Recent advance development in pillar[5]arene-based nanomaterials for cancer therapy

Chemical Communications, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

In this review, we summarize five different types of pillar[5]arene-based nanomaterials and their applications in chemotherapy, photodynamic therapy, photothermal multimodal synergistic therapy for tumors.

Язык: Английский

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Facile synthesis of a new chiral polyimine macrocycle and its application for enantioseparation in high-performance liquid chromatography

Talanta, Год журнала: 2024, Номер 280, С. 126781 - 126781

Опубликована: Авг. 26, 2024

Язык: Английский

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Origin of Manipulating Selectivity in Prins Cyclization by [Ga₄L₆]^12– Supramolecular Catalysis through Host–Guest Interactions

Inorganic Chemistry, Год журнала: 2024, Номер 63(34), С. 15906 - 15914

Опубликована: Авг. 9, 2024

The host effect of the supramolecular [Ga4L6]12– tetrahedral metallocage on Prins cyclization reaction substrate by encapsulated citronellal has been investigated means molecular dynamics and quantum mechanics. encapsulation process into cavity was simulated via attach–pull–release (APR) methods. Thermodynamic calculations classical simulations assessed substrate's microenvironment inside cavity, guiding DFT-level modeling reaction. DFT show diol product predominance in acidic solution but high enol selectivity [Ga4L6]12–, consistent with experimental findings. alters inhibiting formation. activation strain model-based decomposition analysis (ASM-DA) barrier difference among distortion interaction terms indicates that more positive between a guest transition state than determines selectivity, particularly fewer C–H···O O–H···O hydrogen-bonding interactions. These theoretical insights could contribute to deeper understanding nature catalysis further develop new catalysts.

Язык: Английский

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Research Progress on Photoresponsive Host-Guest Supramolecular Systems Based on Pillararenes

Advances in Analytical Chemistry, Год журнала: 2025, Номер 15(01), С. 22 - 33

Опубликована: Янв. 1, 2025

Язык: Английский

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C–C Cleavage/Cross-Coupling Approach for the Modular Synthesis of Medium-to-Large Sized Rings: Total Synthesis of Resorcylic Acid Lactone Natural Products

Journal of the American Chemical Society, Год журнала: 2025, Номер unknown

Опубликована: Март 5, 2025

The chemical synthesis of medium (8-11 membered) and large sized (≥12 cyclic systems is often challenging. introduction transannular strain loss degrees freedom in forming macrocycles result poor reaction kinetics thermodynamics (i.e., thermodynamically disfavored at equilibrium). To address these challenges, we herein report a strategy for the medium-to-large rings, which leverages strain-release metal templating through palladium-mediated C-C cleavage/cross-coupling. By means DOSY NMR techniques, identified an undesired competing β-hydrogen elimination pathway, was substrate dependent. Using streamlined requisite precursors, our method enables rapid generation complex rings modular fashion C(sp2)-C(sp3) macrocyclization. transformation enabled short total various resorcylic acid lactone (RAL) natural products unnatural analogues late-stage intermediates. A mechanistic proposal macrocyclization supported by computational studies using density functional theory.

Язык: Английский

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Desymmetric esterification catalysed by bifunctional chiral N-heterocyclic carbenes provides access to inherently chiral calix[4]arenes

Nature Communications, Год журнала: 2025, Номер 16(1)

Опубликована: Май 13, 2025

Язык: Английский

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Novel Tetraene Macrodiolides Are Effective Inducers of Mitochondrial Apoptosis in Jurkat Cells

International Journal of Molecular Sciences, Год журнала: 2025, Номер 26(11), С. 5139 - 5139

