Journal of Inclusion Phenomena and Macrocyclic Chemistry最新文献

{"title":"Solution thermodynamics and DFT studies of luminescent Eu(III) and Tb(III) complexes with two new flexible 1-hydroxy-2-pyridinone-based hexadentate chelators","authors":"Dibyajit Dash,&nbsp;Minati Baral,&nbsp;B. K. Kanungo","doi":"10.1007/s10847-025-01291-3","DOIUrl":"10.1007/s10847-025-01291-3","url":null,"abstract":"<div><p>The fabrication and chelation of Ln(III) metal ions (Ln = Eu and Tb) with ligands i.e.; N-[3,5-bis[(1-hydroxy-6-oxo-pyridine-2-carbonyl)amino]cyclohexyl]-1-hydroxy-6-oxo-pyridine-2-carboxamide, (TACH-1,2-HOPO) (L₁) and N,N',N''-(((1R,3R)-cyclohexane-1,3,5-triyl)tris(methylene))tris(1-hydroxy-6-oxo-1,6-dihydropyridine-2 carboxamide), (TMACH-1,2-HOPO) (L₂) made up of three 1,2-HOPO units attached with tris-aminocyclohexane and tris-aminomethylcyclohexane framework are reported. The Eu(III) and Tb(III) complexes with hexadentate L₁ and L₂ are evaluated in terms of their thermodynamic stability in aqueous solution by potentiometric and spectrophotometric methods. The UV–visible absorption and luminescence properties are also studied. The overall stability constants, logβ₁₁₀ were found to be 13.98 and 10.75 for Eu(III) and Tb(III) complexes respectively with L₁, whereas for L₂ they were found to be 11.29 and 10.24 for Eu(III) and Tb(III) respectively. Complexes of both the ligands exhibit significantly similar characteristics in terms of stability and photophysical aspects and are found to be nine-coordinated in which the ligand is coordinated to three pairs of O–O donor atoms of three 1,2-HOPO moieties along with three coordinated water molecules forming a distorted tricapped trigonal prismatic geometry. From the computational studies, it was observed that the metal ions are wrapped in the ligand's cavity without affecting their fundamental geometry. The density functional theory (DFT) method has been used to elucidate the coordination behavior and experimental absorption properties of lanthanide complexes. Furthermore, NBO and ETS-NOCV studies were also carried out to investigate the nature of bonding.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 3-4","pages":"209 - 223"},"PeriodicalIF":2.3,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143835513","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"A stable curcumin/β-cyclodextrin/ascorbic acid ternary inclusion complexes, docking studies, antimicrobial and anticancer assays","authors":"Md Sajid Ali,&nbsp;Nur Sarah binti Zainal Shahrom,&nbsp;Thevashree Rajanderan,&nbsp;Ahmad Salawi,&nbsp;Fahad Y. Sabei,&nbsp;Ahmed H. Albariqi,&nbsp;Muhammad Hadi Sultan,&nbsp;Mohammad Intakhab Alam,&nbsp;Ayed A. Alshamrani,&nbsp;Arun Kumar,&nbsp;Lee Rhi Zhou,&nbsp;Shahnaz Majeed,&nbsp;Mohammed Tahir Ansari","doi":"10.1007/s10847-025-01290-4","DOIUrl":"10.1007/s10847-025-01290-4","url":null,"abstract":"<div><p>Curcumin (CUR) is a polyphenol known for its therapeutic potential, but faces limitations in clinical application due to its poor aqueous solubility and low bioavailability. This study envisaged developing stable ternary inclusion complexes of CUR with β-cyclodextrin (βCD) and ascorbic acid (AA) as the ternary substance. Inclusion complexes were prepared by kneading and autoclaving method. Phase solubility studies revealed that the A_L type relation between CUR and βCD. We observed The AA improved the stability of the ternary complexes with its stability constant as 138.8M^− 1, complexation efficiency as 0.198, utility number as 3.96 and the bulk as 4.80. The solubilization power improved from − 17.42 to 1.33. Cytotoxicity assays using the A549 lung cancer cell line demonstrated that the ternary complex exhibits potent anticancer activity, comparable to pure CUR. In vitro dissolution tests showed a marked increase in the release rate of CUR from the ternary complex. Our study demonstrates that the inclusion of AA significantly enhances the solubility, stability, and biological efficacy of CUR. The higher stability constant and complexation efficiency of CUR-βCD-AA was due to improved interaction facilitated by AA. The inclusion complexes showed improved antibacterial activity against <i>Staphylococcus aureas</i> and <i>Staphylococcus epidermis</i> Enhanced dissolution rates and strong cytotoxic effects against A549 lung cancer cells further support the potential of this ternary complex in overcoming CUR’s bioavailability limitations. These results suggest that the CUR-βCD-AA ternary complex effectively enhances curcumin’s solubility, stability, and anticancer activity, offering a promising formulation strategy to overcome curcumin’s bioavailability challenges and improve its therapeutic potential.