Responsive Organoselenium Dendritic Polymers: From Monodisperse Dendrimers to Self-Assembled Micelles for Advanced Therapeutic Applications DOI Creative Commons
Natalia Sanz del Olmo, Jorge San Jacinto García, Yuh-Cheng Yin

et al.

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: unknown

Published: May 23, 2025

Selenium (Se) is a highly biologically active element, and its organic derivatives have attracted growing interest for their promising chemotherapeutic potential, largely due to redox-modulating activity, which selectively affects cancer cells with high levels of reactive oxygen species (ROS). However, reactivity susceptibility spontaneous degradation limit biomedical application. To harness potential in the realm nanomedicine, we present new generation therapeutically polymers that combine Se 2,2-bis(methylol)propionic acid (bis-MPA)-based dendritic polymers, chosen chemical versatility, low toxicity, excellent biodegradability. Most examples literature about feature dormant skeletons functional groups expressed only on periphery, severely limits scope. In this work, monodisperse dendrimers linear-dendritic (LD) up third were developed, latter capable self-assembling into micelles (∼20 nm). These systems at core or peripheral branches form monoselenide diselenide bridges. incorporation demonstrated compatibility two key polyester synthetic approaches: anhydride chemistry fluoride-promoted esterification (FPE). Both linkages introduced degradability dynamic behavior micelles. biological activities differed significantly. Diselenide-containing exhibited great anticancer against breast cell lines, IC50 values micromolar range. Among these, first-generation stood out selectivity toward cells. contrast, incorporating monoselenides retained biocompatibility characteristics bis-MPA constructs.

Language: Английский

Aminoselenation and Dehydroaromatization of Cyclohexanones with Anilines and Diselenides DOI
Lin Zhao,

Yujie Weng,

Xinyu Zhou

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(22), P. 4835 - 4839

Published: May 29, 2024

A three-component cascade reaction involving cyclohexanones, anilines, and diaryl diselenides under metal-free conditions is reported. The ortho-selenation of cyclohexanones with diselenides, followed by sequential dehydroaromatization enables the preparation a variety o-selanyl anilines in moderate to excellent yields. This innovative transformation notable for its tolerance functional groups suitable late-stage modification complex pharmaceuticals.

Language: Английский

Citations

30

Recent advances in the synthesis of organoselenium heterocycle conjugates DOI
Saad Shaaban,

Hussein Ba‐Ghazal,

Yasair S. Al‐Faiyz

et al.

Tetrahedron, Journal Year: 2024, Volume and Issue: 157, P. 133957 - 133957

Published: March 23, 2024

Language: Английский

Citations

16

Organoselenium compounds in medicinal chemistry DOI
Carola Gallo‐Rodriguez, Juan B. Rodríguez

ChemMedChem, Journal Year: 2024, Volume and Issue: 19(17)

Published: May 23, 2024

Abstract The chemical and biological interest in this element the molecules bearing selenium has been exponentially growing over years. Selenium, formerly designated as a toxin, becomes vital trace for life that appears selenocysteine its dimeric form, selenocystine, active sites of selenoproteins, which catalyze wide variety reactions, including detoxification reactive oxygen species modulation redox activities. From point view drug developments, organoselenium drugs are isosteres sulfur‐containing oxygen‐containing with advantage presence atom confers antioxidant properties high lipophilicity, would increase cell membrane permeation leading to better oral bioavailability. This statement is paramount relevance considering big number clinically employed compounds sulfur or atoms their structures nucleosides carbohydrates. Thus, article we have focused on relevant features application medicinal chemistry. With increasing chemistry, attempted highlight most significant published data subject, mainly concentrating analysis last In consequence, recent advances pharmacological discussed.