Опубликована: Май 27, 2025

We synthesized 16 representatives of a new class tetraene macrodiolides with two pharmacophore cis,cis-1,5-diene fragments the molecule in their structure rather high yields (from 67 to 84%), which, turn, were by catalytic intermolecular cyclocondensation reaction α,ω-alka-nZ,(n+4)Z-diendiols α,ω-alka-nZ,(n+4)Z-diendioic acids using Hf(OTf)4. The synthesis starting substrates 1Z,5Z-diene moieties degree stereoselectivity was carried out authors’ original homo-cyclomagnesiation O-containing allenes. cytotoxic potential examined compounds assessed following cell lines: Jurkat, K562, U937, HL60, HEK293, and Wi-38 (fibroblasts). Biological tests showed direct effect on mitochondrial biogenesis dissociation oxidation phosphorylation release cytochrome P450 into cytosol, as well induction apoptosis. selectivity index demonstrates significant variability, ranging from approximately 2.5 5.3 for Jurkat cells 3.0 5.8 other lines.

Язык: Английский

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A Chiral Nanohoop as Highly Efficient Asymmetric Organocatalyst

Опубликована: Авг. 19, 2024

Chiral phosphoric acids are privileged organocatalysts that have been shown to facilitate a large variety of asymmetric transformations. In recent years, the BINOL scaffold has equipped with aromatic groups and transformed into dimeric imidodiphosphates im-prove both chiral induction catalyst turnover by tuning pKa creating confined space around catalytic center. this work, we report an alternative approach for achieving such confinement effect within cavity chiral, shape-persistent “carbon nanohoop” mac-rocycle. We integrated BINOL-derived acid [9]cycloparaphenylene (CPP) employed nanohoop as organocatalyst transfer hydrogenation quinolines. found macrocycle shows excellent activity near-quantitative yields enantioselectivities up 96% ee, which is far supe-rior comparable non-cyclic reference catalysts. While scope quinolines bearing substituents wide, made counterintuitive observation macrocyclic not active smaller alkyl-substituted substrates, indicates highly spe-cific non-covalent effects determine reaction outcome cavity. These results suggest outstanding selectivities can be achieved endowing only supramolecular binding sites but also unusual topologies.

Язык: Английский

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Cucurbituril‐Manipulated Supramolecular Electrodes for Highly Active and Stable (Photo)electrocatalytic Oxidation Reactions

Advanced Functional Materials, Год журнала: 2024, Номер unknown

Опубликована: Дек. 17, 2024

Abstract The robust immobilization and activity regulation of molecular catalysts on solid electrodes have remained persistent challenges in catalysis. Herein, cucurbituril (CB[7]) acts is first demonstrated as a bifunctional medium to firmly immobilize catalyst CoTMPyP onto various metal oxide electrodes, including TiO 2 , BiVO 4 α‐Fe O 3 WO through host‐guest electrostatic interactions. This approach not only secures stable attachment the but also optimizes its electronic structure catalytic activity. CB[7]‐mediated supramolecular exhibit exceptional performance electrocatalytic oxygen evolution reaction (OER), ethanol oxidation reaction, hydrazine photoelectrocatalytic water oxidation. For instance, ‐CB[7]‐CoTMPyP electrode achieves turnover frequency (TOF) 5.30 s −1 at an overpotential 600 mV for OER, photoanode delivers photocurrent density 6.00 mA cm −2 1.23 V versus RHE under simulated solar irradiation. Mechanistic studies reveal CB[7] plays critical role beyond merely serving linker: it enhances charge accumulation around cobalt sites, promotes reactants adsorption these reduces energy barrier, accelerates transfer rate, thereby significantly boosting work provides groundbreaking pathway design fabrication cost‐effective, high‐performance molecular‐based (photo)electrocatalytic reactions.

Язык: Английский

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Preparation and evaluation of a 1,1′-bi-2-naphthol-based chiral macrocycle bonded silica chiral stationary phase for high performance liquid chromatography

Journal of Chromatography A, Год журнала: 2024, Номер 1732, С. 465231 - 465231

Опубликована: Авг. 9, 2024

Язык: Английский

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