The use of ultrasound in the South Cone region. Advances in organic and inorganic synthesis and in analytical methods

Fiego, Marcos J. Lo; Lorenzetti, Anabela S.; Silbestri, Gustavo F.; Domini, Claudia E.

doi:10.1016/j.ultsonch.2021.105834

Cited by 11 publications

(4 citation statements)

References 204 publications

(317 reference statements)

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“…Use of ultrasound irradiation in organic synthesis has become a more efficient, safe, convenient, and simple method. Ultrasound irradiation reactions are much more advantageous than traditional thermal methods in terms of reaction rates, yield, purity of the products, and selectivity. − Thus, alkylation of the 5-arylidene-2,4-thiazolidinedione 3a – e with different alkyl halides was established under ultrasound irradiation in DMF in the presence of anhydrous potassium carbonate at room temperature in order to afford the respective N -alkyl-5-arylidene-2,4-thiazolidinedione analogues 4–7 with good yield within 20–60 min (Scheme ).…”

Section: Resultsmentioning

confidence: 99%

Harnessing ROS-Induced Oxidative Stress for Halting Colorectal Cancer via Thiazolidinedione-Based SOD Inhibitors

et al. 2022

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Based on the “canonical” view of reactive oxygen species’ (ROS) contribution to carcinogenesis, ROS induce oxidative stress and promote various tumor progression events. However, tumor cells also need to defend themselves against oxidative damage. This “heresy” was supported by several recent studies underlining the role of cellular antioxidant capacity in promoting metastasis and resistance to chemotherapy. Accordingly, harnessing the ROS-induced oxidative stress via selective suppression of the cancer antioxidant defense machinery has been launched as an innovative anticancer strategy. Within this approach, pharmacological inhibition of superoxide dismutases (SODs), the first-line defense antioxidant enzymes for cancer cells, selectively kills tumor cells and circumvents their acquired resistance. Various SOD inhibitors have been introduced, of which some were tolerated in clinical trials. However, the hit SOD inhibitors belong to diverse chemical classes and lack comprehensive structure–activity relationships (SAR). Herein, we probe the potential of newly synthesized benzylidene thiazolidinedione derivatives to inhibit SOD in colorectal cancer with special emphasis on their effects on correlated antioxidant enzymes aldehyde dehydrogenase 1 (ALDH1) and glutathione peroxidase (GPx). This may possibly bring a new dawn for utilizing thiazolidinediones (TZDs) in cancer therapy through SOD inhibition mechanisms. The preliminary 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay showed that all of the evaluated TZDs exhibited excellent safety profiles on normal human cells, recording an EC100 of up to 47.5-folds higher than that of doxorubicin. Compounds 3c , 6a , and 6e (IC50 = 4.4–4.7 μM) were superior to doxorubicin and other derivatives against Caco-2 colorectal cancer cells within their safe doses. The hit anticancer agents inhibited SOD (IC50 = 97.2–228.8 μM). Then, they were selected for further in-depth evaluation on the cellular level. The anticancer IC50 doses of 3c , 6a , and 6e diminished the antioxidant activities of SOD (by 29.7, 70.1, and 33.3%, respectively), ALDH1A (by 85.92, 95.84, and 86.48%, respectively), and GPX (by 50.17, 87.03, and 53.28%, respectively) in the treated Caco-2 cells, elevating the Caco-2 cellular content of ROS by 21.42, 7.863, and 8.986-folds, respectively. Docking simulations were conducted to display their possible binding modes and essential structural features. Also, their physicochemical parameters and pharmacokinetic profiles formulating drug-likeness were computed.

