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Integrated In Vitro and In Silico Characterization of 5-Hydroxyferulic Acid: Antioxidant, Anti-Inflammatory, Anti-Hemolytic, and Cytotoxic Potential. 5-羟基阿魏酸的体外和硅内综合表征:抗氧化、抗炎、抗溶血和细胞毒性潜能。
IF 2.5 3区 化学
Chemistry & Biodiversity Pub Date : 2025-09-25 DOI: 10.1002/cbdv.202501431
Syrine Sakouhi, Sonia Ben Younes, Fatma Arrari, Afef Nahdi, Jalloul Bouajila, Abada Mhamdi
{"title":"Integrated In Vitro and In Silico Characterization of 5-Hydroxyferulic Acid: Antioxidant, Anti-Inflammatory, Anti-Hemolytic, and Cytotoxic Potential.","authors":"Syrine Sakouhi, Sonia Ben Younes, Fatma Arrari, Afef Nahdi, Jalloul Bouajila, Abada Mhamdi","doi":"10.1002/cbdv.202501431","DOIUrl":"https://doi.org/10.1002/cbdv.202501431","url":null,"abstract":"<p><p>In the pursuit of novel antioxidant and anti-inflammatory agents, we investigated 5-hydroxyferulic acid (5-OHFA), a hydroxylated derivative of the well-known phenolic compound ferulic acid (FA). This study aimed to determine whether structural modification enhances the biological activity of FA. To this end, both compounds were subjected to a series of in vitro antioxidant assays (DPPH, ABTS, FRAP, and Fe(II)-chelating) and anti-inflammatory evaluations, complemented by in silico predictions. 5-OHFA consistently exhibited superior antioxidant capacity, with significantly lower IC<sub>50</sub> values than FA based on literature-reported values: 11.89 ± 0.20 versus 66 ± 2.3 µM (DPPH), 9.51 ± 0.15 versus 183.08 ± 2.30 µM (ABTS), 5.94 ± 0.09 versus 4.73 ± 0.14 µM (FRAP), and 36.31 ± 1.36 versus 270.27 ± 1.14 µM (Fe<sup>2+</sup> chelation). It also demonstrated stronger anti-inflammatory potential in protein denaturation assays using egg albumin and bovine serum albumin (BSA). Although 5-OHFA showed slightly greater hemolytic activity (IC<sub>50</sub> = 23.78 ± 1.48 µM) than FA, based on literature-reported values (37.64 ± 2.01 µM), both remained within biologically acceptable limits. In silico analyses using SwissADME and ProTox III supported the experimental findings, predicting good oral bioavailability, high gastrointestinal absorption, mild blood-brain barrier permeability, and no significant toxicity for 5-OHFA. Molecular docking studies further revealed stronger binding affinities of 5-OHFA to key oxidative and inflammatory targets, including NADPH oxidase (2CDU), xanthine oxidase (1FIQ), 5-lipoxygenase (3O8Y), cyclooxygenase-2 (3LN1), myeloperoxidase (1DNU), and the EGFR enzyme's active pocket (1M17). Overall, the data suggest that 5-OHFA possesses enhanced bioactivity relative to its parent compound FA, supporting its potential as a promising multifunctional candidate for pharmaceutical or nutraceutical development.</p>","PeriodicalId":9878,"journal":{"name":"Chemistry & Biodiversity","volume":" ","pages":"e01431"},"PeriodicalIF":2.5,"publicationDate":"2025-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145148113","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
Design and Synthesis of New Benzimidazole-Biphenyl Scaffolds as Anti-Inflammatory, Antioxidant Agents and Computational Screening. 新型苯并咪唑-联苯抗炎、抗氧化支架的设计、合成及计算筛选。
IF 2.5 3区 化学
Chemistry & Biodiversity Pub Date : 2025-09-25 DOI: 10.1002/cbdv.202502180
Praveen Kumar Gadeela, Jyothi K, Lakshmi Narayana Sharma Konidena, Veerabhadraiah Mallikanti, Amarnath Velidandi
