Selenium-Containing (Hetero)Aryl Hybrids as Potential Antileishmanial Drug Candidates: In Vitro Screening against L. amazonensis

Biomedicines, Journal Year: 2024, Volume and Issue: 12(1), P. 213 - 213

Published: Jan. 17, 2024

Leishmaniasis remains a significant global health concern, with current treatments relying on outdated drugs associated high toxicity, lengthy administration, elevated costs, and drug resistance. Consequently, the urgent need for safer more effective therapeutic options in leishmaniasis treatment persists. Previous research has highlighted selenium compounds as promising candidates innovative therapy. In light of this, library 10 selenium-containing diverse was designed evaluated this study. These included selenium-substituted indole, coumarin, chromone, oxadiazole, imidazo[1,2-a]pyridine, Imidazo[2,1-b]thiazole, oxazole, among others. were screened against Leishmania amazonensis promastigotes intracellular amastigotes, their cytotoxicity assessed peritoneal macrophages, NIH/3T3, J774A.1 cells. Among tested compounds, MRK-106 MRK-108 displayed highest potency L. reduced cytotoxicity. Notably, exhibited IC50 values 3.97 µM 4.23 µM, respectively, most showed low host cells (CC50 > 200 µM). Also, MRK-107 MRK-113 activity amastigotes (IC50 18.31 15.93 SI 12.55 10.92, respectively). conclusion, identified hold potential structures antileishmanial to be further explored subsequent studies. findings represent step toward development therapies leishmaniasis, addressing pressing novel improved treatments.

Language: Английский

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Benzoimidazolyl Organoseleniums: Antioxidant Activity and Catalysts for Selective Iodination of Arenes and Nitro-Michael Reaction

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(19), P. 14328 - 14340

Published: Sept. 16, 2024

Here, the synthesis and catalytic activities of benzoimidazole-derived organoselenium compounds have been explored. The synthesized bis(2-benzoimidazolyl) diselenide, having increased Lewis acidity on selenium center, outperforms simple phenyl

Language: Английский

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KIO₃-catalyzed selective oxidation of thiols to disulfides in water under ambient conditions

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 22(11), P. 2175 - 2181

Published: Dec. 19, 2023

Herein, we report a KIO

Language: Английский

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Design, synthesis and identification of novel molecular hybrids based on naphthoquinone aromatic hydrazides as potential trypanocide and leishmanicidal agents

Anais da Academia Brasileira de Ciências, Journal Year: 2024, Volume and Issue: 96(2)

Published: Jan. 1, 2024

In pursuit of potential agents to treat Chagas disease and leishmaniasis, we report the design, synthesis, identification novel naphthoquinone hydrazide-based molecular hybrids. The compounds were subjected in vitro trypanocide leishmanicidal activities. N'-(1,4-Dioxo-1,4-dihydronaphthalen-2-yl)-3,5-dimethoxybenzohydrazide (13) showed best performance against Trypanosoma cruzi (IC50 1.83 µM) Leishmania amazonensis 9.65 µM). 4-Bromo-N'-(1,4-dioxo-1,4-dihydronaphthalen-2-yl)benzohydrazide (16) exhibited activity 12.16 Regarding activity, compound 13 was low cytotoxic LLC-MK2 cells (SI = 95.28). Furthermore, through modeling studies, cysteine proteases cruzain, rhodesain CPB2.8 identified as biological targets.

Language: Английский

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Recyclable Ag/g‐C3N4 Catalyzed Visible‐light Promoted Heterogeneous Synthesis of Unsymmetric Diaryl Chalcogenides

Asian Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 27, 2024

Abstract With Ag/g‐C 3 N 4 semiconductor as the heterogeneous photocatalyst, visible light promoted synthesis of unsymmetric diaryl chalcogenides could be achieved under additive‐free and mild conditions. A series were generated in good to excellent yields with high functional group tolerance. The photocatalyst is easily recovered from reaction mixture reused at least 5 times, opening way for larger‐scale industrial applications this type photocatalytic bond‐forming reactions.

