CHAPTER 5. The Spinosyn Insecticides

Dripps, James E.; Boucher, Raymond; Chloridis, A.; Cleveland, Cheryl B.; DeAmicis, Carl V.; Gomez, L. E.; Paroonagian, Doris L.; Pavan, Luis Antônio; Sparks, Thomas C.; Watson, Gerald B.

doi:10.1039/9781849732901-00163

Cited by 48 publications

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“…13,16 For example, spinosyn D is only weakly active (LC 50 = 50 ppm) against A. gossypii compared to commercial aphicides such as imidacloprid (0.06 ppm). 14 None of the C9-O-benzyl analogues exhibited any activity against this aphid at the highest dose tested (200 ppm).…”

Section: Journal Of Agricultural and Food Chemistrymentioning

confidence: 98%

Synthesis and Insecticidal Activity of Spinosyns with C9-O-Benzyl Bioisosteres in Place of the 2′,3′,4′-Tri-O-methyl Rhamnose

Oliver¹,

Crouse²,

Demeter³

et al. 2015

J. Agric. Food Chem.

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The spinosyns are fermentation-derived natural products active against a wide range of insect pests. They are structurally complex, consisting of two sugars (forosamine and rhamnose) coupled to a macrocyclic tetracycle. Removal of the rhamnose sugar results in a >100-fold reduction in insecticidal activity. C9-O-benzyl analogues of spinosyn D were synthesized to determine if the 2',3',4'-tri-O-methyl rhamnose moiety could be replaced with a simpler, synthetic bioisostere. Insecticidal activity was evaluated against larvae of Spodoptera exigua (beet armyworm) and Helicoverpa zea (corn earworm). Whereas most analogues were far less active than spinosyn D, a few of the C9-O-benzyl analogues, such as 4-CN, 4-Cl, 2-isopropyl, and 3,5-diOMe, were within 3-15 times the activity of spinosyn D for larvae of S. exigua and H. zea. Thus, although not yet quite as effective, synthetic bioisosteres can substitute for the naturally occurring 2',3',4'-tri-O-methyl rhamnose moiety.

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Section: Journal Of Agricultural and Food Chemistrymentioning

confidence: 98%

Synthesis and Insecticidal Activity of Spinosyns with C9-O-Benzyl Bioisosteres in Place of the 2′,3′,4′-Tri-O-methyl Rhamnose

Oliver¹,

Crouse²,

Demeter³

et al. 2015

J. Agric. Food Chem.

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“…Spinetoram is a mixture of two synthetically modified spinosyns (spinosyn J and spinosyn L), which are metabolites of the bacterium Saccharopolyspora spinosa Mertz and Yao (Bacteria: Actinobacteridae). Spinetoram has the same mode of action as spinosad, acting on the insect nervous system at a unique site on the nicotinic acetylcholine (nACh) receptor that is distinct from neo-nicotinoids or any other nicotinic ingredients, and is active through contact or ingestion (Dripps et al, 2011). It is generally considered that spinetoram is more effective than spinosad .…”

Section: Introductionmentioning

confidence: 99%

Effect of temperature and relative humidity on the efficacy of spinetoram for the control of three stored product beetle species

Vassilakos

Athanassiou

2013

Journal of Stored Products Research

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“…Vassiliakos & Athanassiou (2012) suggested that spinetoram is very effective against R. dominica, moderately effective against S. oryzae, and not very effective against T. confusum. Spinetoram is considered more active and more persistent than spinosad (Dripps et al, 2011).…”

Section: Introductionmentioning

confidence: 99%

“…Spinosyns group insecticides exhibit low mammalian toxicity and are considered harmless for the environment since they degrade to simpler fragments containing only carbon, oxygen, nitrogen, and hydrogen (Dripps et al, 2011). Spinosad is a naturally occurring mixture of spinosyns A (primary component) and D (minor component) (Sparks et al, 1999;Saldago & Sparks, 2005), Spinosad acts on the insect nervous system at a unique site on the nicotinic acetylcholine receptor, and is active through contact or ingestion (Dripps et al, 2011).…”

Section: Introductionmentioning

confidence: 99%

“…Spinosad is a naturally occurring mixture of spinosyns A (primary component) and D (minor component) (Sparks et al, 1999;Saldago & Sparks, 2005), Spinosad acts on the insect nervous system at a unique site on the nicotinic acetylcholine receptor, and is active through contact or ingestion (Dripps et al, 2011). Spinosad can be used effectively for organophosphate and pyrethroid resistant strains of several stored product insects (Daglish, 2008).…”

Section: Introductionmentioning

confidence: 99%

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Spinetoram’ın fasulye üzerinde fasulye tohum böceği, Acanthocelides obtectus Say. (Coleoptera: Bruchidae)’a karşı rezidüel toksisitesi

Sağlam

Tunaz

2016

Türk. entomol. derg.

