Bioorganic Chemistry最新文献

{"title":"Design, synthesis, and biological evaluation of Schiff-Base Isoxazole hybrids: Exploring novel antimicrobial agents","authors":"Anjali Rani ,&nbsp;Javed Khan ,&nbsp;Mohd Aslam ,&nbsp;Asghar Ali ,&nbsp;Mohan Kamthan ,&nbsp;Garima Pandey ,&nbsp;Bhaskara Nand","doi":"10.1016/j.bioorg.2025.108428","DOIUrl":"10.1016/j.bioorg.2025.108428","url":null,"abstract":"<div><div>The rise of antimicrobial resistance necessitates the development of novel therapeutic agents. This study presents the design, in silico studies, synthesis, and biological evaluation of Schiff-base isoxazole hybrids as potential antimicrobial agents. Computational approaches, including molecular docking, molecular dynamics (MD) simulations, density functional theory (DFT) calculations, and ADMET predictions, guided the design and assessment of these compounds. DFT analysis identified compound <strong>A20</strong> (−0.0919 Hartree) as having the lowest energy gap, suggesting high reactivity. Molecular docking revealed strong binding affinities (−11.3 to −7.00 kcal/mol) comparable to standard antimicrobial drugs, while MD simulations confirmed the stability of protein-ligand interactions. ADMET analysis predicted favorable pharmacokinetic properties. Biological evaluations revealed promising antimicrobial potential of the synthesized compounds. <strong>A20</strong> showed significant antifungal activity (MIC: 64 μg/mL), while <strong>A7</strong> exhibited notable antibacterial activity (MIC: 1024 μg/mL). Further <strong>A20</strong> in combination with standard antifungal drug fluconazole is exhibiting outstanding antifungal potential. Leading towards the possibility of developing a new drug against resistant microbial strains through combination therapy.</div></div>","PeriodicalId":257,"journal":{"name":"Bioorganic Chemistry","volume":"159 ","pages":"Article 108428"},"PeriodicalIF":4.5,"publicationDate":"2025-03-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143761043","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Structure-activity relationship study of navarixin analogues as dual CXCR2 and CCR7 antagonists","authors":"Anže Meden ,&nbsp;Sandra Claes ,&nbsp;Tom Van Loy ,&nbsp;Maša Zorman ,&nbsp;Matic Proj ,&nbsp;Dominique Schols ,&nbsp;Stanislav Gobec ,&nbsp;Steven De Jonghe","doi":"10.1016/j.bioorg.2025.108423","DOIUrl":"10.1016/j.bioorg.2025.108423","url":null,"abstract":"<div><div>Despite the promise of the human chemokine receptor 7 (CCR7) as drug target for the treatment of cancer metastasis and autoimmune diseases, there are no potent and selective CCR7 antagonists known in literature. In this work, a 1,2,5-thiadiazole 1,1-dioxide with low μM activity as a CXCR2 and CCR7 antagonist was selected as starting point for a structure-activity relationship study. The replacement of the central thiadiazole dioxide motif with squaramide led to low nanomolar CCR7 antagonism. Additional systematic structural variations afforded various squaramide analogues that displayed potent CCR7 antagonism in a calcium mobilization assay with IC₅₀ values in the low nM range. Unfortunately, the same compounds also displayed potent CXCR2 antagonistic activity and should therefore be considered as dual CCR7/CXCR2 antagonists.</div></div>","PeriodicalId":257,"journal":{"name":"Bioorganic Chemistry","volume":"159 ","pages":"Article 108423"},"PeriodicalIF":4.5,"publicationDate":"2025-03-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143761053","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Novel p-terphenyls with anti-neuroinflammatory activity from fruiting bodies of the Chinese edible mushroom Thelephora ganbajun Zang","authors":"Hang Zhang ,&nbsp;Jingyi Zhang ,&nbsp;Keyin Huang ,&nbsp;Cheng Cai ,&nbsp;Jinyan Jiang ,&nbsp;Zijie Su ,&nbsp;Haixin Gu ,&nbsp;Zidan Duan ,&nbsp;Shijie Shao ,&nbsp;Min Zhou ,&nbsp;Qingfeng Du ,&nbsp;Fei He","doi":"10.1016/j.bioorg.2025.108414","DOIUrl":"10.1016/j.bioorg.2025.108414","url":null,"abstract":"<div><div>The detailed mycochemical exploration of the EtOAc extract of a famous edible mushroom <em>Thelephora ganbajun</em>, resulted in the isolation of six new <em>p</em>-terphenyl derivatives, named theleganbanins A − F (<strong>1</strong>–<strong>6</strong>), together with five known ones, namely atromentin (<strong>7</strong>), fendleryl B (<strong>8</strong>), 2-<em>O</em>-methylatromentin (<strong>9</strong>), vialinin