A series of tetraethynylsilanes (TETS) have been synthesized by reaction of silicon tetrachloride (SiCl(4)) with Ar-C triple bond CLi, which was prepared in situ by treatment of Ar-C triple bond CH with n-BuLi. For these TETS thus prepared, their photoactivated insecticidal activities against the 4th-instar larvae of Aedes albopictus (Skuse) were evaluated to enrich the structure-activity relationship. In particular, compound 8 exhibited excellent photoactivated insecticidal activity, the LC(50) value was 0.1346 mg L(-1) under UV light treatment and the irradiation-generated enhancement in the activity was more than 69.58-fold, thus could be exploitable as ideal analog candidates in the search for new photoactivated insecticide leads.
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http://dx.doi.org/10.1016/j.jphotobiol.2009.11.003 | DOI Listing |
Pest Manag Sci
February 2024
Department of Biological Sciences, Vanderbilt University, Nashville, TN, USA.
Background: Insecticides are critical for controlling mosquito populations and mitigating the spread of vector-borne disease, but their overuse has selected for resistant populations. A promising alternative to classical chemical insecticides is photosensitive molecules - here called photosensitive insecticides or PSIs - that when ingested and activated by light, generate broadly toxic reactive oxygen species. This mechanism of indiscriminate oxidative damage decreases the likelihood that target site modification-based resistance evolves.
View Article and Find Full Text PDFJ Am Chem Soc
December 2022
The Key Laboratory of Functional Molecular Solids, Ministry of Education, School of Chemistry and Materials Science, Anhui Normal University, Wuhu 241002, China.
Sulfoxide-bridged dimeric BODIPYs were developed as a new class of long-wavelength photoconvertible fluorophores. Upon visible-light irradiation, a sulfoxide moiety was released to generate the corresponding α,α-directly linked dimeric BODIPYs. The extrusion of SO from sulfoxides was mainly through an intramolecular fashion involving reactive triplet states.
View Article and Find Full Text PDFToxins (Basel)
September 2022
School of Plant Protection, Hainan University, Haikou 570228, China.
Furanocoumarins, the secondary metabolites of plants, are considered to be natural insecticides and fungicides because they prevent the invasion of plant pathogenic microorganisms and the predation of herbivorous insects. In this study, novel 2-arylfuranocoumarin derivatives were designed to synthesize by condensation, esterification, bromination, and Wittig reaction. The results showed an excellent photosensitive activity of 2-thiophenylfuranocoumarin (I34).
View Article and Find Full Text PDFJ Agric Food Chem
December 2021
Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China.
Naturally occurring avermectins are allosteric modulators of glutamate-gated chloride channels (GluCls) and possess exceptionally potent anthelmintic, acaricidal, and insecticidal activities. Here, we develop photoswitchable azobenzene-avermectin () derivatives, which can be photoactivated upon ultraviolet irradiation. After illumination, the best compound -AB4″AVM had a 1.
View Article and Find Full Text PDFBioorg Med Chem Lett
September 2021
Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China; State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, Shanghai 200237, China. Electronic address:
Infected mosquitoes are significant vectors of dengue, yellow fever, chikungunya, zika and other pathogens. In the view of increasing resistance in mosquito larvae control, photoactivated insecticides is a promising approach by utilizing highly toxic singlet oxygen produced by photosensitizer through irradiation. However, the choice of photosensitizer for mosquito control is limited.
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