Journal of Molecular Structure最新文献_第6页

Synthesis, characterization, in silico analysis, molecular docking, and BSA binding of diethylenetriamine-derivatized sulfonamide ligands and their rhenium tricarbonyl complexes 二乙三胺衍生磺胺配体及其三羰基铼配合物的合成、表征、硅分析、分子对接和BSA结合

IF 4.7 2区化学 Q2 CHEMISTRY, PHYSICAL

Journal of Molecular Structure

Pub Date : 2026-02-03 DOI: 10.1016/j.molstruc.2026.145571

Kithmini Yasarathna , Inoka Perera , Frank Fronczek , Senuri Jayawardana , Shalini Wijerathne , Sameera Samarakoon , Theshini Perera

In the present study, we report two net neutral rhenium tricarbonyl complexes; fac-[Re(CO)₃(L1)] (C1) and fac-[Re(CO)₃(L2)] (C2) synthesized by treating fac-[Re(CO)₃(H₂O)₃]⁺ with two novel diethylenetriamine (dien) derivatized tridentate ligands; N(SO₂chlorobenz)dienH (L1-H) and N(SO₂iodobenz)dienH (L2-H) attached to a sulfonamide group. The compounds were characterized by UV–Visible, fluorescence, FTIR and ¹H NMR spectroscopic methods together with single crystal X-ray diffraction analysis. High fluorescence intensities were observed for the ligands in the visible range while quenched fluorescence intensities were observed for their corresponding Re complexes. X-ray structural data revealed that diethylenetriamine is coordinated in a tridentate mode with the Re metal. ¹H NMR spectra confirm that, the sulfonamide nitrogen deprotonates, prior to complexation with the metal, and that the two protons of the other terminal nitrogen orient toward (endo-NH) and away (exo-NH) from the CO ligands. Both ligands comply with the Lipinski’s rule of 5 and exhibit an excellent bioavailability score of 0.55. Moreover, both ligands are predicted to bind with sigma-1 receptors with calculated Moldock scores of -94.83, -91.93, -121.21 and -119.95 for L1-H, L2-H, C1 and C2, respectively. These results align well with the findings from the in vitro antiproliferative assay. In BSA binding study, the calculated binding constant, K_b values for L1-H, L2-H, C1 and C2 are 7.44 × 10⁴ M⁻¹, 22.79 × 10⁴ M⁻¹, 54.27 × 10⁴ M⁻¹ and 2.62 × 10⁴ M⁻¹, respectively, indicating their potential serum albumin binding properties. The promising outcomes of in silico analysis, in vitro antiproliferative assay and BSA binding study of these sulfonamide ligands and Re complexes reveal that these compounds may be good candidates to be developed as anticancer drug leads.

在本研究中，我们报道了两个净中性的三羰基铼配合物；用两种新型二乙烯三胺衍生化三叉配体处理fac-[Re(CO)3(H2O)3]+合成fac-[Re(CO)3(L1)] （C1）和fac-[Re(CO)3(L2)] (C2)；N(so2chlorbenz)dienH （L1-H）和N(SO2iodobenz)dienH （L2-H）连接在一个磺酰胺基团上。通过紫外可见光谱、荧光光谱、红外光谱、核磁共振氢谱以及单晶x射线衍射等方法对化合物进行了表征。在可见光范围内观察到配体的高荧光强度，而对应的Re配合物则观察到猝灭荧光强度。x射线结构数据显示，二乙烯三胺与金属稀土呈三叉戟配位模式。1H核磁共振谱证实，在与金属络合之前，磺胺氮脱质子，并且另一端氮的两个质子在CO配体上朝向（内氮）和远离（外氮）。两种配体均符合Lipinski的5法则，生物利用度得分均为0.55。此外，这两种配体都可以与sigma-1受体结合，L1-H、L2-H、C1和C2的Moldock评分分别为-94.83、-91.93、-121.21和-119.95。这些结果与体外抗增殖试验的结果一致。在BSA结合研究中，L1-H、L2-H、C1和C2的计算结合常数和Kb值分别为7.44 × 104 M−1、22.79 × 104 M−1、54.27 × 104 M−1和2.62 × 104 M−1，表明它们具有潜在的血清白蛋白结合特性。这些磺胺配体和稀土配合物的硅分析、体外抗增殖实验和BSA结合研究结果表明，这些化合物可能是开发抗癌先导药物的良好候选者。

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引用次数: 0

Synthesis, structural characterization, and biological evaluation of novel isoquinoline-quinoline and indole-quinoline hybrid compounds 新型异喹啉-喹啉和吲哚-喹啉杂化化合物的合成、结构表征和生物学评价