B (<strong>10</strong>), and ganbajunin B (<strong>11</strong>). Their structures were precisely determined through comprehensive spectroscopic analyses, especially 1D and 2D NMR data and HRMS measurement. Single crystal X-ray diffraction and comparison of calculated and experimental ECD spectra were conducted to further confirm the absolute configurations of compounds <strong>1</strong>–<strong>6</strong>. Theleganbanins A (<strong>1</strong>) and B (<strong>2</strong>) featuring a rare <em>α</em>, <em>β</em>-unsaturated<em>-γ</em>-butyrolactone core were proposed to be biosynthesized through aldol condensation for the first time in naturally occurring <em>p</em>-terphenyl derivatives. Theleganbanin C (<strong>3</strong>) was identified as a pair of <em>p</em>-terphenyl enantiomers with a novel 1′, 6′-dyhydro-2′, 5′-pyridinedione ring. Theleganbanin D (<strong>4</strong>) was the first example of <em>p</em>-terphenyl derivatives with a hemiacetal furanone moiety. The anti-neuroinflammatory activities of compounds <strong>1</strong>–<strong>2</strong> and <strong>4</strong>–<strong>10</strong> were screened. As a result, these compounds showed inhibitory activity on the production of pro-inflammatory cytokines TNF-<em>α</em>, IL-6 and IL-1<em>β</em> in lipopolysaccharide (LPS)-induced BV-2 microglial cells. Further investigation showed that compound <strong>2</strong> could inhibit the phosphorylation of JAK2/STAT3 signaling pathway. These finding indicated that <em>p</em>-terphenyl derivatives from edible mushroom <em>Thelephora ganbajun</em> Zang would be promising drug candidates in treatment of neuroinflammatory related diseases.</div></div>","PeriodicalId":257,"journal":{"name":"Bioorganic Chemistry","volume":"159 ","pages":"Article 108414"},"PeriodicalIF":4.5,"publicationDate":"2025-03-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143747114","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Cationic AIEgens with large rigid π-planes: Specific bacterial imaging and treatment of drug-resistant bacterial infections","authors":"Senlin Peng ,&nbsp;Xu Zhou ,&nbsp;Qian Wang ,&nbsp;Lingyi Shen ,&nbsp;Zhi-Yong Wang ,&nbsp;Hong Xu ,&nbsp;Xianjiong Yang ,&nbsp;Carl Redshaw ,&nbsp;Qi-Long Zhang","doi":"10.1016/j.bioorg.2025.108412","DOIUrl":"10.1016/j.bioorg.2025.108412","url":null,"abstract":"<div><div>In this study, four D-π-A type cationic photosensitisers with aggregation-induced emission (AIE) properties were developed based on the electron-donating group triphenylamine and pyrene molecules acting as auxiliary electron donors and main π-bridges, as well as pyridinium salts of different charge numbers acting as electron acceptors: <strong>TPP1</strong>, <strong>MeOTPP1</strong>, <strong>TPP2</strong> and <strong>MeOTPP2</strong>. The introduction of pyrene endowed the AIE photosensitizers with a high solid fluorescence quantum yield and long fluorescence lifetime. All four photosensitizer molecules were able to efficiently generate type I (·OH) and type II (¹O₂) under white light irradiation, achieving efficient inactivation of methicillin-resistant <em>Staphylococcus aureus</em> (<em>MRSA</em>) at low concentrations, and <strong>TPP1</strong> and <strong>TPP2</strong> successfully promoted wound healing in <em>MRSA</em>-infected mice. The introduction of a methoxy group effectively enhanced the intramolecular charge transfer effect, achieved longer wavelength absorption and fluorescence emission redshift, and effectively reduced Δ<em>E_st</em> thereby promoting ROS (Reactive Oxygen Species) generation. However, after the introduction of the methoxy group, the CAC (Critical Aggregate Concentration) of <strong>MeOTPP1</strong> and <strong>MeOTPP2</strong> became smaller and the hydrophobicity was enhanced, which affected the interaction with bacteria. In fact, the photodynamic antimicrobial activity and imaging ability against bacteria were reduced. <strong>TPP2</strong> achieves efficient killing of <em>MRSA</em> and <em>MDR E.coli</em> (Multidrug-resistant <em>Escherichia coli</em>) by disrupting the bacterial cell membrane due to its high photosensitization efficiency, two positive charges and very high CAC value. Under light (40 mW·cm⁻²), only 1 μM of <strong>TPP2</strong> inactivated 87 % of <em>MRSA</em>, followed by <strong>TPP1</strong>, which inactivated 59 %, while <strong>MeOTPP1</strong> and <strong>MeOTPP2</strong> showed no significant antibacterial activity at this concentration. At a concentration of 10 μM, <strong>TPP2</strong> deactivated more than 95 % of <em>MDR E.coli</em>, <strong>TPP1</strong> deactivated about 41 %, and <strong>MeOTPP1</strong> and <strong>MeOTPP2</strong> had no antimicrobial activity against <em>MDR E.coli</em> at this concentration. In addition, <strong>TPP1</strong>, <strong>MeOTPP1</strong> and <strong>TPP2</strong> were able to rapidly identify <em>MRSA</em> and <em>MDR E.coli</em> under the irradiation of 365 nm UV light, which provides a visual method for the rapid identification of <em>MRSA</em> and <em>MDR E.coli</em>.