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 5-6","pages":"363 - 376"},"PeriodicalIF":1.6,"publicationDate":"2025-02-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145169898","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Synthesis and structure of a new ‘hybrid’ β-diketonato coumarin-chalcone ligand","authors":"Lavanya Chandrasekar,&nbsp;James P. Flood,&nbsp;Yo-Cheng Chang,&nbsp;Evonne Liu,&nbsp;Kenneth Zhang,&nbsp;Feng Li,&nbsp;Wei-Min Liu","doi":"10.1007/s10847-025-01284-2","DOIUrl":"10.1007/s10847-025-01284-2","url":null,"abstract":"<div><p>Here, a new ‘hybrid’ β-diketonato ligand derived from the structure of coumarin and chalcone precursors, namely <b>L</b>, has been designed and synthesised, and the complete structural characterisation was achieved using NMR spectroscopy and X-ray diffraction studies. Potential applications of this compound include metal detection and/or sensing, as well as potential bioactive functions.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 3-4","pages":"141 - 147"},"PeriodicalIF":2.3,"publicationDate":"2025-02-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s10847-025-01284-2.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143835564","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Enantioselective cyclopropanations: a study on the catalytic effects of methyl-α-D-mannopyranoside-based lariat ethers","authors":"István Orbán,&nbsp;Dóra Ujj,&nbsp;Béla Mátravölgyi,&nbsp;Zsolt Rapi","doi":"10.1007/s10847-025-01281-5","DOIUrl":"10.1007/s10847-025-01281-5","url":null,"abstract":"<div><p>Novel monoaza-15-crown-5 ethers have been synthesized with an α-<span>d</span>-mannopyranoside backbone. These chiral catalysts contain different heteroaromatic side chains, which have never been incorporated in sugar-based crown ethers before. The novel macrocycles together with a few previously synthesized mannose-based crown ethers were examined in four asymmetric phase-transfer cyclopropanations. The reactions proceeded mainly with excellent yields (up to 99%), while enantiomeric excesses ranged from 1 to 44%, proving the mannose-based lariat ethers to be moderate enantioselective catalysts in these reactions. The distance between the crown ring and the functional group of the side chain proved to be important in terms of enantioselectivity, the propylene moiety was more favorable than the ethylene bridge. The type of heteroaromatic ring also affected the catalytic activity of the mannose-based macrocycles, using lariat ethers containing a pyrrole unit, higher enantiomeric excess was measured.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 5-6","pages":"325 - 335"},"PeriodicalIF":1.6,"publicationDate":"2025-02-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s10847-025-01281-5.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145168316","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Water channel formation in supramolecular assemblies containing sulfonated calix[4]arene","authors":"Irene Ling,&nbsp;Alexandre N. Sobolev","doi":"10.1007/s10847-025-01288-y","DOIUrl":"10.1007/s10847-025-01288-y","url":null,"abstract":"<div><p>We report the crystallographic characterization of three supramolecular complexes involving <i>p</i>-sulfonatocalix[4]arene (SC4) and two different symmetrically shaped cations as guest molecules. Complex <b>I</b> crystallizes in the monoclinic space group <i>C</i>2/<i>m</i>, forming a bilayer structure with bis-imidazolium cations effectively encapsulated within two SC4 cavities, resulting in a stable molecular capsule. Complex <b>II</b>, crystallizing in the triclinic space group <i>P-1</i>, exhibits similar structural features, with bis-imidazolium cations encapsulated by two SC4 molecules within the bilayer arrangement. Both Complexes <b>I</b> and <b>II</b> have the bis-imidazolium cation in a <i>syn</i> conformation relative to the central benzene ring. In contrast, Complex <b>III</b> crystallizes in the monoclinic space group <i>C</i>2/<i>c</i> and contains a Co(III) sarcophagine cation within the SC4 cavity, but without the formation of a molecular capsule. Despite this, it retains the bilayer arrangement, though in a wavy configuration. All structures display water channels containing water molecules in close proximity to atoms at the distances close to hydrogen bonding in an extended packing. Extensive hydrogen bonding between water molecules and SC4 sulfonate groups contributes significantly to the overall stability of the crystal lattice. These findings highlight the versatility of SC4 in accommodating different guest molecules, ranging from imidazolium-based cations to larger metal complexes, and demonstrates the importance of non-covalent interactions in stabilizing the supramolecular architectures.