IF 4.7 2区化学 Q2 CHEMISTRY, PHYSICAL

Journal of Molecular Structure

Pub Date : 2026-02-02 DOI: 10.1016/j.molstruc.2026.145570

Ulugbek A. Kurbоnоv , Sherzod N. Zhurakulov , Nilufar Z. Mamadalieva , Doriana Triggiani , Gokhan Zengin , Valentina I. Vinogradova , Abduakhad A. Kodirov , Adriano Mollica , Eleonora Procino , ТursunaliS. Kholikov

A series of novel bimolecular hybrid compounds containing isoquinoline-quinoline and indole-quinoline fragments were synthesized using a two-stage Pictet–Spengler reaction. Starting from 2‑chloro‑8-methyl-3-formylquinoline, 3,4-dimethoxyphenylethylamine, and tryptamine, intermediates were obtained via imine formation, reduction, and cyclization steps. The structures of all compounds were confirmed by IR, mass spectrometry, and detailed 1D and 2D NMR analyses. Antioxidant evaluations revealed compound 11 as the most active in DPPH (16.51 mg TE/g), CUPRAC (125.39 mg TE/g), and FRAP (14.89 mg TE/g) assays, while compound 8 showed the highest ABTS (141.03 mg TE/g) and metal chelation activity (22.99 mg EDTAE/g). The highest total antioxidant capacity was recorded for compound 7 in the phosphomolybdenum (PBD) assay, with a value of 471.41 ± 12.73 mg TE/g. Enzyme inhibition studies showed compound 7 to be the strongest AChE (2.85 mg GALAE/g) and BChE (6.38 mg GALAE/g) inhibitor, while compound 11 was the most potent against tyrosinase (67.95 mg KAE/g) and amylase (1.11 mmol ACAE/g). Cytotoxicity assessments on HeLa cells revealed that compounds 6 and 10 caused >90% reduction in viability at 200 µM, with compound 1 exhibiting the lowest IC₅₀ (43.06 ± 4.88 µM). Molecular modelling also confirmed that compound 7 showed the strongest binding to AChE and BChE, while compound 11 was most active against amylase and tyrosinase. These findings highlight several promising lead compounds for further pharmacological development.

采用Pictet-Spengler两段反应合成了一系列含有异喹啉-喹啉和吲哚-喹啉片段的新型双分子杂化化合物。从2 -氯- 8-甲基-3-甲酰基喹啉、3,4-二甲氧基苯乙胺和色胺开始，经过亚胺生成、还原和环化步骤得到中间体。所有化合物的结构都通过IR，质谱和详细的1D和2D NMR分析得到证实。抗氧化评价显示，化合物11对DPPH （16.51 mg TE/g）、CUPRAC （125.39 mg TE/g）和FRAP （14.89 mg TE/g）的活性最高，而化合物8对ABTS （141.03 mg TE/g）和金属螯合活性（22.99 mg EDTAE/g）的活性最高。在磷钼（PBD）试验中，化合物7的总抗氧化能力最高，为471.41±12.73 mg TE/g。酶抑制实验表明，化合物7对AChE （2.85 mg GALAE/g）和BChE （6.38 mg GALAE/g）的抑制作用最强，而化合物11对酪氨酸酶（67.95 mg KAE/g）和淀粉酶（1.11 mmol ACAE/g）的抑制作用最强。对HeLa细胞的细胞毒性评估显示，化合物6和10在200µM时导致活力降低90%，化合物1的IC₅₀最低（43.06±4.88µM）。分子模型还证实，化合物7对AChE和BChE的结合最强，而化合物11对淀粉酶和酪氨酸酶的结合活性最强。这些发现突出了一些有希望进一步药理开发的先导化合物。

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引用次数: 0

A cucurbit[6]uril-based supramolecular assembly for rapid dye removal and ratiometric fluorescence detection of tetracycline 一种用于四环素快速脱除染料和比例荧光检测的瓜bbb_uril超分子组件