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Residual toxicity of Spinetoram against to bean weevil, Acanthocelides obtectus Say. (Coleoptera: Bruchidae) on beanSpinetoram'ın fasulye üzerinde fasulye tohum böceği, Acanthocelides obtectus Say.(Coleoptera: Bruchidae)'a karşı rezidüel toksisitesi SummaryIn present study, residual contact toxicity of spinetoram suspension applied to bean against Acanthocelides obtectus Say. (Coleoptera: Bruchidae) adults was investigated under laboratory conditions. In laboratory bioassays, A. obtectus adults were exposed to bean sprayed with spinetoram suspension at 0.1, 0.25, 0.5 and 1 ppm (mg active ingredient/kg commodity) at 26±1 ºC temperature, 65±5 % relative humidity and completely dark condition. Paralysis and mortality of the adults were recorded after 1, 3, 5 and 7 day of exposure and 40 day later the bean was examined for progeny production. Based on the results obtained from the biological tests, concentration of spinetoram suspension and the exposure period had a significant effect on paralysis and mortality rate of A. obtectus adults on bean. Spinetoram treatments at all concentrations after 1 day of exposure resulted in low mortality of A. obtectus adults. Mortality of A. obtectus adults increased after 1 day of exposure period. Spinetoram treatments at low concentrations (0.1 and 0.25 ppm), resulted in low mortality of paralysis or mortality of A. obtectus adults at all exposure times. However, spinetoram treatment at higher concentrations (0.5 and 1 ppm) after 3 day of exposure resulted in almost 100 % paralysis or mortality of A. obtectus adults. These results indicated that 1 ppm concentration of spinetoram is enough to obtain the complete mortality of A. obtectus for 3 day of exposure. Spinetoram treatments at 0.25, 0.5 and 1 ppm completely hindered its progeny production. In conclusion, based on mortality and progeny production results spinetoram would be potential to be used for control of A. obtectus on stored beans as an alternative protectant to the conventional insecticides. Keywords: Spinetoram, Acantocelides obtectus, residual action, toxicity, bean ÖzetLaboratuvar koşullarında yürütülen bu çalışmada fasulye tanelerine uygulanmış Spinetoram'ın, Fasulye tohum böceği, Acanthocelides obtectus Say. (Coleoptera: Bruchidae) erginlerine karşı reziduel kontak toksisitesi araştırılmıştır. Laboratuvar denemelerinde, A. obtectus erginleri 26±1 ºC sıcaklık, 65±5 % nem koşullarında ve tamamen karanlık ortamda 0.1, 0.25, 0.5 ve 1 ppm (mg aktif madde/kg ürün) konsantrasyonlarındaki Spinetoram solüsyonu uygulanmış fasulye ile muamele edilmiştir. Uygulamadan 1, 3, 5 ve 7 gün sonra felç ve ölü ergin bireyler sayılmış ve 40 gün sonra yeni nesil ergin çıkışları gözlemlenmiştir. Biyolojik testlerden elde edilen sonuçlara göre fasulye üzerine uygulanan Sipenetoram konsantrasyonları ve uygulama süreleri, A. obtectus erginlerinin felç ve ölüm oranları üzerine önemli derecede etkiye sahip olduğu bulunmuştur. Spinetoram'ın tüm konsantrasyonları, 1 gün uygulama süresinde A. obtectus erginlerin düşük ölümlerine neden olmuştu...

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CHAPTER 5. The Spinosyn Insecticides

Cited by 48 publications

References 0 publications

Synthesis and Insecticidal Activity of Spinosyns with C9-O-Benzyl Bioisosteres in Place of the 2′,3′,4′-Tri-O-methyl Rhamnose

Synthesis and Insecticidal Activity of Spinosyns with C9-O-Benzyl Bioisosteres in Place of the 2′,3′,4′-Tri-O-methyl Rhamnose

Effect of temperature and relative humidity on the efficacy of spinetoram for the control of three stored product beetle species

Spinetoram’ın fasulye üzerinde fasulye tohum böceği, Acanthocelides obtectus Say. (Coleoptera: Bruchidae)’a karşı rezidüel toksisitesi

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