Language: Английский

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Transition‐Metal Free, One Pot Synthesis of Selenoesters via Reaction of Alkyl Selenides and Acyl Chlorides

Asian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 12(12)

Published: Nov. 7, 2023

Abstract Herein, we report a new and efficient method for the synthesis of selenoesters by direct coupling reaction alkyl selenides with acyl chlorides in ethanol under transition metal‐free conditions. This nucleophilic substitution afforded good yields. Traditionally, involve an organoselenium anions generated situ through reductive cleavage previously prepared diselenides. Our one‐pot approach avoids pre‐preparation diselenides operated atom‐economical environmentally friendly The synthetic utility these was studied using Se ‐butyl benzoselenoate as substrate Sonogashira‐type cross‐coupling reaction.

Language: Английский

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Selenium-Containing (Hetero)Aryl Hybrids as Potential Antileishmanial Drug Candidates: In vitro Screening Against L. amazonensis

Published: Dec. 21, 2023

Leishmaniasis remains a significant global health concern, with current treatments relying on outdated drugs associated high toxicity, lengthy administration, elevated costs, and drug resistance. Consequently, the urgent need for safer more effective therapeutic options in leishmaniasis treatment persists. Previous research has highlighted selenium compounds as promising candidates innovative therapy. In light of this, library 10 selenium-containing diverse was designed evaluated this study. The were subjected to screening against L. amazonensis promastigotes, their cytotoxicity assessed NIH/3T3 cells. Among tested compounds, MRK-106 MRK-108 displayed highest potency promastigotes while demonstrating reduced cytotoxicity. Notably, exhibited IC50 values 3.97 µM, 4.23 respectively, most showed low cells (CC50 > 200 µM). Although these results are promising, additional investigations focusing intracellular amastigotes required determine antileishmanial activity compounds. conclusion, identified hold considerable potential warrant further exploration subsequent studies. These findings represent step towards development therapies leishmaniasis, addressing pressing novel improved treatments.

Language: Английский

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C(sp²)–H selenylation of substituted benzo[4,5]imidazo[2,1-b]thiazoles using phenyliodine(iii)bis(trifluoroacetate) as a mediator

RSC Advances, Journal Year: 2024, Volume and Issue: 14(7), P. 4462 - 4470

Published: Jan. 1, 2024

A metal-free regioselective C–H selenylation of substituted benzo[4,5]imidazo[2,1- b ]thiazoles is devised to prepare structurally diverse selenoether derivatives in good excellent yields. The reaction scalable and follows radical pathways.

Language: Английский

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Synthesis and mechanistic study of 2-(trifluoromethyl)-10H-phenoselenazine from double cross coupling reaction

Anais da Academia Brasileira de Ciências, Journal Year: 2024, Volume and Issue: 96(1)

Published: Jan. 1, 2024

Phenoselenazines are nitrogen and selenium-based heterocyclic compounds that have important biological activities. However, their preparation methods scarce difficult to handle. The synthesis of a phenoselenazine from simple robust CuO nanoparticle catalyzed methodology, using bis-aniline-diselenide 1,2-dihalobenzenes under microwave irradiation. Also, the double-cross-coupling reaction mechanism for C-Se C-N bond formation, including observation intermediate by mass spectrometry been studied.

Language: Английский

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A Green Synthesis of 3-Selanyl-Isoflavones via Lipase Mediated Selenylation/Cyclization of Enaminones

Catalysts, Journal Year: 2024, Volume and Issue: 14(7), P. 413 - 413

Published: June 28, 2024

Herein, a green biocatalytic approach using lipase as catalyst has been developed for the synthesis of 3-selanyl-isoflavones through selenylation/cyclization 2-hydroxyphenyl enaminones and diphenyl di-selenide under mild conditions. The environmentally friendly method reached high yields 87–95% in short time at 30 °C, with 17 examples successfully prepared. Furthermore, we have investigated possible mechanisms underlying this reaction.

Language: Английский

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