IF 4.7 2区化学 Q2 CHEMISTRY, PHYSICAL

Journal of Molecular Structure

Pub Date : 2026-02-02 DOI: 10.1016/j.molstruc.2026.145568

Tingting Zhou , Lulu Shi , Ailun Liu , Mei Liu

The development of integrated materials capable of simultaneous pollutant remediation and monitoring represents an advanced approach toward sustainable water management. Herein, we construct a robust cucurbit[6]uril (CB[6]) based supramolecular assembly [ZnClL]∙(CB[6])_0.5∙1·5H₂O (1) using isonicotinic acid (HL) as a structural inducer. 1 functions as a highly efficient adsorbent for the rapid removal of anionic dyes via electrostatic-driven host-guest encapsulation. Capitalizing on this inherent adsorption mechanism, we sustainably engineer a dual-emission composite (SRB@1) by loading sulforhodamine B (SRB) without complex synthesis. This composite serves as a powerful ratiometric fluorescence sensor for the detection of tetracycline (TC) antibiotics, achieving high sensitivity with a low detection limit of 0.05 μM and excellent selectivity. The sensing mechanism is attributed to a coordination-triggered fluorescence response between TC and the Zn²⁺ sites within the framework. Furthermore, we integrated smartphone-based colorimetry to facilitate low-cost, on-site monitoring, avoiding the need for sophisticated instrumentation. This work establishes a sustainable supramolecular platform that bridges pollutant removal and sensing within a single system, offering an eco-friendly and resource-efficient strategy for advanced water quality management.

能够同时进行污染物修复和监测的综合材料的开发代表了可持续水管理的先进方法。本文以异烟酸（HL）为结构诱导剂，构建了基于葫芦bb[6] （CB[6]）的强鲁棒超分子组装体[ZnClL]∙(CB[6])0.5∙1·5H2O(1)。1是一种高效的吸附剂，通过静电驱动的主-客体封装来快速去除阴离子染料。利用这种固有的吸附机制，我们可持续地设计了一种双发射复合材料（SRB@1），通过加载磺胺嘧啶B (SRB)，而无需复杂的合成。该复合材料作为一种强大的比例荧光传感器用于四环素类抗生素的检测，具有灵敏度高、检出限低（0.05 μM）、选择性好等优点。该传感机制归因于框架内TC和Zn2+位点之间的配位触发荧光响应。此外，我们集成了基于智能手机的比色法，以促进低成本的现场监测，避免了对复杂仪器的需要。这项工作建立了一个可持续的超分子平台，将污染物去除和传感连接在一个系统内，为先进的水质管理提供了一个环保和资源高效的策略。

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引用次数: 0

Tris(benzimidazole)(nitrato)silver(I) complexes: Synthesis, catalytic activities, and biological evaluation 三（苯并咪唑）（硝基）银(I)配合物：合成、催化活性和生物学评价

IF 4.7 2区化学 Q2 CHEMISTRY, PHYSICAL

Journal of Molecular Structure

Pub Date : 2026-02-02 DOI: 10.1016/j.molstruc.2026.145537

Lamia Boubakri , Wissem Hallab , Hüseyin Karci , Anis Attour , Muhammed Dündar , İlknur Özdemir , Nevin Gürbüz , Ahmet Koç , İsmail Özdemir , Houcine Naïli , Harald Kelm , Naceur Hamdi

In this study new N-alkylbenzimidazole derivatives 1a-e and their related tris(benzimidazole)(nitrato)silver(I) complexes 2a-e were prepared and characterized by FT-IR, ¹H,¹³C{1H} NMR spectroscopy, and elemental analysis, which support the proposed structures. Further confirmations of structural details were provided by a single-crystal X-ray. A single crystal of tris(N‐alkylbenzimidazole)(nitrato)silver(I) 2e shows that the coordination geometry around Ag slightly distorted tetrahedral geometry. Further, the synthesized compounds were evaluated for their antimicrobial activities against bacteria Escherichia coli, P. aeruginosa, S. aureus, and the fungal strains C. albicans and C. glabrata. The results indicated that the activity shown by the tested compounds, especially against Gram-negative bacteria, is valuable for the development of new treatment options against these microorganisms. Especially, the drug development potential of N-alkyl-5,6-dimethylbenzimdazole 1b and complexes 2b, 2c, and 2e showing the highest antimicrobial activity. Also, the alkylbenzimidazole substituent 1b and 1e and the Tris(1‐alkylbenzimidazole)silver(I) 2c showed remarkable activity against fungi strains. Complexes 2a, 2b, 2c, 2d, and 2e also showed high cytotoxicity. The synthesized complexes demonstrated higher cytotoxicity relative to Cisplatin across all tested cell lines. Furthemore, a mild catalytic protocol for benzaldehyde, amine, and phenylacetylene coupling (A³-coupling) allows for the selective synthesis of propargyl amines using N-alkylbenzimidazole silver(I) nitrate catalysts with conversion of 100 %. The present approach is environmentally benign and water is generated as the sole by product.

