Insect growth regulatory and larvicidal activity of chalcones against <scp><i>Aedes albopictus</i></scp>

Lee, Seok-Hee; Choi, Jae Young; Lee, Bo Ram; Fāng, Yīng; Kim, Jong Hoon; Park, Dong Hwan; Park, Min Gu; Woo, Ra Mi; Kim, Woo Jin; Je, Yeon Ho

doi:10.1111/1748-5967.12288

Cited by 10 publications

(7 citation statements)

References 25 publications

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“…aegypti first instar larvae and adults 38 and Aedes albopictus larvae. 39 Some furan-chalcones are toxic to Culex quinquefasciatus larvae in the fourth stage of development (L4). 40 The presence of substituent groups in the chemical structure of synthetic larvicidal molecules such as fluorine, chlorine, bromine, nitro and methoxy can improve their activity because these groups modify the physicochemical properties of the molecule such as molecular size, ability to donate and receive hydrogen bonds, ionization state, lipophilicity and water solubility.…”

Section: Introductionmentioning

confidence: 99%

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Larvicidal activity of substituted chalcones against Aedes aegypti (Diptera: Culicidae) and non‐target organisms

Targanski

Sousa

Pádua

et al. 2020

Pest Management Science

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BACKGROUND: The expansion of Aedes aegypti (Diptera: Culicidae) population has increased the number of cases of arboviruses, in part due to the inefficiency and toxicity of the chemical control methods available to control this vector. We synthesized 19 chalcone derivatives and examined their activity against Ae. aegypti larvae in order to select larvicidal compounds that are non-toxic to other organisms. RESULTS: Seven chalcone derivatives (3a, 3e, 3f, 6a, 6c, 6d, and 6f) had lethal concentrations of substituted chalcones capable of killing 50% (LC 50) values lower than 100 mg mL −1 at 24 h post-treatment, which is the dose that the World Health Organization recommends for the selection of promising larvicides. The type of substituent added to (E)-1,3-diphenylprop-2-en-1-one (3a) markedly affected the larvicidal activity. Addition of chlorine, bromine and methoxy groups to the aromatic rings reduced the larvicidal activity, while replacement of the Bring (phenyl) by a furan ring significantly increased the larvicidal activity. The furan-chalcone (E)-3-(4-bromophenyl)-1-(furan-2-yl)prop-2-en-1-one (6c) killed Ae. aegypti larvae (LC 50 = 6.66 mg mL −1 ; LC 90 = 9.97 mg mL −1) more effectively than the non-substituted chalcone (3a) (LC 50 = 14.43 mg mL −1 ; LC 90 = 20.96 mg mL −1), and was not toxic to the insect Galleria mellonella, to the protozoan Tetrahymena pyriformis, and to the algae Chorella vulgaris. CONCLUSIONS: The substitution pattern of chalcones influenced their larvicidal activity. In the set of compounds tested, (E)-3-(4-bromophenyl)-1-(furan-2-yl)prop-2-en-1-one (6c) was the most effective larvicide against Ae. aegypti, with no clear signs of toxicity to other animal models. Its mechanism of action and effectiveness under field conditions remain to be determined.

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Section: Introductionmentioning

confidence: 99%

“…Chemically modified chalcones have been recently used to control insect populations, such as chalcone derivatives that are toxic to Ae. aegypti first instar larvae and adults 38 and Aedes albopictus larvae 39 . Some furan‐chalcones are toxic to Culex quinquefasciatus larvae in the fourth stage of development (L4) 40 .…”

Section: Introductionmentioning

confidence: 99%

Larvicidal activity of substituted chalcones against Aedes aegypti (Diptera: Culicidae) and non‐target organisms

Targanski

Sousa

Pádua

et al. 2020

Pest Management Science

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“…They are effective against mosquito larvae and may inhibit the emergence of adults [137]; others include novaluron and diflubenzuron [138] for mosquito control [139]. Numerous recent studies have highlighted that mosquitoes and other pests have developed resistance to commonly used IGRs, such as methoprene and pyriproxyfen [140][141][142], which reinforces the need to develop new compounds and identify new targets in mosquitoes [143].…”

