Ovicidal in vitro activity of 2-aryl-3-(2-morpholinoethyl)thiazolidin-4-ones and 2-aryl-3-(3-morpholinopropyl)thiazolidin-4-ones against Fasciola hepatica (Linnaeus, 1758)

Zehetmeyr, Fabiane Knepper; Silva, Maria Antonieta Machado Pereira da; Pereira, Karine Massia; Berne, Maria Elisabeth Aires; Cúnico, Wilson; Campos, José C.; Gouvêa, Daniela P.; Nascente, Patrícia da Silva; Hübner, Sílvia de Oliveira; Siqueira, Geonir M.

doi:10.1016/j.exppara.2018.07.012

Cited by 13 publications

(4 citation statements)

References 33 publications

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“…Previously, ovicidal assays of different parasites have been used to evaluate the efficacy of various compounds and plant extracts; recently, they have begun to be evaluated against F. hepatica eggs (Tunc et al 2000 ; Kamaraj and Rahuman 2011 ; Moazeni and Khademolhoseini 2016 ; Moazeni et al 2017 ; Najafi et al 2017 ; Knepper et al 2018 ; Machado et al 2020 ). EALM had not been evaluated in this way, and this experiment showed an ovicidal effect on F. hepatica eggs.…”

Section: Discussionmentioning

confidence: 99%

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Evaluation of the ovicidal activity and fasciolicidal activity of the extract of ethyl acetate from Artemisia ludoviciana Nutt. spp. mexicana and of artemisinin against adult parasites of Fasciola hepatica

Ezeta-Miranda,

Avila-Acevedo,

Vera-Montenegro

et al. 2023

Parasitol Res

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The objective of this work was to evaluate the effect of the ethyl acetate extract from A. ludoviciana (EALM) and artemisinin against adult parasites and eggs of F. hepatica. For the ovicidal assay, cell culture plates with 24 wells were used, and 90 to 110 F. hepatica eggs were placed in each well. The eggs were exposed to concentrations of 100, 200, 300, 400, and 500 mg/L EALM and incubated for 16 days. Additionally, triclabendazole (TCBZ) was used as a reference drug at concentrations of 10 and 50 mg, and the response of artemisinin at concentrations of 10 and 20 mg was simultaneously assessed. Adult flukes were exposed to concentrations of 125, 250, 375, and 500 mg/L EALM. The results of the ovicidal action of EALM on the eggs showed that concentrations greater than 300 mg/L were significant, with ovicidal percentages greater than 60% observed on day 16 of incubation (p < 0.05). The maximum efficiency of EALM on adult flukes was reached 72 h post-exposure at a concentration of 125 mg/L (p < 0.05).

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Section: Discussionmentioning

confidence: 99%

“…After that period, they were exposed to 2 h of artificial light so that the miracidia would hatch. The ovicidal activity was evaluated according to formulas from the following (Najafi et al 2017 ; Knepper et al 2018 ; Machado et al 2020 ): …”

Section: Methodsmentioning

confidence: 99%

Evaluation of the ovicidal activity and fasciolicidal activity of the extract of ethyl acetate from Artemisia ludoviciana Nutt. spp. mexicana and of artemisinin against adult parasites of Fasciola hepatica

Ezeta-Miranda,

Avila-Acevedo,

Vera-Montenegro

et al. 2023

Parasitol Res

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“…[3] Thiazolidine is a 5-membered saturated ring derivative of L-cysteine, a semi-essential amino acid that plays a crucial role in the structure and function of proteins in the human body. [4,5] Thiazolidines and their derivatives are attractive due to their wide distribution in active natural and synthetic compounds with various pharmacological properties, including antitrypanosomal, [6] anti-HIV, [7,8] anticancer, [9,10] antibacterial, [11] anti-inflammatory, [12,13] antidiabetic, [14] antiparasitic, [15] antitubercular, [16] antinociceptive and anti-hypernociceptive compounds, [17] and oral hypoglycemic agents. [18] Figure 1 illustrates some of these compounds with the thiazolidine unit highlighted.…”

Section: Introductionmentioning

confidence: 99%

Organocatalytic Synthesis and DNA Interactive Studies of New 1,2,3‐triazolyl‐thiazolidines Hybrids

