Journal of Molecular Structure最新文献

{"title":"Synthesis of trisubstituted pyrroles via cycloamination of substituted 2-acetyl-1,4-diketones","authors":"Yashi Dwivedi,&nbsp;Priya Tiwari,&nbsp;Gitika Guliani,&nbsp;Subrata Barick,&nbsp;Sandeep Chandrashekharappa","doi":"10.1016/j.molstruc.2025.144166","DOIUrl":"10.1016/j.molstruc.2025.144166","url":null,"abstract":"<div><div>2-Acetyl-1,4-diketones were prepared from 1-phenylbutane-1,3-dione with various substituted phenacyl bromides. These intermediates undergo cycloamination with ammonia under an additive‐ and catalyst‐free method to get trisubstituted pyrroles. An efficient, catalyst-free protocol is developed for the synthesis of substituted 3-acetyl-2,5-diarly-1<em>H</em>-pyrroles series (<strong>4a-m</strong>) <em>via</em> the Paal-Knorr cycloamination followed by the condensation method. The use of various substituted phenacyl bromides enabled the generation of a structurally diverse library of pyrrole scaffolds. Under these mild, environmentally benign conditions, a wide variety of pyrrole derivatives bearing both electron-donating and withdrawing substituents were obtained in moderate to excellent yields.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1351 ","pages":"Article 144166"},"PeriodicalIF":4.7,"publicationDate":"2025-09-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145223393","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Size-dependent encapsulation selectivity of alkaline earth metal ions in distorted octahedral and dicapped Ni(II) metallacryptate with L-isoleucine","authors":"Alexander R. Savarets ,&nbsp;Anna D. Maximova ,&nbsp;Roman A. Dolotov ,&nbsp;Vladimir A. D’yakonov ,&nbsp;Vladimir D. Dolzhenko","doi":"10.1016/j.molstruc.2025.144164","DOIUrl":"10.1016/j.molstruc.2025.144164","url":null,"abstract":"<div><div>The study of size selectivity of cryptands and crown ethers towards metal ions is one of the most interesting and promising directions in supramolecular chemistry. In this work the metallacryptates [MNi₆(Ile)₁₂](ClO₄)₂ (<em>M</em> = Ba²⁺, Sr²⁺; Ile = <em><span>l</span></em>-isoleucine) (2–3) and the complex [Ca₂Ni₆(Ile)₁₂(CH₃OH)₆(H₂O)₃](ClO₄)₄ (4) were synthesized for the first time. The composition and structure of the obtained compounds were studied by single-crystal X-ray diffraction (SCXRD), IR-spectroscopy, CHN analysis, electrospray ionization mass spectrometry (ESI-MS) and energy-dispersive X-ray spectroscopy (EDX). The time-dependent dynamics of self-assembly of metallacryptates 2–3 was investigated by PCA method. The intermediate complex ion [MNi₅(Ile)₁₀]²⁺ was discovered, it coexists in solution together with complexes 2–3. The stability constants of the complexes [MNi₆(Ile)₁₂]²⁺ decrease in the series Ba²⁺ – Sr²⁺. It is shown that the class of octahedral Ni(II) metallacryptates with amino acids possesses a rigid [Ni₆(AA)₁₂] framework (AA = amino acids) and exhibits very high size and charge selectivity towards the central atom, showing no binding affinity for monovalent cations and Mg²⁺. Significant changes in the crystal radius across the series of alkaline earth metal ions (M²⁺) allowed us to investigate the size selectivity of octahedral M(II)-Ni(II) metallacryptates with <span>l</span>-isoleucine. Complexes 2–3 belong to the class of octahedral metallacryptates. The possibility of the existence of 4 was previously denied in the literature. Changes in structural parameters correlate well with the electronic structure, investigated by quantum chemical calculations and UV–Vis spectroscopy within the ligand field theory.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1351 ","pages":"Article 144164"},"PeriodicalIF":4.7,"publicationDate":"2025-09-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145269849","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Environmental remediation using metal-organic frameworks: Recent progress in adsorption capacities, mechanisms, and practical applications","authors":"Godwin A. Udourioh ,&nbsp;Innocent Idoko Alikali ,&nbsp;Moses M. Solomon ,&nbsp;Christiana O. Matthews-Amune","doi":"10.1016/j.molstruc.2025.144167","DOIUrl":"10.1016/j.molstruc.2025.144167","url":null,"abstract":"<div><div>Urgent global demand for sustainable