Section: Insect Growth Regulators (Igrs)mentioning

confidence: 99%

“…Recently, a new compound class, chalcones with JHAN activity, showed impressive insecticide and IGR activity when tested against Ae. albopictus larvae and could be useful for the development of environmentally benign IGR insecticides to control mosquitoes [143]. Moreover, the beneficial effects of diterpene and their derivatives as well as their potential use as biological alternatives in dengue fever control has been highlighted [218].…”

Section: New Insecticide Igr and Repellent Compoundsmentioning

confidence: 99%

Mosquito-Borne Diseases Emergence/Resurgence and How to Effectively Control It Biologically

2020

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Deadly pathogens and parasites are transmitted by vectors and the mosquito is considered the most threatening vector in public health, transmitting these pathogens to humans and animals. We are currently witnessing the emergence/resurgence in new regions/populations of the most important mosquito-borne diseases, such as arboviruses and malaria. This resurgence may be the consequence of numerous complex parameters, but the major cause remains the mismanagement of insecticide use and the emergence of resistance. Biological control programmes have rendered promising results but several highly effective techniques, such as genetic manipulation, remain insufficiently considered as a control mechanism. Currently, new strategies based on attractive toxic sugar baits and new agents, such as Wolbachia and Asaia, are being intensively studied for potential use as alternatives to chemicals. Research into new insecticides, Insect Growth Regulators, and repellent compounds is pressing, and the improvement of biological strategies may provide key solutions to prevent outbreaks, decrease the danger to at-risk populations, and mitigate resistance.Pathogens 2020, 9, 310 2 of 26 are not used at all, and those that are still in the test or design phase but are very promising, which we suggest to be considered in the biological control of mosquito-borne diseases.

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“…Finally, the increased larvicidal activities of some chalcones against Ae. albopictus with LC 90 values of 5 ppm after 72 h of exposure have been related to their high activity as juvenile hormone antagonist (JHAN) [38]. From a mechanistic point of view, acetylcholinesterase (AChE) is considered as the most interesting molecular target because it is a critical nervous system enzyme responsible for synaptic transmission and is the target site for organophosphoate and carbamate insecticides [31,39].…”

Section: Calculations Of Molecular Descriptorsmentioning

confidence: 99%

Curcumin Derivatives as Potential Mosquito Larvicidal Agents against Two Mosquito Vectors, Culex pipiens and Aedes albopictus

Matiadis

Liggri

Kritsi

et al. 2021

IJMS

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Vector-borne diseases have appeared or re-emerged in many Southern Europe countries making the transmission of infectious diseases by mosquitoes (vectors) one of the greatest worldwide health threats. Larvicides have been used extensively for the control of Aedes (Stegomyia) albopictus (Skuse, 1895) (Diptera: Culicidae) and Culex pipiens Linnaeus, 1758 (Diptera: Culicidae) mosquitoes in urban and semi-urban environments, causing the increasing resistance of mosquitoes to commercial insecticides. In this study, 27 curcuminoids and monocarbonyl curcumin derivatives were synthesised and evaluated as potential larvicidal agents against Cx. pipiens and Ae. albopictus. Most of the compounds were more effective against larvae of both mosquito species. Four of the tested compounds, curcumin, demethoxycurcumin, curcumin-BF2 complex and a monocarbonyl tetramethoxy curcumin derivative exhibited high activity against both species. In Cx. pipiens the recorded LC50 values were 6.0, 9.4, 5.0 and 32.5 ppm, respectively, whereas in Ae. albopictus they exhibited LC50 values of 9.2, 36.0, 5.5 and 23.6 ppm, respectively. No conclusive structure activity relationship was evident from the results and the variety of descriptors values generated in silico provided some insight to this end.

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Insect growth regulatory and larvicidal activity of chalcones against Aedes albopictus

Cited by 10 publications

References 25 publications

Larvicidal activity of substituted chalcones against Aedes aegypti (Diptera: Culicidae) and non‐target organisms

Larvicidal activity of substituted chalcones against Aedes aegypti (Diptera: Culicidae) and non‐target organisms

Mosquito-Borne Diseases Emergence/Resurgence and How to Effectively Control It Biologically

Curcumin Derivatives as Potential Mosquito Larvicidal Agents against Two Mosquito Vectors, Culex pipiens and Aedes albopictus

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