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 3-4","pages":"121 - 131"},"PeriodicalIF":2.3,"publicationDate":"2025-02-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143835655","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Solvation and thermal stability of hemicucubit[6]uril","authors":"Renato S. Cicolani,&nbsp;Debora M. Onusik,&nbsp;Rafael G. Antoneli,&nbsp;Lilian R. R. Souza,&nbsp;Bianca V. Olmedo,&nbsp;Murilo M. Bertolucci,&nbsp;Grégoire J.-F. Demets","doi":"10.1007/s10847-025-01279-z","DOIUrl":"10.1007/s10847-025-01279-z","url":null,"abstract":"<div><p>We have investigated hemicucurbit[6]uril solubility in selected organic solvents and saline aqueous solutions, as well as the influence of pH. Using Density Functional Theory, we calculated the molar Gibbs free energy of hemicucurbit[6]uril in the presence of cations and anions to better understand the effect of pH and salts on solubility.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 5-6","pages":"337 - 347"},"PeriodicalIF":1.6,"publicationDate":"2025-02-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145168315","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"A novel multicellular organ-on-a-chip platform for high-throughput screening of urothelial responses","authors":"Hyeon Woo Kim,&nbsp;So Jung Park,&nbsp;Dong Gil Shin,&nbsp;Tae Nam Kim,&nbsp;Chang-Ju Park,&nbsp;Yangkyu Park,&nbsp;Seungwan Seo,&nbsp;Jeong Zoo Lee","doi":"10.1007/s10847-025-01283-3","DOIUrl":"10.1007/s10847-025-01283-3","url":null,"abstract":"<div><p>This study presents a urothelium-on-a-chip platform, an advanced microfluidic system designed to replicate the physiological environment of the bladder’s urothelium. This platform facilitates the co-culture of multiple cell types, specifically human urothelial (SV-HUC) and fibroblast (Hs27) cells, effectively simulating the urothelial layer of the bladder. The urothelium-on-a-chip system consists of three insert modules for cultivating SV-HUC and Hs27 cells interlinked through microfluidic channels. Following fabrication, the functionality of the microfluidic channels and the biocompatibility of the chip were evaluated using fluorescence diffusion assays and live/dead assays under dynamic conditions. Cells were cultured under dynamic flow conditions to enhance the interactions between substances across the insert modules. The fluorescence diffusion assay confirmed that the microfluidic channels connecting the culture inserts function properly. The live/dead assay demonstrated high cell viability during co-culture, with 98.27% viability for SV-HUC cells and 99.65% for Hs27 cells. These outcomes further validate the platform’s suitability for long-term culture under dynamic conditions. These findings indicate that the urothelium-on-a-chip platform holds significant potential for effectively mimicking urothelial conditions and serves as a valuable model for studying urothelial diseases. Future advancements, such as incorporating additional cell types and biomechanical forces, could further enhance its applicability for simulating bladder urothelium.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 3-4","pages":"183 - 195"},"PeriodicalIF":2.3,"publicationDate":"2025-02-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143835654","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Impact of curcumin on pro-inflammatory cytokine reduction in an inflammation-induced urothelium-on-a-chip model","authors":"Hyeon Woo Kim,&nbsp;So Jung Park,&nbsp;Dong Gil Shin,&nbsp;Tae Nam Kim,&nbsp;Chang-Ju Park,&nbsp;Yangkyu Park,&nbsp;Seungwan Seo,&nbsp;Jeong Zoo Lee","doi":"10.1007/s10847-025-01282-4","DOIUrl":"10.1007/s10847-025-01282-4","url":null,"abstract":"<div><p>This study presents a urothelium-on-a-chip platform, an innovative microfluidic system designed to replicate the physiological environment of the bladder. This platform effectively models the bladder mucosa by facilitating the co-culture of multiple cell types, including human urothelial (SV-HUC) and fibroblast (Hs27) cells. The