environmental remediation solutions drives the development of advanced technologies. Toxic gases (CO_x, NO_x, SO_x, H₂S, NH₃), VOCs, and water contaminants (heavy metals, pharmaceuticals, dyes, pathogens) pose severe threats. Metal-organic frameworks (MOFs), with tunable porosity and multifunctionality, are revolutionary materials excelling in adsorption, catalysis, gas storage, and sensing for pollution mitigation. This review highlights cutting-edge MOF advancements, covering novel synthesis, enhanced properties, and scalable air/water purification applications. For CO₂ capture, Mg₂(dobpdc) and Co₂(dobdc) achieve 6.42 mmol g⁻¹ and 6.90 mmol g⁻¹ at 1 bar, 25 °C. Harmful gas adsorption excels with Cu₂Cl₂BBTA for NH₃ (19.79 mmol g⁻¹), MIL-101(Cr)-4F(1 %) for SO₂ (18.4 mmol g⁻¹), and MIL-101 for H₂S (38.4 mmol g⁻¹ at 20 bar). MOF-5 dominates VOC removal (1367 mg g⁻¹ trichloromethane). Dye adsorption breakthroughs include [Ln(L)]·Cl}n for Congo Red (2724 mg g⁻¹) and DUT-23(Cu) for Methylene Blue (814 mg g⁻¹). Zn-MOF(NH₂) shows extraordinary heavy metal capacities: 4874 mg g⁻¹ (Pb²⁺), 4624 mg g⁻¹ (Cu²⁺), 4261 mg g⁻¹ (Hg²⁺). PPCP adsorption features Ni/Co-MOF@CMC (625 mg g⁻¹ tetracycline), while MOF-525 removes 807 mg g⁻¹ tetracycline (antibiotics). ZIF-8 leads pesticide adsorption (367 mg g⁻¹ prothiofos). These high capacities, driven by acid-base, electrostatic, π-π, and H-bonding interactions, underscore MOF versatility. Future research should focus on AI design, industrial scaling, and circular economy integration to position MOFs as indispensable tools for achieving UN SDGs.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1351 ","pages":"Article 144167"},"PeriodicalIF":4.7,"publicationDate":"2025-09-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145269853","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Domino C-C/C-N bond-forming strategy for convergent regioselective synthesis of fused pyrimidines using Zn(L-Proline)2: Integrative bioactivity, LFPs imaging and computational modeling","authors":"Mandara AM ,&nbsp;Prabhakar Chavan ,&nbsp;Y Surendranaik ,&nbsp;Chethan Krishnamurthy ,&nbsp;Ganapati Pakkirappa Yadav","doi":"10.1016/j.molstruc.2025.144171","DOIUrl":"10.1016/j.molstruc.2025.144171","url":null,"abstract":"<div><div>A regioselective one-pot hetero-annulation strategy employing a recyclable metallo-organocatalyst was developed for the synthesis of Pyrimido[4,5-<em>d</em>]-2-(methylthio)-[1,2,3]triazolo[1,5-<em>a</em>]pyrimidinedione analogues in good yields. Bio-evaluation via MABA revealed potent antitubercular activity, with the most active members suppressing <em>M. Tuberculosis</em> H37Rv at MIC = 6.25 µg/mL, while anti-inflammatory screening (protein denaturation assay) indicated moderate efficacy with IC₅₀ - 142.88 µg/mL. The synthesized Aggregation-Induced Emission-active compound enabled high-contrast latent fingerprint detection under 365 nm UV, resolving Level I-III ridge minutiae, indicative of its forensic and anticounterfeiting utility. The emissive behaviour was validated by CIE chromaticity mapping and emission spectra. DFT computations elucidated quantum, chemical reactivity parameters, electrostatic potential surfaces and structure-activity corelation, linking the reduced HOMO-LUMO gap with bioactivities. These findings establish Triazolopyrimidinedione frameworks as multifunctional molecular platforms, uniting chemotherapeutics and forensic diagnostics.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1351 ","pages":"Article 144171"},"PeriodicalIF":4.7,"publicationDate":"2025-09-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145223623","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Synthesis, molecular docking, ADMET prediction and cytotoxic activity of novel quinoline‐based chalcones","authors":"Yousra Miloudi ,&nbsp;Sofiane Ikhlef ,&nbsp;Allaoua Kedjadja ,&nbsp;Zahia Kabouche ,&nbsp;Rafik Menacer ,&nbsp;Sevgi Irtegun-Kandemir ,&nbsp;Dicle Firat","doi":"10.1016/j.molstruc.2025.144170","DOIUrl":"10.1016/j.molstruc.2025.144170","url":null,"abstract":"<div><div>As cancer remains a major human disease, the discovery of new anticancer agents is a crucial priority in drug development. This research centered on the synthesis of novel