本研究制备了新的n -烷基苯并咪唑衍生物1a-e及其相关的三（苯并咪唑）（硝基）银(I)配合物2a-e，并通过FT-IR、1H、13C{1H} NMR和元素分析对其结构进行了表征。单晶x射线进一步证实了结构细节。三（N‐烷基苯并咪唑）（硝酸）银(I) 2e的单晶表明，银周围的配位几何结构略微扭曲了四面体几何。此外，合成的化合物对大肠杆菌、铜绿假单胞菌、金黄色葡萄球菌以及真菌菌株白色念珠菌和光秃念珠菌的抑菌活性进行了评价。结果表明，所测试的化合物所显示的活性，特别是对革兰氏阴性菌的活性，对开发针对这些微生物的新治疗方案有价值。其中，n -烷基-5,6-二甲基苯并唑1b及其配合物2b、2c和2e抗菌活性最高，具有开发潜力。此外，烷基苯并咪唑取代基1b和1e以及Tris（1‐烷基苯并咪唑）银(I) 2c对真菌具有显著的抑制作用。配合物2a、2b、2c、2d和2e也显示出高的细胞毒性。在所测试的所有细胞系中，合成的复合物显示出比顺铂更高的细胞毒性。此外，苯甲醛、胺和苯乙炔偶联（a3偶联）的温和催化方案允许使用n -烷基苯并咪唑银(I)硝酸催化剂选择性合成丙炔胺，转化率为100%。目前的方法对环境无害，水是唯一的副产品。

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引用次数: 0

Reactivity and antimicrobial evaluation of Co(II)-N2O2 Schiff base complexes with N-Heterocycles: Spectroscopic and DFT analysis n -杂环Co(II)-N2O2希夫碱配合物的反应性和抗菌评价：光谱和DFT分析

IF 4.7 2区化学 Q2 CHEMISTRY, PHYSICAL

Journal of Molecular Structure

Pub Date : 2026-02-02 DOI: 10.1016/j.molstruc.2026.145547

Manoj Kumar , Atresh K. Singh , Deepika Singh , Pradeep K. Rao , Satyam Singh

Two cobalt(II) complexes, [Co(L^1,2)(H₂O)₂] (C1&C2), were synthesized when Co(NO₂)₂·6H₂O reacted with Schiff base ligands derived from 5-chloro-2-hydroxybenzaldehyde and 1,2-diaminobenzene (H₂L²) or 1,2-diaminopropane (H₂L²). Further coordination of C1 and C2 with N-heterocycle ligands (L’) such as pyridine, imidazole, and benzimidazole yielded mixed-ligand complexes [Co(L^1,2)(L’)₂] (C3–C8). FT-IR spectra confirmed coordination through azomethine-N and phenolic-O atoms, whereas UV–Vis spectra supported a high-spin d⁷ octahedral configuration. Magnetic data indicated paramagnetic Co(II) centers in an octahedral environment. DFT analyses (C1–C4) revealed distorted octahedral geometries, and spin density analysis confirms high-spin Co(II) complexes with three unpaired electrons mainly localized on the metal centre. Topological analyses (NCI, RDG, ELF, LOL) supported the presence of strong hydrogen bonding, steric hindrance, and electron delocalization, consistent with experimental results. Antimicrobial studies showed that complexes C1 and C2 exhibited significantly enhanced antibacterial activity (inhibition zones: 17–24 mm), particularly against Bacillus anthracis and Escherichia coli, compared to their parent ligands. Moreover, while the Schiff bases displayed weak antifungal activity, their cobalt(II) complexes exhibited markedly improved efficacy, with C1 demonstrating the highest antifungal potential. These findings suggest that cobalt(II) Schiff base complexes are promising candidates for antimicrobial applications.

用Co(NO2)2·6H2O与5-氯-2-羟基苯甲醛和1,2-二氨基苯（H2L2）或1,2-二氨基丙烷（H2L2）衍生的希夫碱配体反应，合成了两个钴（II）配合物[Co(L1,2)(H2O)2] （C1&C2）。C1和C2与n -杂环配体（L′）如吡啶、咪唑和苯并咪唑进一步配位，得到混合配体配合物[Co(L1,2)（L′）2]（C3-C8）。FT-IR光谱证实了偶氮胺- n和酚- o原子的配位，而UV-Vis光谱支持高自旋d7八面体构型。磁数据表明Co（II）中心在八面体环境中呈顺磁性。DFT分析（C1-C4）显示了扭曲的八面体几何形状，自旋密度分析证实了高自旋Co（II）配合物具有三个未配对电子，主要定位在金属中心。拓扑分析（NCI， RDG， ELF， LOL）支持存在强氢键，空间位阻和电子离域，与实验结果一致。抗菌研究表明，与亲本配体相比，配合物C1和C2表现出显著增强的抗菌活性（抑制区：17-24 mm），特别是对炭疽芽孢杆菌和大肠杆菌。此外，虽然希夫碱的抗真菌活性较弱，但其钴（II）配合物的抗真菌活性明显提高，其中C1显示出最高的抗真菌潜力。这些发现表明钴（II）希夫碱配合物是抗菌应用的有希望的候选者。

