering, 1988; Muto & Mori, 2003, 2005; Ohmasa et al, 1991; Pajares et al, 2013; Wakamura et al, 2009; Zarbin et al, 2007).…”

Section: Discussionmentioning

confidence: 99%

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Protein and volatile contents in the mandibular gland of the sugarcane borer Diatraea saccharalis (Lepidoptera: Crambidae)

Borges

Teixeira

Martínez

et al. 2022

Arch Insect Biochem Physiol

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The sugarcane borer Diatraea saccharalis (Lepidoptera: Crambidae) is an important sugarcane pest and mechanical injuries caused through the mandibles can allow pathogen infections. The mandibles of D. saccharalis, as well as other insects, are associated with mandibular glands with a possible function in food intake and mouthparts lubrication; however, the chemical composition of the secretion is poorly known and its elucidation is important for the comprehensive understanding of plant–insect interactions. This study characterized some proteins and volatiles in the mandibular glands of D. saccharalis larvae. MALDI‐TOF/TOF mass spectrometry allowed the identification of 24 predicted proteins within 10 functional classes, including the transport and metabolism of carbohydrates, lipids, amino acids, and nucleotides; Posttranslational protein modifications; energy conversion; intracellular trafficking; transcription; translation; and cytoskeleton function. Metabolites identified from GC/MS analysis revealed the presence of hydrocarbons classified as alcohols, ether, alkanes, and esters with differences in their relative abundance. Linolenic acid, the most abundant metabolite found in this gland, when conjugated with amino acids, can be an elicitor in the plant‐herbivore interaction. The results suggest the occurrence of digestive and defensive biochemical components, which may contribute to understanding of the multifunctional roles of the mandibular gland secretion of D. saccharalis larvae during feeding activity.

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Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Protein and volatile contents in the mandibular gland of the sugarcane borer Diatraea saccharalis (Lepidoptera: Crambidae)

Borges

Teixeira

Martínez

et al. 2022

Arch Insect Biochem Physiol

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show abstract

“…An asymmetric synthesis of (1S,3R,5R,7S)-58 and (1S,3R,5R,7R)-59 was performed by Enders et al [155]. The first two stereogenic centers were formed by threealkylations of the RAMP-hydrazone of 2,2-dimethyl-1,3dioxan-5-one A.…”

Section: Synthesis Of Acetals As Pheromonesmentioning

confidence: 99%