quinolinyl-chalcones with cytotoxic potential, which were obtained through a Claisen–Schmidt condensation reaction between 1-(6‑chloro-2-methyl-4-phenylquinolin-3-yl)ethan-1-one and various aldehydes. The reaction was carried out in a NaOH/EtOH/H₂O medium. The structures of all the synthesized compounds were confirmed by ^1HNMR , ^13CNMR , and HRMS spectroscopy, the latter used for two newly obtained compounds. The compounds were evaluated for cytotoxic activity against colorectal adenocarcinoma (Caco-2), ovarian carcinoma (SKOV-3), glioblastoma (T98G), and normal fibroblasts (L929). Among them, compound <strong>3h</strong> exhibited the highest cytotoxic activity across cancer cell lines (IC₅₀ = 12.21 to 14.92 µM), but with limited selectivity toward normal cells, whereas compound <strong>3c</strong> showed a more favorable therapeutic index. Molecular docking studies revealed that the synthesized chalcones engage in strong interactions with the colchicine-binding site of tubulin (PDB ID: 1SA0), with compound <strong>3c</strong> displaying the most favorable binding affinity, surpassing the reference colchicine. These results were further supported by molecular dynamics simulations, which confirmed the structural stability of the 3h–tubulin complex over 150 ns under physiological conditions. In silico ADMET predictions (Lipinski’s rules, Pfizer Golden Triangle, and BOILED-Egg model) suggested acceptable oral bioavailability for most derivatives, with <strong>3c</strong> and <strong>3h</strong> predicted to have good gastrointestinal absorption but limited blood–brain barrier penetration, which is advantageous for reducing central nervous system side effects.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1351 ","pages":"Article 144170"},"PeriodicalIF":4.7,"publicationDate":"2025-09-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145270042","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"A fluorescence-responsive nanoplatform for Fe³⁺ detection and baicalein delivery toward cardiomyocyte apoptosis modulation in heart failure","authors":"Qiang Hu ,&nbsp;Liufang Zhou ,&nbsp;Xiaoxiao Huang ,&nbsp;Lihua Wu ,&nbsp;Jingwang Huang ,&nbsp;Dongming Li","doi":"10.1016/j.molstruc.2025.144175","DOIUrl":"10.1016/j.molstruc.2025.144175","url":null,"abstract":"<div><div>Heart failure (HF), a highly disabling and therapeutically challenging clinical syndrome, is primarily characterized by sustained cardiomyocyte apoptosis and an imbalanced inflammatory microenvironment. To overcome the limitations of conventional therapies and enhance the anti-apoptotic and anti-inflammatory efficacy of the natural flavonoid baicalin, we developed a multifunctional nanoparticle-based delivery platform incorporating a hybrid structure of natural polysaccharides and metal–polymer frameworks. Specifically, the fluorescent small molecule (compound 1) was grafted onto oxidized Astragalus polysaccharide (OAPS), followed by the incorporation of polymeric silica (DPTMS) to improve structural stability. This composite was further employed to encapsulate a copper-based coordination polymer (CP1), forming the nanocomposite 1-OAPS-DPTMS@CP1@Baicalein, which enables efficient baicalin loading and controlled release. This system exhibits excellent water dispersibility, high drug-loading capacity, and Fe³⁺-induced fluorescence quenching behavior, offering potential for real-time tracking and diagnostic applications. In vitro functional assays demonstrated that 1-OAPS-DPTMS@CP1@Baicalein significantly improved cell viability in TNF-α/IL-1β-stimulated cardiomyocytes, downregulated pro-apoptotic markers (e.g., Bax and caspase-3), restored anti-apoptotic Bcl-2 levels, and markedly reduced the secretion of inflammatory cytokines IL-6 and TNF-α, highlighting its promising dual-function therapeutic potential in anti-inflammatory and anti-apoptotic treatment of HF.