{"title":"Reactivity and antimicrobial evaluation of Co(II)-N2O2 Schiff base complexes with N-Heterocycles: Spectroscopic and DFT analysis","authors":"Manoj Kumar , Atresh K. Singh , Deepika Singh , Pradeep K. Rao , Satyam Singh","doi":"10.1016/j.molstruc.2026.145547","DOIUrl":"10.1016/j.molstruc.2026.145547","url":null,"abstract":"<div><div>Two cobalt(II) complexes, [Co(L1,2)(H2O)2] (C1&C2), were synthesized when Co(NO2)2·6H2O reacted with Schiff base ligands derived from 5-chloro-2-hydroxybenzaldehyde and 1,2-diaminobenzene (H2L2) or 1,2-diaminopropane (H2L2). Further coordination of C1 and C2 with N-heterocycle ligands (L’) such as pyridine, imidazole, and benzimidazole yielded mixed-ligand complexes [Co(L1,2)(L’)2] (C3–C8). FT-IR spectra confirmed coordination through azomethine-N and phenolic-O atoms, whereas UV–Vis spectra supported a high-spin d7 octahedral configuration. Magnetic data indicated paramagnetic Co(II) centers in an octahedral environment. DFT analyses (C1–C4) revealed distorted octahedral geometries, and spin density analysis confirms high-spin Co(II) complexes with three unpaired electrons mainly localized on the metal centre. Topological analyses (NCI, RDG, ELF, LOL) supported the presence of strong hydrogen bonding, steric hindrance, and electron delocalization, consistent with experimental results. Antimicrobial studies showed that complexes C1 and C2 exhibited significantly enhanced antibacterial activity (inhibition zones: 17–24 mm), particularly against Bacillus anthracis and Escherichia coli, compared to their parent ligands. Moreover, while the Schiff bases displayed weak antifungal activity, their cobalt(II) complexes exhibited markedly improved efficacy, with C1 demonstrating the highest antifungal potential. These findings suggest that cobalt(II) Schiff base complexes are promising candidates for antimicrobial applications.</div></div>","PeriodicalId":16414,"journal":{"name":"Journal of Molecular Structure","volume":"1360 ","pages":"Article 145547"},"PeriodicalIF":4.7,"publicationDate":"2026-02-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"146192476","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}

引用次数: 0

Substituent-engineered anthracene crystals for ultrafast and reversible photomechanical actuation 取代工程蒽晶体的超快速和可逆光电驱动

IF 4.7 2区化学 Q2 CHEMISTRY, PHYSICAL

Journal of Molecular Structure

Pub Date : 2026-02-02 DOI: 10.1016/j.molstruc.2026.145567

Lin Gao , Zheng-Cheng Wang , Qi Yu , Guo-Ming Wang

Photomechanical crystals capable of direct solar energy-to-work conversion represent a promising material class for actuation applications. In this study, we synthesized three 9-anthracene derivatives crystals E-9AP, E-9A2F, and E-9A3F, featuring alkynyl, difluoromethyl, and trifluoromethyl groups, respectively via substituent engineering. All compounds crystallized in head-to-head packing motifs and underwent a reversible [4+4] photocycloaddition reaction under 365 nm light, leading to macroscopic crystal bending. The E-9AP crystal exhibited the most rapid response, achieving a bending angle of 84° within 0.7 s. Single-crystal X-ray diffraction and Hirshfeld surface analysis revealed that the distinct substituents modulate molecular packing, intermolecular interactions and ultimately, the photomechanical property. Structural analysis revealed that substituents directly control molecular packing and affect photomechanical performance. These crystals also functioned as effective light-driven actuators, demonstrating their potential for smart material applications. This work provides fundamental insights into the structure-property relationships governing photomechanical motion in organic crystals.

