Mosquitocidal Properties of Natural Product Compounds Isolated From Chinese Herbs and Synthetic Analogs of Curcumin

Abstract

Because of resistance to current insecticides and to environmental, health, and regulatory concerns, naturally occurring compounds and their derivatives are of increasing interest for the development of new insecticidal compounds against vectors of disease-causing pathogens. Fifty-eight compounds, either extracted and purified from plants native to China or synthetic analogs of curcumin, were evaluated for both their larvicidal activity against Aedes aegypti (L.) and their ability to inhibit binding of cholesterol to Ae. aegypti sterol carrier protein-2 in vitro. Of the compounds tested, curcumin analogs seem especially promising in that of 24 compounds tested five were inhibitors of Ae. aegyptisterol carrier protein-2 with EC50 values ranging from 0.65 to 62.87 μM, and three curcumin analogs exhibited larvicidal activity against fourth instar Ae. aegypti larvae with LC50 values ranging from 17.29 to 27.90 μM. Adding to the attractiveness of synthetic curcumin analogs is the relative ease of synthesizing a large diversity of compounds; only a small fraction of such diversity has been sampled in this study.

Ethno-medicines for Mosquito Transmitted Diseases from South-western Nigeria

“…Petroleum ether extract contains fats and fixed oil while aqueous extract contains amino acids, tannins (condensed and pseudo tannins) and starch [5]. IR has been reported to possess various pharmacological actions, mainly antidiabetic [6], antiinflammatory [7], nephroprotective [8], antibacterial [9], antioxidant and antimicrobial activity [10]. Further, the principle constituents of IR such as sinapic and ferulic acids have exhibited behavioural and pharmacological…”

“…However, the extensive use of synthetic organic insecticides has resulted in environmental hazards and in the development of physiological resistance in vector species [5,6]. Development of insecticide resistance in mosquitoes has been a serious threat to current malaria control strategies [7]. This has necessitated the search for potential alternative sources, for effective mosquito control and with minimal environmental hazards.…”

Crystal structure of (1E,4E)-1,5-bis(4-chlorophenyl)penta-1,4-dien-3-one, C17H12Cl2O

“…Analogues of 1,1′-distyryl ketones devoid of phenolic groups have also been found to exhibit significant anti-oxidant properties [7]. The analogous (1E,4E)-1,5-bis(4-hydroxyphenyl)penta-1,4-dien-3-one and (1E,4E)-1-(2-hydroxyphenyl)-5-phenylpenta-1,4-dien-3-one, on the other hand, have been found to exhibit significant larvicidal activity against mosquito Aedes aegypti (L), [8] a known vector in the transmission of yellow fever, dengue haemorrhagic fever, and the re-emerging disease chikungunya. These compounds have also been found to inhibit binding of cholesterol to Aedes aegypti SCP-2 (AeSCP-2) in vitro [9].…”

Avaliação da atividade antimicrobiana de curcuminoides e estudo de suas reações de fragmentação em fase gasosa por espectrometria de massas sequencial

“…Além disso, a clorexidina impede a formação da película adquirida e altera a aderência microbiana [19,23]. No entanto, apesar de ela promover grandes benefícios, a utilização diária de formulações à base de clorexidina, que possuem sabor extremamente amargo, pode causar efeitos adversos, tais como manchas nos dentes e na língua, perda do paladar, sensação de queimação na mucosa oral e distúrbio da flora oral e intestinal [19,21] Na literatura, diversas atividades biológicas têm sido reportadas para a curcumina, tais como inseticida [29], antioxidante [30][31][32], anti-inflamatória [33], antimicrobiana [32,34], anticarcinogênica [35,36], tripanocida [37] e esquistossomicida [38,39]…”

“…Nestetrabalho, a comparação entre as intensidades relativas (RI,%) e Elab (eV) evidenciou que o valor de Elab ótimo para o desenvolvimento do estudo de fragmentação dos curcuminoides monocêtonicos 1-11 foi 20 eV "Avaliação da atividade antimicrobiana de curcuminoides e estudo de fragmentação por ESI-MS/MS"(Figura 12). Com relação aos curcuminoides(12)(13)(14)(15)(16)(17)(18)(19)(20)(21)(22)(23)(24)(25)(26)(27)(28)(29)(30)(31), o pico correspondente à molécula protonada não foi observado nos respectivos espectros de massas (ESI-MS). Apesar das alterações feitas nos parâmetros experimentais (capilar e potencial do cone extrator, por exemplo), verificou-se que a perda de água a partir das moléculas protonadas desses compostos ocorre com grande facilidade na fonte de ionização, possivelmente devido à ausência da ligação dupla entre C2-C3 e C2'-C3'.…”