</div></div>","PeriodicalId":257,"journal":{"name":"Bioorganic Chemistry","volume":"159 ","pages":"Article 108412"},"PeriodicalIF":4.5,"publicationDate":"2025-03-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143747112","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Advances of dual inhibitors based on ALK for the treatment of cancer","authors":"Jin-Feng Chen ,&nbsp;Shu-Jin Guo ,&nbsp;Bin He ,&nbsp;Wei Zheng ,&nbsp;Wen-Jie Jiang ,&nbsp;Zhuo Yuan ,&nbsp;Yu Xiang ,&nbsp;Cheng Peng ,&nbsp;Wei Xiong ,&nbsp;Jian-You Shi","doi":"10.1016/j.bioorg.2025.108417","DOIUrl":"10.1016/j.bioorg.2025.108417","url":null,"abstract":"<div><div>Anaplastic lymphoma kinase (ALK), which encodes a highly conserved receptor tyrosine kinase (RTK), is important for the development and progression of many tumors, especially non-small cell lung cancer (NSCLC). Currently, third-generation ALK inhibitors are used to treat ALK-mutant NSCLC, but the rapid emergence of resistance during treatment greatly limits their efficacy in clinic. In comparison to single-target inhibitors, ALK dual inhibitors offer the benefits of reducing the emergence of drug resistance, improving treatment efficacy, and optimizing pharmacokinetic features due to the synergistic function of ALK and other associated targets involved in tumor progression. Therefore, we outline the development of ALK dual inhibitors, highlight their design approaches and structure-activity relationship (SAR), and offer insights into new challenges and potential future directions in this area.</div></div>","PeriodicalId":257,"journal":{"name":"Bioorganic Chemistry","volume":"159 ","pages":"Article 108417"},"PeriodicalIF":4.5,"publicationDate":"2025-03-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143747333","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Anti-Cancer Potential of Dehydrozingerone's Phenoxy-Acetamide Derivatives: Discovery of a Potent Lead with Dual Anti-Proliferative and Anti-Metastatic Activities","authors":"Chetan Kumar ,&nbsp;Anshurekha Dash ,&nbsp;Rohit Singh ,&nbsp;Tanzeeba Amin ,&nbsp;Salil Suresh ,&nbsp;Anindya Goswami ,&nbsp;Ravindra S. Phatake","doi":"10.1016/j.bioorg.2025.108413","DOIUrl":"10.1016/j.bioorg.2025.108413","url":null,"abstract":"<div><div>Herein, we report the design and synthesis of twenty-eight novel phenoxy-acetamide derivatives of dehydrozingerone (DHZ), aimed at exploring their potential as anticancer agents. The newly synthesized compounds were characterized using NMR, mass spectrometry, and HPLC. The in vitro anticancer activity was evaluated against MCF-7, HCT-116, and A549 cancer cell lines, where compounds <strong>2</strong>, <strong>4</strong>, <strong>9</strong>, <strong>14</strong>, <strong>26</strong>, and <strong>27</strong> exhibited the highest potency, with IC₅₀ values ranging from 3.52 to 9.93 <em>μ</em>M. These promising molecules were further tested against PC3 and Panc1 cell lines, demonstrating strong anticancer effects. Selectivity index analysis revealed that compound <strong>14</strong> demonstrated the highest selectivity for PC3, while compound <strong>2</strong> consistently exhibited notable selectivity across multiple cancer cell lines, highlighting their potential for targeted therapy. Clonogenic assays confirmed that compound <strong>2</strong> significantly reduced the long-term proliferative capacity of HCT-116 and MCF-7 cells in a dose-dependent manner. Mechanistic studies revealed that compound <strong>2</strong> induced cell cycle arrest by modulating Cyclin D1, leading to altered BAX/Bcl-2 and PARP levels, caspase cascade activation, and apoptotic cell death. Additionally, compound <strong>2</strong> regulated epithelial-mesenchymal transition (EMT), as evidenced by downregulation of Snail and upregulation of E-cadherin and occludin in a dose-dependent manner. Furthermore, molecular docking and ADMET predictions support compound <strong>2</strong> as a promising lead for anticancer drug discovery.