光电晶体能够直接将太阳能转化为功，这是一种很有前途的驱动应用材料。在本研究中，我们通过取代基工程合成了三个9-蒽衍生物晶体E-9AP、E-9A2F和E-9A3F，它们分别具有炔基、二氟甲基和三氟甲基。所有化合物都以头对头的填充基序结晶，并在365 nm光下进行可逆的[4+4]光环加成反应，导致宏观晶体弯曲。E-9AP晶体反应最快，在0.7 s内弯曲角度达到84°。单晶x射线衍射和Hirshfeld表面分析表明，不同的取代基调节了分子的排列、分子间的相互作用，并最终改变了光化学性质。结构分析表明，取代基直接控制分子的排列并影响其光力学性能。这些晶体还可以作为有效的光驱动致动器，展示了它们在智能材料应用方面的潜力。这项工作为有机晶体中控制光力学运动的结构-性质关系提供了基本的见解。

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引用次数: 0

Synthesis, crystal structure, DFT, and drug-likeness evaluation of an oxadiazole-based compound with biological potential 一种具有生物潜力的恶二唑基化合物的合成、晶体结构、DFT和药物相似性评价

IF 4.7 2区化学 Q2 CHEMISTRY, PHYSICAL

Journal of Molecular Structure

Pub Date : 2026-02-02 DOI: 10.1016/j.molstruc.2026.145549

Sharada T , Chethan B․ S․ , Manjunatha K․ , Pramodh B , Bhuvan Kulkarni , Harisha P , Shweta G M , Niranjana S․ V․ , Lokanath N․ K․ , Sundaresha M․ P․ , Sunil K

Oxadiazole derivatives are well known for their structural versatility and broad spectrum of biological applications. In the present study, a newly designed oxadiazole compound was synthesized and subjected to detailed structural, computational, and in silico biological evaluation. The structural identity of the compound was confirmed through spectroscopic and crystallographic analyses, while intermolecular interactions were further examined using Hirshfeld surface mapping. To explore the electronic structure, density functional theory (DFT) calculations were performed at the B3LYP/6–311G(d,p) level. The compound exhibited a relatively narrow HOMO–LUMO energy gap, reflecting high chemical softness, enhanced charge-transfer potential, and favorable electronic reactivity, properties often associated with promising biological activity. The in silico studies performed against the 5F19 protein revealed a good binding score of -9.7 kcal/mol. In addition, ADMET predictions revealed good gastrointestinal absorption, favorable oral bioavailability, moderate distribution, and acceptable metabolic stability. The compound was predicted to be non-mutagenic, with manageable safety risks, though hepatotoxicity and hERG-II inhibition alerts were noted. Collectively, the computational and pharmacokinetic findings suggest that the synthesized oxadiazole derivative possesses drug-like properties and potential biological relevance, thereby supporting further experimental validation and application in drug discovery.

恶二唑衍生物以其结构的多功能性和广泛的生物应用而闻名。在本研究中，我们合成了一个新设计的恶二唑化合物，并对其进行了详细的结构、计算和硅生物学评价。通过光谱和晶体分析证实了化合物的结构特性，同时利用Hirshfeld表面映射进一步研究了分子间的相互作用。为了探究其电子结构，在B3LYP/ 6-311G （d,p）水平上进行了密度泛函理论（DFT）计算。该化合物表现出相对较窄的HOMO-LUMO能隙，反映出较高的化学柔软性、增强的电荷转移电位和良好的电子反应性，这些特性通常与有前景的生物活性有关。对5F19蛋白进行的计算机研究显示其良好的结合分数为-9.7 kcal/mol。此外，ADMET预测显示良好的胃肠道吸收，良好的口服生物利用度，适中的分布和可接受的代谢稳定性。该化合物预计是非诱变的，具有可控的安全风险，尽管注意到肝毒性和heg - ii抑制警报。总之，计算和药代动力学结果表明，合成的恶二唑衍生物具有药物样性质和潜在的生物学相关性，从而支持进一步的实验验证和药物发现中的应用。

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引用次数: 0

Sequential and selective fluorescent detection of sulfur pollutants in environmental water using a dual-channel probe 使用双通道探针的环境水中硫污染物的顺序和选择性荧光检测