Larroza,

Soares,

Morais

et al. 2024

ChemBioChem

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An organocatalytic [3 + 2] cycloaddition reaction between thiazolidine‐containing β‐ketoester 1 and aryl azides 2 was employed to synthesize new 1,2,3‐triazolyl‐thiazolidine hybrids 3. In this metal‐free approach, twelve compounds were isolated in yields ranging from 23% to 96% by using diethylamine (10 mol%) and DMSO at 75 °C for 24 hours. DNA‐binding assays were conducted through absorption, emission spectroscopy and viscosimetry analysis, to evaluate the interaction capacity of the studied derivatives with nucleic acids. All the synthesized compounds were evaluated for their interactions with a specific group of compounds containing the pharmacophoric groups triazole and thiazolidine through a molecular docking speculative study, aimed at identifying the interaction profile of these compounds with DNA. The obtained results suggest that 1,2,3‐triazolyl‐thiazolidine hybrids could be a promising approach in the development of novel therapeutic agents targeting DNA‐related processes.

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“…Thiazolidine and its composites are key components of many natural products and drugs (Fig. 1), and are also present in many synthetic compounds such as anticancer [8][9][10][11], antimicrobial [12][13][14], antitumor [15,16], antidiabetic [17], antiparasitic [18,19], anti-inflammatory [20][21][22], antitubercular [23], antifungal [24], antiviral [25,26], anti-HIV [27][28][29], cytotoxicity [30], antitrypanosomal [31], antinociceptive and anti-hypernociceptive compounds [32]. In addition, the use of thiazolidines as an inhibitor of tyrosyl-DNA phosphodiesterase I [33] and influenza neuraminidase [34], pro-drugs for the treatment of cystinosis [35], radioprotective against γ-irradiation [36] and as S1P1 receptor agonists [37,38] has also been reported.…”

Section: Introductionmentioning

confidence: 99%

Saturated Five-Membered Thiazolidines and Their Derivatives: From Synthesis to Biological Applications

Sahiba¹,

Sethiya²,

Soni³

et al. 2020

Top Curr Chem (Z)

100

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In past decades, interdisciplinary research has been of great interest for scholars. Thiazolidine motifs behave as a bridge between organic synthesis and medicinal chemistry and compel researchers to explore new drug candidates. Thiazolidine motifs are very intriguing heterocyclic five-membered moieties present in diverse natural and bioactive compounds having sulfur at the first position and nitrogen at the third position. The presence of sulfur enhances their pharmacological properties, and, therefore, they are used as vehicles in the synthesis of valuable organic combinations. They show varied biological properties viz. anticancer, anticonvulsant, antimicrobial, anti-inflammatory, neuroprotective, antioxidant activity and so on. This diversity in the biological response makes it a highly prized moiety. Based on literature studies, various synthetic approaches like multicomponent reaction, click reaction, nano-catalysis and green chemistry have been employed to improve their selectivity, purity, product yield and pharmacokinetic activity. In this review article, we have summarized systematic approaches for the synthesis of thiazolidine and its derivatives, along with their pharmacological activity, including advantages of green synthesis, atom economy, cleaner reaction profile and catalyst recovery which will help scientists to probe and stimulate the study of these scaffolds.

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Ovicidal in vitro activity of 2-aryl-3-(2-morpholinoethyl)thiazolidin-4-ones and 2-aryl-3-(3-morpholinopropyl)thiazolidin-4-ones against Fasciola hepatica (Linnaeus, 1758)

Cited by 13 publications

References 33 publications

Evaluation of the ovicidal activity and fasciolicidal activity of the extract of ethyl acetate from Artemisia ludoviciana Nutt. spp. mexicana and of artemisinin against adult parasites of Fasciola hepatica

Evaluation of the ovicidal activity and fasciolicidal activity of the extract of ethyl acetate from Artemisia ludoviciana Nutt. spp. mexicana and of artemisinin against adult parasites of Fasciola hepatica

Organocatalytic Synthesis and DNA Interactive Studies of New 1,2,3‐triazolyl‐thiazolidines Hybrids

Saturated Five-Membered Thiazolidines and Their Derivatives: From Synthesis to Biological Applications

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