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Section: Resultsmentioning

confidence: 99%

Harnessing ROS-Induced Oxidative Stress for Halting Colorectal Cancer via Thiazolidinedione-Based SOD Inhibitors

et al. 2022

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“…As amplitude increases more power is delivered to the sample, therefore solvent penetration to the cell walls and cavitation are increased; this can favor the release of phenolic compounds [45] . However, the breakage of bonds produced by higher amplitudes can lead to a degradation of the extracts due to the generation of radicals [46] . This can explain the decrease in phenolic and flavonoid content values reported in this study corresponding to amplitudes higher than 50 %.…”

Section: Effect Of Amplitude In Ultrasound Assisted Extraction Of Pec...mentioning

confidence: 99%

Valorization of three pecan nutshell cultivars by ultrasound assisted extraction of polyphenolic compounds and its potential free radical inhibition

García-Larez

Tapia-Hernández

Quintana

et al. 2022

Preprint

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The present study was performed to identify the effects of ultrasound assisted extraction (UAE) conditions over total phenolic content, total flavonoid content, and antioxidant activity of pecan nutshell extracts of Western, Wichita, and Mahan cultivars. The analyzed UAE conditions were extraction time, amplitude, and sample-solvent ratio. Antioxidant activity was evaluated through ABTS, DPPH, and FRAP assays. Optimal extraction conditions were used to obtain an extract for the determination of medium inhibitory concentration (IC 50 ) and FTIR analysis. Results indicate that extraction time of 25 min favored the extraction of phenolic compounds and flavonoids; in addition, extract with an extraction time of 1 min exhibits antioxidant activity by ABTS, while extraction time of 5 min presents higher DPPH and FRAP activity. The highest concentration of phenolic compounds and flavonoids was obtained with a 50% amplitude. Antioxidant activity by ABTS was higher for an extract with 80% amplitude, while extract with 30% amplitude had higher antioxidant activity by DPPH and FRAP. Sample-solvent ratio of 1/50 had the highest content of phenolic compounds while flavonoid content was higher in the extract with a 1/30 sample-solvent ratio. Sample-solvent ratio using UAE did not have an effect over antioxidant activity by ABTS and DPPH; however, antioxidant activity by FRAP was increased by UAE were a 1/30 sample-solvent ratio exhibited the highest value. FTIR spectra suggests the presence of phenolic compounds, proteins, and polysaccharides; therefore, bioactive compounds can be recovered from pecan nutshell through ultrasound assisted extraction.

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“…Two interesting reviews were published reporting the recent studies related to the sonoluminescence phenomenon and the recent works developed in the South region of South America by Saadah et al [3] and Fiego et al [4] , respectively. In the first review, the reported studies in the past three decades involving the correlation between cavitation bubble temperature, sonoluminescence and interfacial chemistry were discussed [3] , aiming to help for a better understanding of acoustic cavitation processes.…”

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confidence: 99%

“…In the first review, the reported studies in the past three decades involving the correlation between cavitation bubble temperature, sonoluminescence and interfacial chemistry were discussed [3] , aiming to help for a better understanding of acoustic cavitation processes. In the second review, many of the most relevant contributions of ultrasound in organic and inorganic synthesis as well as in analytical methods published in the past ten years by researchers from the South Cone region were reviewed by Fiego et al [4] . It was demonstrated that ultrasound can offer many advantages related to the reduction of reaction time, reproducibility, and also contribute to the development of greener approaches.…”

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confidence: 99%

Ultrasonics Sonochemistry in Latin America

Flores

2022

Ultrasonics Sonochemistry

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The use of ultrasound in the South Cone region. Advances in organic and inorganic synthesis and in analytical methods

Cited by 11 publications

References 204 publications

Harnessing ROS-Induced Oxidative Stress for Halting Colorectal Cancer via Thiazolidinedione-Based SOD Inhibitors

Harnessing ROS-Induced Oxidative Stress for Halting Colorectal Cancer via Thiazolidinedione-Based SOD Inhibitors

Valorization of three pecan nutshell cultivars by ultrasound assisted extraction of polyphenolic compounds and its potential free radical inhibition

Ultrasonics Sonochemistry in Latin America

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