{"title":"Design and Synthesis of New Benzimidazole-Biphenyl Scaffolds as Anti-Inflammatory, Antioxidant Agents and Computational Screening.","authors":"Praveen Kumar Gadeela, Jyothi K, Lakshmi Narayana Sharma Konidena, Veerabhadraiah Mallikanti, Amarnath Velidandi","doi":"10.1002/cbdv.202502180","DOIUrl":"https://doi.org/10.1002/cbdv.202502180","url":null,"abstract":"<p><p>A library of benzimidazole-biphenyl derivatives was synthesized via a series of condensation cyclization and Suzuki-Miyaura cross-coupling reactions. The new scaffolds were evaluated for their in vitro antioxidant and anti-inflammatory properties. The compound 7h presented potent antioxidant activity with a higher percentage of inhibition of 80.31% with an IC<sub>50</sub> value of 2.43 ± 0.4 µM, respectively. Compound 7c displayed promising antioxidant activity with a percentage of inhibition of 76.20% with IC<sub>50</sub> value of 2.90 ± 0.7 µM. Compounds 7e and 7f demonstrated the percentage of inhibition of 72%-74% with respect to antioxidant activity. Compound 7o demonstrated potent anti-inflammatory activity with a percentage of inhibition of about 89% with an IC<sub>50</sub> value of 16.55 ± 0.23 µM. Compound 7i displayed promising anti-inflammatory activity with a percentage inhibition of 87% with an IC<sub>50</sub> value of 16.87 ± 0.80 µM. Performed a molecular docking study of compound 7o against cyclooxygenase-2 (COX-2), scored a binding energy value of -9.8 kcal/mol and displayed essential H-bond and hydrophobic interactions. Prediction of pharmacokinetics revealed their encouraging drug-likeness properties.</p>","PeriodicalId":9878,"journal":{"name":"Chemistry & Biodiversity","volume":" ","pages":"e02180"},"PeriodicalIF":2.5,"publicationDate":"2025-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145147969","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
Gender-Specific Neuroprotective Effects of Carum copticum and Thymol: Restoring Cholinergic Function and Cognition in an Aluminum-Induced Rat Model of Alzheimer's Disease. 黄连和百里香酚的性别神经保护作用:在铝诱导的阿尔茨海默病大鼠模型中恢复胆碱能功能和认知
IF 2.5 3区 化学
Chemistry & Biodiversity Pub Date : 2025-09-25 DOI: 10.1002/cbdv.202501374
Saara Ahmad, Ayesha Siddiqua, Eraj Abbas, Muhammad Wasim, Syeda Rehana Zia, Asra Khan, Hasan Salman Siddiqi, Fazal Manzoor Arain, Saiqa Tabassum, Saima Khaliq, Noreen Samad
{"title":"Gender-Specific Neuroprotective Effects of Carum copticum and Thymol: Restoring Cholinergic Function and Cognition in an Aluminum-Induced Rat Model of Alzheimer's Disease.","authors":"Saara Ahmad, Ayesha Siddiqua, Eraj Abbas, Muhammad Wasim, Syeda Rehana Zia, Asra Khan, Hasan Salman Siddiqi, Fazal Manzoor Arain, Saiqa Tabassum, Saima Khaliq, Noreen Samad","doi":"10.1002/cbdv.202501374","DOIUrl":"https://doi.org/10.1002/cbdv.202501374","url":null,"abstract":"<p><p>Alzheimer's disease (AD) is a progressive neurodegenerative disorder causing memory loss. While treatments like donepezil and memantine offer limited symptom relief, natural compounds like Carum copticum Benth (Ajwain) and its active ingredient thymol show promising neuroprotective effects. This study examines the effects of C. copticum Benth and thymol, alone/combination, or with standard drugs, in an AD-like rat model induced by aluminum chloride and d-galactose. A total of 72 rats were divided into two groups of 36 each based on sex (male and female) and were then randomly assigned to six subgroups (n = 6 per group); healthy control, AD model, donepezil, memantine, C. copticum Benth, and C. copticum Benth + thymol. Behavioral tests assessed anxiety and memory. Biochemical analyses of the prefrontal cortex and hippocampus evaluated acetylcholine (ACh), acetylcholinesterase (AChE), and M1 receptor expression. Thymol's interaction with targets was studied via molecular docking. AD rats showed cognitive impairment, increased anxiety, reduced ACh, and elevated AchE. Treatment with C. copticum Benth and thymol significantly improved behavior and cholinergic function, comparable to standard drugs, and modulated M1 receptor expression. C. copticum Benth and thymol demonstrate therapeutic potential in AD, warranting further investigation as adjunct or alternative treatments.