IF 4.7 2区化学 Q2 CHEMISTRY, PHYSICAL

Journal of Molecular Structure

Pub Date : 2026-02-02 DOI: 10.1016/j.molstruc.2026.145563

He Gao , Haiyan Ma , Ling Yan , Shiqi Li , Longbin Xu

Reactive sulfur species (RSS), including hydrogen sulfide (H₂S) and bisulfite (HSO₃^-), play critical roles in redox signaling, inflammation, and environmental toxicity. However, their structural similarity and frequent co-existence in complex matrices pose significant challenges for simultaneous and selective detection. Here, we report a novel dual-channel fluorescent probe, DSH, capable of logic-gated, sequential recognition of H₂S and HSO₃^- with distinct optical outputs. DSH integrates a coumarin fluorophore and a 2,4-dinitrobenzenesulfonyl (DNP) group within a donor-π-acceptor (D-π-A) framework. Reaction with H₂S cleaves the DNP unit, restoring intramolecular charge transfer (ICT) and inducing red fluorescence at 660 nm. Subsequent addition of HSO₃^- triggers nucleophilic addition at the coumarin double bond, disrupting π-conjugation and yielding yellow fluorescence at 560 nm. This stepwise transformation enables ratiometric dual-emission sensing and sequence-resolved detection of the two analytes. DSH exhibits high selectivity, rapid kinetics, and low detection limits (0.045 μM for H₂S; 0.16 μM for HSO₃^-). The sensing mechanism was validated by high-resolution mass spectrometry (HRMS) and ¹H nuclear magnetic resonance (¹H NMR) spectroscopy. Practical applicability was confirmed through successful detection in real water samples (tap, mineral, and river), with high recovery and reproducibility. Collectively, this study introduces DSH as a robust, logic-driven fluorescent platform for dual-target sulfur species monitoring in complex environmental systems.

活性硫物质（RSS），包括硫化氢（H2S）和亚硫酸氢盐（HSO3-），在氧化还原信号、炎症和环境毒性中起着关键作用。然而，它们在复杂矩阵中的结构相似性和频繁共存给同时和选择性检测带来了重大挑战。在这里，我们报道了一种新的双通道荧光探针，DSH，能够逻辑门控，顺序识别H2S和HSO3-具有不同的光输出。DSH在供体-π-受体（D-π-A）框架内整合香豆素荧光基团和2,4-二硝基苯磺酰（DNP）基团。与H2S反应可裂解DNP单元，恢复分子内电荷转移（ICT），并在660 nm处产生红色荧光。随后加入HSO3-引发香豆素双键的亲核加成，破坏π共轭并在560nm处产生黄色荧光。这种逐步转换使比值双发射传感和序列分辨检测两种分析物。DSH具有高选择性、快速动力学和低检出限（对H2S为0.045 μM，对HSO3-为0.16 μM）。通过高分辨率质谱（HRMS）和1H核磁共振（1H NMR）谱分析验证了其传感机理。通过对实际水样（自来水、矿物和河流）的成功检测，验证了该方法的实用性，具有较高的回收率和重现性。总的来说，本研究介绍了DSH作为一个强大的，逻辑驱动的荧光平台，用于复杂环境系统中的双目标硫物种监测。

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引用次数: 0

From photochromism to electrochromism: New property of diarylethene BTT and its fluorescent turn-on derivative BTTO4 从光致变色到电致变色：二乙烯BTT及其荧光导通衍生物BTTO4的新性质

IF 4.7 2区化学 Q2 CHEMISTRY, PHYSICAL

Journal of Molecular Structure

Pub Date : 2026-02-02 DOI: 10.1016/j.molstruc.2026.145559

Jionghao Wang , Kangjun Lan , Aidong Qi , Yunjia Xu , Qi Ai , Xiaoguang Hu , Baoxiang Gao

Diarylethenes (DAEs) are typical photochemically reversible photochromic materials featuring excellent thermal stability and high fatigue resistance. Their multiple stimuli responsive ability enriches molecular functions and endows single-molecule multifunctionality, thereby facilitating new paradigms in secure, high-density data storage via multimodal operations and complex logic gate. This study systematically investigates the electrochromic properties of representative DAE molecule BTT and its fluorescent turn-on derivative BTTO4. Closed-ring isomer of both compounds undergo Cu(ClO₄)₂-triggered cycloreversion, but BTTO4(c) requires higher oxidant dosage and longer reaction time due to its elevated oxidation potential (0.903 V vs. 0.758 V for BTT(c)) caused by the electron-withdrawing benzothiophene-1,1-dioxide moiety. Theoretical calculations reveal that open-ring radical cations are more stable, with a lower energy barrier for BTT(c)^•+→BTT(o)^•+ (25.2 kcal/mol) than BTTO4(c)^•+→BTTO4(o)^•+ (38.3 kcal/mol), explaining reactivity differences. Cyclic voltammetry confirms closed-ring isomers have lower oxidation potentials than Cu(ClO₄)₂, supporting thermodynamic feasibility. Importantly, BTT(c) encapsulated in lipid membrane undergoes electrochemical ring-opening in water upon CuCl₂ treatment, validating its potential for biological sensing applications. This work provides insights for the design of multifunctional DAEs tailored for optoelectronics and bioimaging.