system was employed to investigate urothelial injury, inflammation, and recovery, with a particular emphasis on the anti-inflammatory effects of curcumin in the context of lipopolysaccharide (LPS)-induced inflammation. The urothelium-on-a-chip system consists of three insert modules for culturing SV-HUC and Hs27 cells, interconnected via microfluidic channels. Single-cell (SV-HUC only) monocultures and multi-cell (SV-HUC and Hs27) co-cultures were established on the urothelium-on-a-chip platform. In both groups, inflammation was induced using LPS (1 µg/mL) for 24 h, followed by treatment with curcumin (10 µM) for an additional 24 h to evaluate its anti-inflammatory effects. Supernatants from the two groups were collected, and the levels of inflammatory cytokines IL-1β, IL-6, and TNF-α were quantified using ELISA. LPS treatment significantly increased IL-1β and IL-6 levels while slightly decreasing TNF-α. The co-culture systems exhibited notably higher levels of all three cytokines than the monoculture, indicating that fibroblast-urothelial interactions enhance the inflammatory response. Curcumin treatment following LPS exposure notably reduced cytokine levels under certain conditions. In the monoculture, curcumin completely suppressed IL-1β but did not induce a significant change in TNF-α and IL-6 levels. However, curcumin notably reduced all three cytokine levels in the co-culture system, highlighting its potential to modulate inflammation in a multi-cellular context. The ability to simulate inflammatory processes and assess treatments like curcumin provides a novel approach to researching bladder disease and screening potential therapies.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 3-4","pages":"197 - 207"},"PeriodicalIF":2.3,"publicationDate":"2025-02-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143835652","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Selective recovery of ammonium ions from Aqueous solutions using a stable nickel Hexacyanoferrate Electrode","authors":"Yuta Shudo,&nbsp;Takeo Tomiyama,&nbsp;Yutaka Sugiyama,&nbsp;Masakuni Yamaguchi,&nbsp;Durga Parajuli,&nbsp;Tohru Kawamoto,&nbsp;Hisashi Tanaka","doi":"10.1007/s10847-025-01280-6","DOIUrl":"10.1007/s10847-025-01280-6","url":null,"abstract":"<div><p>Nickel hexacyanoferrate (NiHCF) serves as a cathode material capable of adsorbing ammonium ions from sodium-rich solutions. Through a three-step adsorption process, NiHCF demonstrated a reduction in ammonium ion concentration from 200 to 17 mmol/L, demonstrating its efficacy in ammonium recovery and water purification within the framework of nitrogen circular technology.</p></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 3-4","pages":"175 - 182"},"PeriodicalIF":2.3,"publicationDate":"2025-02-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143835650","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"AFM and DFT study of diverse self-organization pattern of aminothiacalix[4]arene","authors":"Sergey A. Karalash,&nbsp;Anna A. Botnar,&nbsp;Aleksandr S. Aglikov,&nbsp;Ekaterina A. Muraveva,&nbsp;Dmitry A. Kozodaev,&nbsp;Alexander S. Novikov,&nbsp;Ekaterina V. Skorb,&nbsp;Anton A. Muravev","doi":"10.1007/s10847-025-01285-1","DOIUrl":"10.1007/s10847-025-01285-1","url":null,"abstract":"<div><p>Here we report on the diverse self-assembly behavior of aminothiacalix[4]arene (ATCA) drop-casted or spin-coated onto a silicon substrate. The nanofilms of ATCA feature the picket-fence domains composed of rod-shaped crystals with the mean size of ca. 700 nm, as well as the ornate patterns composed of interdigitating 3.5-µm grooves and periodically alternating ridge-like framework, with the ridge diameter 90 ± 20 nm and ridge spacing of ca. 3.5 μm. DFT calculation of possible ATCA dimers revealed a favorable arrangement of ATCA monomers either in a face parallel fashion expanding into the 1D channel structure or in a face antiparallel fashion affording the 1D zigzag chain structure. UV/Vis spectroscopy and powder X-ray diffraction data provided further evidence to the existence of thermodynamically favorable π-stacked and hydrogen-bonded ATCA associates in solution and solid state.</p><h3>Graphical Abstract</h3><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":638,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"105 3-4","pages":"133 - 140"},"PeriodicalIF":2.3,"publicationDate":"2025-02-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143835651","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}