</p>","PeriodicalId":9878,"journal":{"name":"Chemistry & Biodiversity","volume":" ","pages":"e01374"},"PeriodicalIF":2.5,"publicationDate":"2025-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145147944","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
Two New Terpenoids From Isodon serra and Their Anti-Alzheimer's Disease Activity. Isodon serra的两种新萜类化合物及其抗阿尔茨海默病活性
IF 2.5 3区 化学
Chemistry & Biodiversity Pub Date : 2025-09-25 DOI: 10.1002/cbdv.202502057
Li-Jia Ye, Miao Zhang, Mi-Na Yang, Xin Wang, Yi-Nan Yang, Hong-Fen Jiang, Jie Yang, Zhan-Xin Zhang, Dong-Qing Fei
{"title":"Two New Terpenoids From Isodon serra and Their Anti-Alzheimer's Disease Activity.","authors":"Li-Jia Ye, Miao Zhang, Mi-Na Yang, Xin Wang, Yi-Nan Yang, Hong-Fen Jiang, Jie Yang, Zhan-Xin Zhang, Dong-Qing Fei","doi":"10.1002/cbdv.202502057","DOIUrl":"https://doi.org/10.1002/cbdv.202502057","url":null,"abstract":"<p><p>Phytochemical investigation of the 95% ethanol extract of the whole plants of Isodon serra (Lamiaceae) led to the isolation of a new ent-kaurane diterpenoid isoserrone A (1) and a new 2,3-seco-ursane-type triterpenoid isoserric acid A (2), along with four known compounds (3-6). Except for compound 4, the remaining compounds were obtained from I. serra for the first time. The structures of the new compounds were established based on the analysis of HRESIMS, IR, 1D, and 2D NMR spectroscopic data. The absolute configurations of 1 and 2 were elucidated by electronic circular dichroism (ECD) and single-crystal X-ray diffraction analysis, respectively. To our knowledge, this article provides the first reported single-crystal X-ray diffraction data of known compounds 4-6. Moreover, using a transgenic Caenorhabditis elegans Alzheimer's disease (AD) pathological model, we evaluated the in vivo anti-AD activities of compounds 1-4 and 6. The biological evaluation revealed that 3 and 6 delayed the paralysis process in CL4176 nematodes at the concentration of 100 µM, suggesting their potential as anti-AD therapeutic candidates.</p>","PeriodicalId":9878,"journal":{"name":"Chemistry & Biodiversity","volume":" ","pages":"e02057"},"PeriodicalIF":2.5,"publicationDate":"2025-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145148209","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
Toxic Evaluations of Calea phyllolepis Extracts Standardized on 6-epi-β-Verbesinol Coumarate and Its In Silico Prediction of the Toxicity. 6-epi-β-马鞭草醇香豆酸酯标准化毛茛提取物的毒性评价及其毒性的计算机预测。
IF 2.5 3区 化学
Chemistry & Biodiversity Pub Date : 2025-09-25 DOI: 10.1002/cbdv.202501277
Suele Bierhals Vencato, Guilherme Borsoi, Cleverson Feistel, Mariele Feiffer Charão, Angélica Rocha Joaquim, Jaqueline Nascimento Picada, Alexandre de Barros Falcão Ferraz