二芳烯（DAEs）是典型的光化学可逆光致变色材料，具有优良的热稳定性和高的抗疲劳性。它们的多刺激响应能力丰富了分子功能，赋予了单分子多功能性，从而通过多模态运算和复杂逻辑门促进了安全、高密度数据存储的新范式。本研究系统地研究了具有代表性的DAE分子BTT及其荧光导通衍生物BTTO4的电致变色性质。这两种化合物的闭环异构体都发生Cu(ClO4)2触发的环还原，但BTTO4(c)由于吸电子苯并噻吩-1,1-二氧化基团引起氧化电位升高（0.903 V vs. 0.758 V），需要更高的氧化剂剂量和更长的反应时间。理论计算表明，与BTTO4(c)•+→BTT (o)•+ (38.3 kcal/mol)相比，开环自由基阳离子更稳定，BTT(c)•+→BTT(o)•+的能垒更低（25.2 kcal/mol），从而解释了反应性的差异。循环伏安法证实闭环异构体比Cu(ClO4)2具有更低的氧化电位，支持热力学可行性。重要的是，包裹在脂质膜中的BTT(c)在CuCl2处理后在水中发生电化学开环，验证了其在生物传感应用中的潜力。这项工作为设计适合光电子和生物成像的多功能DAEs提供了见解。

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引用次数: 0

Design and synthesis of a chitosan-based fluorescent probe functionalized with CN-styrylanthracene and triazole for selective detection of Al³⁺ in aqueous environment 以cn -苯乙烯和三唑为功能化基团的壳聚糖荧光探针的设计与合成，用于水环境中选择性检测Al³+

IF 4.7 2区化学 Q2 CHEMISTRY, PHYSICAL

Journal of Molecular Structure

Pub Date : 2026-02-02 DOI: 10.1016/j.molstruc.2026.145558

Khaoula Hassine, Habiba Zrida, Mariam Essid, Khaled Hriz

As part of the valorization of marine co-products, this work explores the use of chitosan from shrimp shells for the development of fluorescent metal cation sensors. A high purity chitosan (97% deacetylation), obtained with a yield of 45%, served as a skeleton for the development of a new water-soluble and fluorescent biomaterial. The functionalization was carried out in two steps: a 1,3-dipolar cycloaddition reaction (click chemistry) between chitosan azide and a propargylated derivative of vanillin, then a Knoevenagel condensation with cyanomethylanthracene followed by a deprotection leading to the compound Cs-Tri-An-CN simultaneously bearing triazole and cyano-styrylanthracene units. Structural characterization by NMR and FT-IR spectroscopies confirmed the successful modification of chitosan, yielding Cs-Tri-An-CN with a conversion rate of 21%. Optical studies (UV–Vis and fluorescence) revealed its organic semiconductor behavior, characterized by blue emission. The sensing performance of Cs-Tri-An-CN was evaluated by monitoring the photoluminescence quenching of its dilute solutions in the presence of various metal cations. It exhibited a remarkable quenching (44%) for Al³⁺ cation, with a Stern-Volmer constant (Kₛᵥ) of 6.8 × 10³ M⁻¹. The calculated detection limit (LOD) of 3.6 μM confirms the material's potential for monitoring Al³⁺ in drinking water.

作为海洋副产品增值的一部分，本工作探索了虾壳壳聚糖用于荧光金属阳离子传感器的开发。高纯度壳聚糖（97%去乙酰化），产率为45%，为开发一种新型水溶性荧光生物材料提供了骨架。壳聚糖叠氮化物与香兰素丙基化衍生物发生1,3-偶极环加成反应（click化学），然后与氰甲基镧发生Knoevenagel缩合，最后发生脱保护反应，得到同时含有三唑和氰-苯基镧的化合物Cs-Tri-An-CN。核磁共振和红外光谱的结构表征证实了壳聚糖的成功改性，得到了转化率为21%的Cs-Tri-An-CN。光学研究（紫外-可见和荧光）揭示了它的有机半导体行为，以蓝色发射为特征。通过监测Cs-Tri-An-CN稀溶液在各种金属阳离子存在下的光致发光猝灭，评价了Cs-Tri-An-CN的传感性能。Al³+阳离子具有显著的猝灭性（44%），Stern-Volmer常数（Kₛᵥ）为6.8 × 10³M⁻¹。计算出的检测限（LOD）为3.6 μM，证实了该材料在饮用水中监测Al³⁺的潜力。

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引用次数: 0