Language: Английский

Citations

12

Photoredox-Catalyzed Synthesis of C-Benzoselenazolyl/Benzothiazolyl Glycosides from 2-Isocyanoaryl Selenoethers/Thioethers and Glycosyl Bromides DOI

Yi Jiao,

Xiaoran Shi,

Lei Ju

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(1), P. 390 - 395

Published: Jan. 2, 2024

Molecules containing heteroatoms, such as Se and S, play an indispensable role in the discovery design of pharmaceuticals, whereas has been less studied. Here, we described a photoredox strategy to synthesize C-benzoselenazolyl (Bs) glycosides from 2-isocyanoaryl selenoethers glycosyl bromides. This reaction was carried out under mild conditions with high efficiency. C-Benzothiazolyl (Bt) could also be synthesized thioethers using this strategy. method can access novel seleno/thiosugars, which will benefit Se/S-containing drug discovery.

Language: Английский

Citations

11

Recent progress in the organoselenium-catalyzed difunctionalization of alkenes DOI
Pei Qu, Gong‐Qing Liu

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Selenium-based catalysts have recently been utilized to facilitate a variety of new organic transformations, owing their intrinsic advantages, including low cost, toxicity, stability in both air and water, strong compatibility with diverse functional groups. The difunctionalization alkenes-the process incorporating two groups onto carbon-carbon double bond-has garnered particular interest within the chemical community its significant applications synthesis. Recently, organoselenium-catalyzed alkenes has emerged as an ideal powerful route obtain high-value vicinal difunctionalized molecules. This review emphasizes recent advancements this rapidly evolving field, focusing on scope, limitations, mechanisms various reactions.

Language: Английский

Citations

1

A novel organoselenium-based Schiff base for selective separation of copper and zinc from food samples using ultrasonic-assisted solidified floating organic drop microextraction strategy DOI
Wael I. Mortada, Saad Shaaban, Hanan A. Althikrallah

et al.

Journal of Food Composition and Analysis, Journal Year: 2024, Volume and Issue: 132, P. 106358 - 106358

Published: May 25, 2024

Language: Английский

Citations

7

Repurposed organoselenium tethered amidic acids as apoptosis inducers in melanoma cancer via P53, BAX, caspases-3, 6, 8, 9, BCL-2, MMP2, and MMP9 modulations DOI Creative Commons
Saad Shaaban, Hanan A. Althikrallah, Amr Negm

et al.

RSC Advances, Journal Year: 2024, Volume and Issue: 14(26), P. 18576 - 18587

Published: Jan. 1, 2024

Repurposed organoselenium tethered amidic acids as apoptosis inducers in melanoma.

Language: Английский

Citations

7

Nickel Metal-Organic Framework-Based Surfaces for Effective Supercapacitor Application DOI Creative Commons
Ayman S. Eliwa, Shymaa S. Medany, Gehad G. Mohamed

et al.

Journal of Inorganic and Organometallic Polymers and Materials, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 15, 2025

Language: Английский

Citations

1

Recent advances in hydrofunctionalisation of cyclopropenes via carbon–heteroatom bond formation DOI
Jorge García‐Lacuna, Gema Domı́nguez, Ángel Manu Martínez

et al.

Organic Chemistry Frontiers, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

This review highlights recent advances in the hydrofunctionalisation of cyclopropenes through formation carbon–heteroatom bonds for synthesis polysubstituted cyclopropanes.

Language: Английский

Citations

1

Photocatalyst‐ and Transition‐Metal‐Free Light‐Induced Formation of Carbon‐Chalcogen Bonds DOI
Rosalin Bhanja, Shyamal Kanti Bera, Prasenjit Mal

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 366(2), P. 168 - 182

Published: Dec. 16, 2023

Abstract Photoinduced chemical transformations have become a promising aspect of organic synthesis. This review focuses on the recent advancements in harnessing photoinduced processes for formation carbon‐chalcogen (C−O, C−S, C−Se, and C−Te) bonds under catalyst‐free conditions. These pathways typically involve either radical mechanism or creation electron‐donor‐acceptor (EDA) complexes. The explores intricacies underlying mechanisms, discusses limitations, evaluates applicability various methodologies this field. Notably, photocatalyst transition metal‐free photochemical reactions offer effective alternatives to enhance sustainability research area.

Language: Английский

Citations

16