{"title":"Toxic Evaluations of Calea phyllolepis Extracts Standardized on 6-epi-β-Verbesinol Coumarate and Its In Silico Prediction of the Toxicity.","authors":"Suele Bierhals Vencato, Guilherme Borsoi, Cleverson Feistel, Mariele Feiffer Charão, Angélica Rocha Joaquim, Jaqueline Nascimento Picada, Alexandre de Barros Falcão Ferraz","doi":"10.1002/cbdv.202501277","DOIUrl":"https://doi.org/10.1002/cbdv.202501277","url":null,"abstract":"<p><p>Medicinal plants are traditionally used in folk medicine. Still, there is a misconception about the safety/efficacy of natural treatments, which results in few studies on the toxic, genotoxic, and mutagenic potential of plants. Therefore, this work investigates the toxicological and mutagenic potential of an ethanolic extract and fractions of Calea phyllolepis leaves using Caenorhabditis elegans and Salmonella typhimurium assays. Through the results obtained, it was verified that only the hexane fraction induced toxicity in C. elegans, affecting the survival and development of nematodes. In addition, this fraction was mutagenic through the S. typhimurium assay only in the presence of metabolization. A previous study pointed out that the major compound identified in the hexane fraction, 6-epi-β-verbesinol coumarate, was responsible for the cytotoxic effects. Probably due to the fragility of the carbon-oxygen bond of the 6-epi-β-verbesinol coumarate, this substance undergoes degradation, generating verbesinol (sesquiterpene) and coumaric acid (phenolic acid) in the body in vivo as active metabolites. Based on the in silico predictions for 6-epi-β-verbesinol coumarate metabolism and toxicity, 21 metabolites and 7 potentially mutagenic products were identified, belonging to three classes: epoxides (three metabolites), α,β-unsaturated carbonylated compounds (one metabolite), and simple aldehydes.</p>","PeriodicalId":9878,"journal":{"name":"Chemistry & Biodiversity","volume":" ","pages":"e01277"},"PeriodicalIF":2.5,"publicationDate":"2025-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145148077","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
Screening for the Key Hepatoprotective Constituent From Odontites vulgaris Moench. 牙髓中关键保肝成分的筛选。
IF 2.5 3区 化学
Chemistry & Biodiversity Pub Date : 2025-09-24 DOI: 10.1002/cbdv.202501171
Yu-Ting Hou, Qi-Jun Dai, Zhen-Yang Zhang, Qian Gao, Lu Zhang, Jian-Bin Wang, Wei Ma, Liang Liu
{"title":"Screening for the Key Hepatoprotective Constituent From Odontites vulgaris Moench.","authors":"Yu-Ting Hou, Qi-Jun Dai, Zhen-Yang Zhang, Qian Gao, Lu Zhang, Jian-Bin Wang, Wei Ma, Liang Liu","doi":"10.1002/cbdv.202501171","DOIUrl":"https://doi.org/10.1002/cbdv.202501171","url":null,"abstract":"<p><p>The aim of the present study was to screen for the key hepatoprotective constituents of Odontites vulgaris Moench. As a result, the D30 elution fraction, separated by D101 macroporous adsorption resin column chromatography, had the most prominent protective effect on carbon tetrachloride-damaged HepG2 cells, the most significant 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid) radical scavenging ability, and the highest total phenol and total flavonoid contents, indicating that the D30 elution fraction may be the active fraction for liver protection. Ultra-performance liquid chromatography analyses revealed that ipolamiide, 8-epiloganin, and acteoside were the main components. Results of the bioactivity evaluation demonstrated that acteoside had hepatoprotective activity, with a half-maximal effective concentration value of 35.32 ± 5.33 µM. Results of network pharmacology and molecular docking showed that acteoside had an affinity binding energy of -6.53 and -5.59 kcal/mol to matrix metalloproteinase-12 (MMP-12) and HSP90AA1, respectively, indicating good binding between acteoside and MMP-12 and HSP90AA1. All the findings in the present study reveal that acteoside may be the key hepatoprotective constituent of O vulgaris, which deserves further study.</p>","PeriodicalId":9878,"journal":{"name":"Chemistry & Biodiversity","volume":" ","pages":"e01171"},"PeriodicalIF":2.5,"publicationDate":"2025-09-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145136266","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