</div></div>","PeriodicalId":257,"journal":{"name":"Bioorganic Chemistry","volume":"159 ","pages":"Article 108413"},"PeriodicalIF":4.5,"publicationDate":"2025-03-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143724894","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Structure-based optimization of TEAD inhibitors: Exploring a novel subpocket near Glu347 for the treatment of NF2-mutant cancer","authors":"Jin Kwan Kim ,&nbsp;Jinhyuk Kim ,&nbsp;Hadong Kim ,&nbsp;Haiyan Jin ,&nbsp;Youngki Yoo ,&nbsp;Xiang Fei ,&nbsp;Han-Joo Maeng ,&nbsp;Seung-Yong Seo ,&nbsp;Gyoonhee Han ,&nbsp;Kyoung Tai No","doi":"10.1016/j.bioorg.2025.108425","DOIUrl":"10.1016/j.bioorg.2025.108425","url":null,"abstract":"<div><div>The Hippo signaling pathway is critical for regulating cell growth, tissue homeostasis, and organ size. Dysregulation of this pathway has been associated with a range of pathologies, especially cancer, through its modulation of downstream effectors—Yes-associated protein (YAP) and the transcriptional coactivator with PDZ-binding motif (TAZ). These proteins bind to transcriptional enhanced associate domain (TEAD) proteins and function as transcription factors in the nucleus, producing oncogenic target genes such as CTGF and CYR61. TEAD proteins require palmitoylation via a covalent bond with cysteine in the central pocket to bind YAP/TAZ. Therefore, competitive inhibition that prevents palmitoylation could serve as an effective anticancer strategy. In this study, we analyzed the crystal structures of the known inhibitor VT-105 bound to TEAD3 to identify new binding spots that were previously unexplored, with the aim of discovering more potent compounds using structure-based drug design. Consequently, we identified a novel hydrogen-bonding site and discovered <strong>C-2</strong>, which effectively binds to this site, as confirmed by X-ray crystallography. Furthermore, <strong>C-2</strong> exhibited stable pharmacokinetic properties and demonstrated impressive efficacy in a mouse xenograft model.</div></div>","PeriodicalId":257,"journal":{"name":"Bioorganic Chemistry","volume":"159 ","pages":"Article 108425"},"PeriodicalIF":4.5,"publicationDate":"2025-03-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143747111","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Discovery and characterization of novel FAK inhibitors for breast cancer therapy via hybrid virtual screening, biological evaluation and molecular dynamics simulations","authors":"Xinglong Chi ,&nbsp;Runmei Chen ,&nbsp;Roufen Chen ,&nbsp;Yingxuan Xu ,&nbsp;Yaru Deng ,&nbsp;Xinle Yang ,&nbsp;Zhichao Pan ,&nbsp;Xiangwei Xu ,&nbsp;Youlu Pan ,&nbsp;Qin Li ,&nbsp;Peng Zhou ,&nbsp;Wenhai Huang","doi":"10.1016/j.bioorg.2025.108400","DOIUrl":"10.1016/j.bioorg.2025.108400","url":null,"abstract":"<div><div>Focal adhesion kinase (FAK) is a critical drug target implicated in various disease pathways, including hematological malignancies and breast cancer. Therefore, identifying FAK inhibitors with novel scaffolds could offer new opportunities for developing effective therapeutic compounds. Herein, we disclosed the discovery of a new backbone inhibitor of FAK using an “internal” database, employing a structure-based high-transparency permeability virtual screening (HTVS) and a DeepDock algorithm based on geometric deep learning. Subsequently, molecular docking was conducted at different precisions to identify 10 compounds for further evaluation of biological activity. Ultimately, compound <strong>4</strong>, a pyrimidin-4-amine derivative, demonstrated inhibitory activity against FAK and breast cancer cells, further supporting its potential as a FAK inhibitor. Moreover, molecular dynamics simulations were carried out to gain more detailed insights into the binding mechanism between compound <strong>4</strong> and FAK to guide subsequent structural optimization.