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1350 ","pages":"Article 144175"},"PeriodicalIF":4.7,"publicationDate":"2025-09-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145221981","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Structure and optoelectronic properties of organic-inorganic bismuth-based hybrid perovskites AaBibIc (A=CH3NH3+, (CH3)2NH2+ and (CH3)3NH+)","authors":"Yangchun Mo ,&nbsp;Qiule Zhao ,&nbsp;Jiaxing Qi ,&nbsp;Xiaopeng Wei ,&nbsp;Jilin Wang ,&nbsp;Disheng Yao ,&nbsp;Nan Tian ,&nbsp;Fei Long","doi":"10.1016/j.molstruc.2025.144162","DOIUrl":"10.1016/j.molstruc.2025.144162","url":null,"abstract":"<div><div>Lead-free metal halide perovskites have attracted considerable attention recently owing to their low toxicity, high stability, and tunable photoelectric properties. However, a performance gap still exists with lead-based perovskites, and A-site cation engineering has become a core strategy for enhancing material properties by modulating the lattice structure, electronic energy bands, and defect states. Using (CH₃NH₃)₃ Bi₂I₉ single crystals as a control, this study successfully synthesized two novel organic-inorganic hybrid bismuth-based perovskite single-crystal materials, [(CH₃)₂NH₂]BiI₄·I₂ and [(CH₃)₃NH]₃Bi₂I₉, via inverse temperature crystallization and solvent evaporation crystallization methods, and prepared perovskite photovoltaic devices based on these crystals. This study systematically investigates the influence of the number of methyl groups in the A-site cation on the crystal structure, optical properties, and device performance of bismuth-based perovskites. Experimentally, it has been shown that increasing the number of methyl groups on the A-site cation leads to a larger cation volume and intensified lattice distortion. Among them, (CH₃NH₃)₃Bi₂I₉ is a two-dimensional layered structure and [(CH₃)₂NH₂]BiI₄·I₂ have one-dimensional chain, while [(CH₃)₃NH]₃Bi₂I₉ adopts a zero-dimensional. Consequently, the band gaps and their types in the three crystals change as their structures alter. (CH₃NH₃)₃Bi₂I₉, [(CH₃)₂NH₂]BiI₄·I₂ and [(CH₃)₃NH]₃Bi₂I₉ exhibit high thermal stability, remaining stable below 300 °C, 305 °C, and 240 °C, respectively. Inverted structure devices (ITO/NiOx/Perovskite/C₆₀/BCP/Ag) with (CH₃NH₃)₃Bi₂I₉, [(CH₃)₂NH₂]BiI₄·I₂, and [(CH₃)₃NH]₃Bi₂I₉ as light-absorbing layers achieved power conversion efficiencies of 0.004 %, 0.088 %, and 0.043 %. This study provides valuable insights for the further optimization of the bandgap, stability, and optoelectronic properties of bismuth-based organic-inorganic hybrid perovskite materials.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1351 ","pages":"Article 144162"},"PeriodicalIF":4.7,"publicationDate":"2025-09-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145223396","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Amide-functionalized coordination polymers for fluorescence detection of Fe3+ in aqueous solution","authors":"Hui-Yan Ma ,&nbsp;Qian Wu ,&nbsp;Yu-Ying Yuan ,&nbsp;Luo-Mei Liu ,&nbsp;Jun-Ling Hao ,&nbsp;Su-Na Wang ,&nbsp;Yong-Qiang Chen ,&nbsp;Yun-Wu Li","doi":"10.1016/j.molstruc.2025.144168","DOIUrl":"10.1016/j.molstruc.2025.144168","url":null,"abstract":"<div><div>Heavy metal pollution, particularly from Fe³⁺, poses significant environmental and health risks, necessitating sensitive and selective detection methods. This study presents two amide-functionalized coordination polymers (CPs), <strong>Zn-CP</strong> and <strong>Cd-CP</strong>, designed for efficient Fe³⁺ sensing in aqueous media. Both CPs exhibit remarkable fluorescence quenching selectivity toward Fe³⁺ due to rich amide functional sites for enhancing sensing capability, achieving low detection limits (LODs) of 3.92/3.35 μM in H₂O and 5.14/4.84 μM in HEPES buffer, surpassing the World Health Organization (WHO) and United States Environmental Protection Agency (USEPA) drinking water standard (5.36 μM). The sensors demonstrate excellent selectivity, anti-interference capability, recyclability, and practical applicability through portable test strips for rapid visual detection. Multiple experiments co‒reveal that fluorescence quenching mechanism arises from competitive energy absorption induced by weak interactions between Fe³⁺ and the N/O-active sites of the amide-decorated frameworks. This work highlights the potential of ligand-engineered CPs for environmental monitoring, offering a robust platform for heavy metal detection with high sensitivity and practical applicability.