New 2,3-Methylenedioxy-naphthalene Derivatives With Neuroprotective Activity From the Roots of Ephedra sinica Stapf. 从麻黄根中提取具有神经保护作用的2,3-亚甲基二氧基萘衍生物。
IF 2.5 3区 化学
Chemistry & Biodiversity Pub Date : 2025-09-24 DOI: 10.1002/cbdv.202500918
Bo-Wen Zhang, Meng Li, Ying Yang, Xiao-Lan Wang, Meng-Zhen Guo, Meng Yang, Xiao-Ke Zheng, Wei-Sheng Feng
{"title":"New 2,3-Methylenedioxy-naphthalene Derivatives With Neuroprotective Activity From the Roots of Ephedra sinica Stapf.","authors":"Bo-Wen Zhang, Meng Li, Ying Yang, Xiao-Lan Wang, Meng-Zhen Guo, Meng Yang, Xiao-Ke Zheng, Wei-Sheng Feng","doi":"10.1002/cbdv.202500918","DOIUrl":"https://doi.org/10.1002/cbdv.202500918","url":null,"abstract":"<p><p>Four new 2,3-methylenedioxy-naphthalene derivatives, named ephedplics A-D (1-4), were isolated from the roots of Ephedra sinica Stapf. The structures of compounds 1-4 were elucidated through comprehensive analyses of ultraviolet, infrared, high-resolution electrospray ionization mass spectrometry, and one-/two-dimensional nuclear magnetic resonance data. Ephedplics A-D represent newly identified natural derivatives featuring a 2,3-methylenedioxy-naphthalene scaffold. Furthermore, the isolated compounds were evaluated for their protective effects against corticosterone-induced injury in rat pheochromocytoma (PC-12) cells in vitro. Compounds 2-4 exhibited significant neuroprotective activity, potentially by mitigating the decline in mitochondrial membrane potential, reducing Ca<sup>2+</sup> influx into PC-12 cells, and significantly increasing cell viability while decreasing the apoptosis rate. The results indicate that compounds 1-4 are novel and that compounds 2-4 may show neuroprotective effects.</p>","PeriodicalId":9878,"journal":{"name":"Chemistry & Biodiversity","volume":" ","pages":"e00918"},"PeriodicalIF":2.5,"publicationDate":"2025-09-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145136216","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
New Alkaloid and Sesquiterpenoid From the Leaves of Cinnamomum bejolghota. 肉桂叶中新的生物碱和倍半萜。
IF 2.5 3区 化学
Chemistry & Biodiversity Pub Date : 2025-09-23 DOI: 10.1002/cbdv.202502118
Thi Phuong Le, Thuy Linh Nguyen, Bich Ngan Truong, Marc Litaudon, Thi Mai Huong Doan, Van Cuong Pham
{"title":"New Alkaloid and Sesquiterpenoid From the Leaves of Cinnamomum bejolghota.","authors":"Thi Phuong Le, Thuy Linh Nguyen, Bich Ngan Truong, Marc Litaudon, Thi Mai Huong Doan, Van Cuong Pham","doi":"10.1002/cbdv.202502118","DOIUrl":"https://doi.org/10.1002/cbdv.202502118","url":null,"abstract":"<p><p>From the leave of Cinnamomum bejolghota (Buch.- Ham. ex Nees) Sweet, one new alkaloid, 3,6-dimethoxy-9H-pyrido[3,4-b]indole (1) and one new aromadendrane sesquiterpenoid, 4α,10α-dihydroxyaromadendrane-13-oic acid (2) along with seven known compounds, 4β,10α-dihydroxyaromadendrane (3), litseachromolaevane A (4), curcumin (5), pisumionoside (6), quercetin-3-O-α-L-rhamnopyranoside (7), rutin (8), and kaemperol 3-O-neohesperidoside (9) were isolated and structurally determined. Their chemical structures were elucidated through comprehensive spectroscopic analyses, including high-resolution electrospray ionization mass spectrometry, one- and two-dimensional nuclear magnetic resonance, and by comparison with the literature data. Compounds 1-9 were evaluated for their cytotoxic activities against four human cancer cell lines (KB, MCF-7, HepG-2, and SK-LU1), however, only compound 8 displayed weak inhibitory activity on HepG2, A549 cancer cell lines with 50% inhibitory concentration (IC<sub>50</sub>) values of 97.8 and 68.8 µM, respectively and moderate inhibitory activity on MCF7 cancer cell line with an IC<sub>50</sub> value of 49.7 µM.</p>","PeriodicalId":9878,"journal":{"name":"Chemistry & Biodiversity","volume":" ","pages":"e02118"},"PeriodicalIF":2.5,"publicationDate":"2025-09-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145124190","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