</div></div>","PeriodicalId":257,"journal":{"name":"Bioorganic Chemistry","volume":"159 ","pages":"Article 108400"},"PeriodicalIF":4.5,"publicationDate":"2025-03-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143734582","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Modulating culture method promotes the production of disulfide-linked resorcylic acid lactone dimers with anti-proliferative activity","authors":"Ming-Qian Han ,&nbsp;Ying-Jie Zhao ,&nbsp;Sen Pang ,&nbsp;Hua-Jie Zhu ,&nbsp;Du-Qiang Luo ,&nbsp;Yun-Feng Liu ,&nbsp;Kan Yang ,&nbsp;Fei Cao","doi":"10.1016/j.bioorg.2025.108418","DOIUrl":"10.1016/j.bioorg.2025.108418","url":null,"abstract":"<div><div>Sulfur-containing natural products are distinguished by their unique chemical structures and notable biological activities, rendering them highly valuable in drug discovery and development. Recent advancements in chemical epigenetic modifications, sulfur source regulation, and fungal co-cultivation have significantly facilitated the discovery of novel sulfur-containing compounds. In this study, the modulating culture method, incorporating DMSO and sea salt into the culture medium, was utilized to induce the marine-derived fungus <em>Penicillium</em> sp. to produce novel disulfide-linked resorcylic acid lactone dimers, dipenirestone A and B (<strong>1</strong> and <strong>2</strong>), along with their monomeric precursors (<strong>3</strong>−<strong>13</strong>). The absolute configurations of the new compounds <strong>1</strong>–<strong>6</strong> were elucidated through calculated NMR and ECD methods, as well as X-ray crystallography. Notably, the dimeric compounds (<strong>1</strong> and <strong>2</strong>) exhibited significantly enhanced anti-proliferative activity against HGC-27 cells compared to the monomers <strong>3</strong>–<strong>13</strong>. It was revealed that compounds <strong>1</strong> and <strong>2</strong> exerted an antiproliferative effect through the modulation of the PI3K/AKT/mTOR signaling pathway. This was manifested as cell cycle arrest in the G1 phase, reduction in mitochondrial membrane potential, and induction of apoptosis.</div></div>","PeriodicalId":257,"journal":{"name":"Bioorganic Chemistry","volume":"159 ","pages":"Article 108418"},"PeriodicalIF":4.5,"publicationDate":"2025-03-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143747091","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Design and application of a water-soluble triphenylamine-based probe for rapid analysis of α-amylase activity","authors":"Shengnan Yao ,&nbsp;Xing Wang ,&nbsp;Huilin Dong ,&nbsp;Saidong Sun ,&nbsp;Xudong Xie ,&nbsp;Penglin Wu ,&nbsp;Zhengjian Qi","doi":"10.1016/j.bioorg.2025.108420","DOIUrl":"10.1016/j.bioorg.2025.108420","url":null,"abstract":"<div><div>In this study, we designed and synthesized a series of aggregation-induced emission luminogens (AIEgens) with D-π-A structures by regulating the donor (D) and acceptor (A) of electron. Unlike <strong>GT01</strong> and <strong>GT03</strong>, the water solubility of <strong>GT02</strong> and <strong>GT04</strong> synthesized by coupling galactose to them through α-1,4-glycosidic bonds is significantly improved. To reduce the impact of ultraviolet light on α-amylase activity, <strong>GT04</strong> was selected as the research object and further studied its response behavior to α-amylase. Certainly, α-amylase could cleave the glycosidic bond of <strong>GT04</strong> to change its water solubility, thereby significantly aggregating <strong>GT03</strong> and emitting bright fluorescence. Research results present that the limit of detection (LOD) of the α-amylase activity detection curve constructed based on the structural change of <strong>GT04</strong> is 0.1864 U/L, and the limit of quantitation (LOQ) is 0.5647 U/L. This method exhibits high specificity and selectivity, with a detection error not exceeding 5 % even when compared to commercial kits, further demonstrating the high reliability of it. Additionally, the reaction time of <strong>GT04</strong> and α-amylase has been reduced to 3 min, significantly shortening the overall testing duration. Research results also tell us that high-quality smoke could increase the activity of salivary α-amylase (sAA) by activating the sympathetic nervous system. Undoubtedly, this method provides an effective rapid testing tool for assessing human sensory experiences and the development of high-quality tobacco through the fluctuation of sAA activity.</div></div>","PeriodicalId":257,"journal":{"name":"Bioorganic Chemistry","volume":"159 ","pages":"Article 108420"},"PeriodicalIF":4.5,"publicationDate":"2025-03-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143747113","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}