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1350 ","pages":"Article 144168"},"PeriodicalIF":4.7,"publicationDate":"2025-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145222500","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Disassembly-activated fluorescence switching in salamo-Cu(II) polymer for phosphate detection: From pharmaceutical analysis to environmental monitoring","authors":"Bo Li,&nbsp;Jia-Ying Ren,&nbsp;Li-Li Wang,&nbsp;Yang Zhang,&nbsp;Li Zhao","doi":"10.1016/j.molstruc.2025.144116","DOIUrl":"10.1016/j.molstruc.2025.144116","url":null,"abstract":"<div><div>Excessive orthophosphate (PO₄³⁻) in aquatic environments is a primary cause of eutrophication, promoting algal blooms that lead to oxygen depletion upon decay, resulting in hypoxia and ecosystem degradation. To tackle this challenge, we designed a new 1D copper-based coordination polymer (Cu-CP) fluorescent probe, self-assembled from Cu²⁺ and a bis-Salamo-ligand (H₄L). This probe exhibits a pronounced fluorescence turn-on response toward PO₄³⁻ upon 365 nm irradiation, demonstrating ultrahigh sensitivity (LOD = 2.09 μM), broad pH stability (4-11), and excellent selectivity against competing species. HR-MS/XPS studies reveal a disassembly-induced sensing mechanism, whereby PO₄³⁻ triggers the release of highly fluorescent H₄L ligand. The probe can be regenerable for at least three cycles with consistent performance. Time-resolved fluorescence lifetime measurements further corroborate the sensing pathway. Portable test strips integrated with smartphone-based fluorescence readout enable on-site, semiquantitative detection, and the system has been successfully applied to environmental water and pharmaceutical samples. However, the practical application in pure aqueous media is currently constrained by the limited solubility of Cu-CP. Future efforts will aim to enhance hydrophilicity through structural modification or carrier immobilization to broaden its utility.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1350 ","pages":"Article 144116"},"PeriodicalIF":4.7,"publicationDate":"2025-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145221959","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"1H NMR-guided fractionation of C32-cycloartane type triterpenes from the leaves of Taxodium ascendens with anti-neuroinflammatory potential","authors":"Qi Gao ,&nbsp;Xiaoxiao Chong ,&nbsp;Lan Pan ,&nbsp;Yuqian Xue ,&nbsp;Yingzhan Tang ,&nbsp;Min Yang ,&nbsp;Jianlin Li ,&nbsp;Andong Wang ,&nbsp;Wenli Wang ,&nbsp;Guangtong Chen ,&nbsp;Boyi Fan","doi":"10.1016/j.molstruc.2025.144169","DOIUrl":"10.1016/j.molstruc.2025.144169","url":null,"abstract":"<div><div>C₃₂-cycloartane type triterpenes exhibit distinctive ¹H NMR signals attributable to their cyclopropane ring system, setting them apart from structurally related analogs. In this study, seven new typical cycloartane triterpenes, designated as taxcycloterpenes A-G (<strong>1</strong>–<strong>7</strong>), along with two natural products taxcycloterpenes H and I (<strong>8</strong> and <strong>9</strong>) isolated from plant for the first time, and two known ones (<strong>10</strong> and <strong>11</strong>), were successfully obtained from the leaves of <em>Taxodium ascendens</em> with the aid of ¹H NMR-guided isolation. The planar structures and absolute configurations of these unreported identified molecules were rigorously elucidated through comprehensive spectroscopic techniques, including 1D and 2D NMR, and confirmed by single-crystal X-ray analysis. Bioactivity assessments revealed that compound <strong>7</strong> demonstrated a potent inhibitory effect on LPS-induced nitric oxide (NO) production in BV-2 microglial cells, with an IC₅₀ value of 9.02 <em>μ</em>M. Further research indicated that compound <strong>7</strong> could inhibit the mRNA expression of IL-1<em>β</em>, TNF-<em>α</em>, COX-2, iNOS, and IL-6 in a dose-dependent manner. Subsequent investigations further revealed that compound <strong>7</strong> effectively induced the inflammatory autophagy in BV-2 cells.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1351 ","pages":"Article 144169"},"PeriodicalIF":4.7,"publicationDate":"2025-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145223613","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}