Movento®, an innovative ambimobile insecticide for sucking insect pest control in agriculture: Biological profile and field performance

Brück, E.; Elbert, Alfred; Fischer, R.; Krueger, Stephen R.; Kuhnhold, J.; Klueken, A. M.; Nauen, Ralf; Niebes, Jean-Francois; Reckmann, Udo; Schnorbach, Hans-Jürgen; Steffens, R.; Waetermeulen, X. Van

doi:10.1016/j.cropro.2009.06.015

Cited by 254 publications

(202 citation statements)

References 11 publications

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“…Spirotetramat is a new systemic insecticide that is translocated in both the phloem and xylem and controls the target pest by inhibiting lipid biosynthesis (Nauen et al 2008;Bru¨ck et al 2009). It was first registered for use on kiwifruit crops in 2010 and has since proven to have superior efficacy over previously registered products (MG Hill, Plant and Food Research, Te Puke, unpublished data).…”

Section: Introductionmentioning

confidence: 99%

Efficacy of a postharvest spirotetramat spray against armoured scale insects on kiwifruit vines

McKenna

Gaskin

Horgan

et al. 2013

New Zealand Journal of Crop and Horticultural Science

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Spirotetramat (Movento† ) is a phloem-and xylem-mobile insecticide developed and registered for use pre-flowering to control armoured scale insects on kiwifruit vines in New Zealand. In a field study in 2010Á11, the effectiveness of a postharvest application was investigated. A single spray of spirotetramat plus adjuvant(s) reduced the percentage of scale-infested fruit from 49% on control vines to less than 7.5% on spirotetramat-sprayed vines 12 months later. No residues were detected in the fruit. Applying spirotetramat with a penetrating adjuvant (Engulf † ) provided the best result, with only 1.5% of the fruit infested. Despite the high pest pressure, counts of scale insect crawlers on sticky bands remained very low for 18 months after treatment. Uptake of spirotetramat into the mature kiwifruit leaves occurred in less than 24 h and was not affected by leaf age. Translocation out of the leaf was slow and decreased with leaf age, indicating that a postharvest spray should not be applied to canopies exhibiting advanced senescence. These results show that a single postharvest application of spirotetramat plus adjuvant(s) can provide excellent season-long control of armoured scale insects on kiwifruit while minimizing the risk to crop pollinators and the potential for residues in fruit.

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Section: Introductionmentioning

confidence: 99%

Efficacy of a postharvest spirotetramat spray against armoured scale insects on kiwifruit vines

McKenna

Gaskin

Horgan

et al. 2013

New Zealand Journal of Crop and Horticultural Science

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“…In contrast to the first commercial keto-enol, spirodiclofen, which was developed as an acaricide, spirotetramat controls a broader spectrum of sucking insect species (Bretschneider et al, 2012a). After being taken up into the plant, spirotetramat is readily hydrolyzed to the enol form (Figure 2, B), which has unique systemic properties as it is translocated in the xylem as well as in the phloem of crop plants (Brück et al, 2009). …”

Section: Introductionmentioning

confidence: 99%

The cyclic keto-enol insecticide spirotetramat inhibits insect and spider mite acetyl-CoA carboxylases by interfering with the carboxyltransferase partial reaction

Lümmen

Khajehali

Luther

et al. 2014

Insect Biochemistry and Molecular Biology

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Acetyl-CoA carboxylase (ACC) catalyzes the committed and rate-limiting step in fatty acid biosynthesis. The two partial reactions, carboxylation of biotin followed by carboxyl transfer to the acceptor acetyl-CoA, are performed by two separate domains in animal ACCs. The cyclic keto-enol insecticides and acaricides have been proposed to inhibit insect ACCs. In this communication, we show that the enol derivative of the cylic keto-enol insecticide spirotetramat inhibited ACCs partially purified from the insect species Myzus persicae and Spodoptera frugiperda, as well as the spider mite (Tetranychus urticae) ACC which was expressed in insect cells using a recombinant baculovirus. Steady-state kinetic analysis revealed competitive inhibition with respect to the carboxyl acceptor, acetyl-CoA, indicating that spirotetramat-enol bound to the carboxyltransferase domain of ACC. Interestingly, inhibition with respect to the biotin carboxylase substrate ATP was uncompetitive, which may indicate that the keto-enol binding site was formed following long-range conformational change triggered by ATP binding. Amino acid residues in the carboxyltransferase domains of plant ACCs are important for binding of established herbicidal inhibitors. Mutating the spider mite ACC at the homologous positions, for example L1736 to either isoleucine or alanine, and A1739 to either valine or serine, did not affect the inhibition of the spider mite ACC by spirotetramat-enol. These results indicated different binding modes of the keto-enols and the herbicidal chemical families.

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“…at all stages of growth and has a unique mode of action differed from other acaricides, 7,8 which interferes the lipid biosynthesis and blocks the enzyme acetyl-coenzyme A carboxylase that allows mites to form important fatty acids. [9][10][11][12] Bayer Company has already developed the three tetronic acids analogues as acaricides and insecticides named spirodiclofen, 5,6 spiromesifen, [13][14][15][16] and spirotetramat (Figure 1), [17][18][19][20][21] respectively. However, both the mode of action and the structure of receptor for these compounds are not yet sure, and the systemic and detailed structure-activity relationships are unreported, which restrict the creation and optimization for these kinds of novel acaricides to some extent.…”

Section: Introductionmentioning

confidence: 99%

Spirodiclofen Analogues as Potential Lipid Biosynthesis Inhibitors: A Convenient Synthesis, Biological Evaluation, and Structure-Activity Relationship

Ke¹,

Sun²,

Zhang³

et al. 2010

Bulletin of the Korean Chemical Society

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Twenty spirodiclofen analogues have been designed and conveniently synthesized via three steps including esterification, one-pot heterocyclization, and acylation reactions. The target molecules have been identified on the basis of analytical spectra ( 1 H NMR, 13 C NMR and ESI-MS) data. All newly synthesized compounds have been screened for their potential insecticidal and herbicidal activity by standard method. The preliminary assays indicated that some of analogues displayed moderate to good insecticidal activity against Plutella xylostella compared with spirodiclofen, and some compounds showed obvious activity against Brassica chinensis. Structure-activity relationship (SAR) is also discussed based on the experimental data.

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Movento®, an innovative ambimobile insecticide for sucking insect pest control in agriculture: Biological profile and field performance

Cited by 254 publications

References 11 publications

Efficacy of a postharvest spirotetramat spray against armoured scale insects on kiwifruit vines

Efficacy of a postharvest spirotetramat spray against armoured scale insects on kiwifruit vines

The cyclic keto-enol insecticide spirotetramat inhibits insect and spider mite acetyl-CoA carboxylases by interfering with the carboxyltransferase partial reaction

Spirodiclofen Analogues as Potential Lipid Biosynthesis Inhibitors: A Convenient Synthesis, Biological Evaluation, and Structure-Activity Relationship

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