Synthesis, Characterization, and Computational Insights of Flavone Derivatives as Promising Antimicrobial Agents. 黄酮衍生物作为有前途的抗菌剂的合成、表征和计算见解。
IF 2.5 3区 化学
Chemistry & Biodiversity Pub Date : 2025-09-23 DOI: 10.1002/cbdv.202502136
Sharad Gavale, Devshri Zade, Khushbu Patil, Rasana Yadav, Prashant R Murumkar, Rahul Kadu
{"title":"Synthesis, Characterization, and Computational Insights of Flavone Derivatives as Promising Antimicrobial Agents.","authors":"Sharad Gavale, Devshri Zade, Khushbu Patil, Rasana Yadav, Prashant R Murumkar, Rahul Kadu","doi":"10.1002/cbdv.202502136","DOIUrl":"https://doi.org/10.1002/cbdv.202502136","url":null,"abstract":"<p><p>A series of flavone derivatives (6a-6k), with varying ─O functionalities, was synthesized and characterized using spectroscopic techniques. In vitro antimicrobial assay against a range of bacterial and fungal strains, including Gram-positive (Staphylococcus aureus and Streptococcus pyogenes) and Gram-negative bacteria (Escherichia coli and Pseudomonas aeruginosa), as well as fungal species (Candida albicans and Aspergillus niger), has demonstrated superior antibacterial activity against Gram-negative bacteria by most derivatives. Interestingly, compounds 6b, 6c, and 6j exhibited the highest potency, with MIC values of 20 µg/mL against E. coli, 50 µg/mL against S. aureus, and 80 µg/mL against E. coli and A. niger, which is better than their respective standard drugs. The structural details and mechanistic insights of flavone derivatives 6a-6k were assessed by computational studies, including DFT, molecular docking, and ADMET analysis. HOMO-LUMO analysis indicated compound 6b exhibited enhanced chemical reactivity, correlating with its superior antibacterial activity against E. coli. Molecular docking revealed strong binding affinities, especially for 6b and 6j, suggesting their potential as therapeutic agents. These compounds adhered to Lipinski's rule and displayed favorable ADMET properties. Molecular dynamics simulations of 6b showed stable binding within the 4PRV protein (E. coli) active site. This study highlights the potential of flavone derivatives as promising antimicrobial agents, offering a new avenue for combating antibiotic resistance.</p>","PeriodicalId":9878,"journal":{"name":"Chemistry & Biodiversity","volume":" ","pages":"e02136"},"PeriodicalIF":2.5,"publicationDate":"2025-09-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145130092","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"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
Seasonal Effect on the Chemical Composition of Mimosa tenuiflora (Willd.) Poir Stem Bark from the Semi-Arid Region of Pernambuco, Brazil. 含羞草(野生)化学成分的季节效应巴西伯南布哥半干旱地区的树皮。
IF 2.5 3区 化学
Chemistry & Biodiversity Pub Date : 2025-09-23 DOI: 10.1002/cbdv.202502234
Nathália Andrezza Carvalho de Souza, Pedro Guilherme Sousa de Sá, Tarcísio Cícero de Lima Araújo, Victória Laysna Dos Anjos Santos, Guilherme Urias Menezes Novaes, Emerson de Oliveira Silva, Heberte Fernandes de Figueredo, Raimundo Gonçalves de Oliveira-Júnior, Raphaël Grougnet, Larissa Araújo Rolim
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