A new series of aryl amide derivatives of pyridine-imidazo[1,2-a]pyrazine-oxazoles (15a-j) has been designed, synthesized and screened for their anticancer activity against MCF-7 (human breast cancer), A549 (human lung cancer), Colo-205 (human colon cancer) and A2780 (human ovarian cancer) cell lines by using MTT reduction assay protocol with etoposide (Etoposide) as standard drug. Among the synthesized derivatives, the compound 15a with trimethoxy electron donating substituent showed potent anticancer activity against MCF-7, A549, Colo-205, and A2780 cell lines with IC50 values of 0.03 ± 0.0043 µM; 0.02 ± 0.0077 µM; 0.12 ± 0.066 µM; and 0.17 ± 0.059 µM respectively.
{"title":"Synthesis and biological evaluation of aryl amide derivatives of pyridine-imidazo[1,2-a]pyrazine-oxazole as anticancer agents","authors":"Narendhar Reddy Vanam , Prakash Gadipelli , Jaya Shree Anireddy","doi":"10.1016/j.cdc.2024.101176","DOIUrl":"10.1016/j.cdc.2024.101176","url":null,"abstract":"<div><div>A new series of aryl amide derivatives of pyridine-imidazo[1,2-a]pyrazine-oxazoles <strong>(15a-j)</strong> has been designed, synthesized and screened for their anticancer activity against MCF-7 (human breast cancer), A549 (human lung cancer), Colo-205 (human colon cancer) and A2780 (human ovarian cancer) cell lines by using MTT reduction assay protocol with etoposide (Etoposide) as standard drug. Among the synthesized derivatives, the compound <strong>15a</strong> with trimethoxy electron donating substituent showed potent anticancer activity against MCF-7, A549, Colo-205, and A2780 cell lines with IC<sub>50</sub> values of 0.03 ± 0.0043 µM; 0.02 ± 0.0077 µM; 0.12 ± 0.066 µM; and 0.17 ± 0.059 µM respectively.</div></div>","PeriodicalId":269,"journal":{"name":"Chemical Data Collections","volume":"55 ","pages":"Article 101176"},"PeriodicalIF":2.218,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143143357","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
This study presents the synthesis, molecular modelling, antibacterial, antifungal, larvicidal potential, and molecular docking studies of Ru(III) complexes derived from the Schiff bases, with six amino acids (glycine/α-alanine/phenylalanine/leucine/histidine/tryptophan) and 2‑hydroxy-1-naphthaldehyde. The chelation of the complexes has been explored using FT-IR, UV–Vis., and NMR spectral data. Furthermore, electrochemical, and magnetic studies favoured complexes' redox and coordination behaviour. The molar conductance values proved the non-electrolytic nature of the octahedral Ru(III) complexes. Comprehensive biological studies indicate that the Ru(III) complexes exhibit significant antibacterial activity against the gram-positive bacterium, Staphylococcus aureus. The complexes also exhibited enhanced larvicidal activity against Culex quinquefasciatus mosquito larvae. Correlation analysis of the larvicidal potentials has revealed the impact of the structural features on activity. The 3-D modelling of a few selected ligands and their complexes was also investigated. Molecular docking studies on the active site of different proteins also provided insights into the activities of the complexes. The results presented satisfactory -CDOCKER values for [Ru(III)-(NAA4)Cl(PPh3)2] and [Ru(III)-(NAA5)Cl(PPh3)2] suggesting a good binding affinity between the protein and the complexes.
{"title":"An insight into bactericidal, fungicidal, larvicidal and molecular docking studies of ruthenium(III) Schiff base complexes","authors":"Sindhu Yesodharan , Bini Babu Sujatha , Pooja Parvathy Rajan , Sujamol Mathunny Susamma , Athira Chempakam Janardhanan , Praveen Kumar , Selwin Joseyphus Raphael , Mohanan Kochukittan","doi":"10.1016/j.cdc.2025.101179","DOIUrl":"10.1016/j.cdc.2025.101179","url":null,"abstract":"<div><div>This study presents the synthesis, molecular modelling, antibacterial, antifungal, larvicidal potential, and molecular docking studies of Ru(III) complexes derived from the Schiff bases, with six amino acids (glycine/α-alanine/phenylalanine/leucine/histidine/tryptophan) and 2‑hydroxy-1-naphthaldehyde. The chelation of the complexes has been explored using FT-IR, UV–Vis., and NMR spectral data. Furthermore, electrochemical, and magnetic studies favoured complexes' redox and coordination behaviour. The molar conductance values proved the non-electrolytic nature of the octahedral Ru(III) complexes. Comprehensive biological studies indicate that the Ru(III) complexes exhibit significant antibacterial activity against the gram-positive bacterium, <em>Staphylococcus aureus.</em> The complexes also exhibited enhanced larvicidal activity against <em>Culex quinquefasciatus</em> mosquito larvae. Correlation analysis of the larvicidal potentials has revealed the impact of the structural features on activity. The 3-D modelling of a few selected ligands and their complexes was also investigated. Molecular docking studies on the active site of different proteins also provided insights into the activities of the complexes. The results presented satisfactory -CDOCKER values for [Ru(III)-(NAA<em><sup>4</sup></em>)Cl(PPh<sub>3</sub>)<sub>2</sub>] and [Ru(III)-(NAA<em><sup>5</sup></em>)Cl(PPh<sub>3</sub>)<sub>2</sub>] suggesting a good binding affinity between the protein and the complexes.</div></div>","PeriodicalId":269,"journal":{"name":"Chemical Data Collections","volume":"55 ","pages":"Article 101179"},"PeriodicalIF":2.218,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143143361","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2025-02-01DOI: 10.1016/j.cdc.2025.101184
Unnati P. Patel , Shweta P. Thakar , Krishna Desai , Ranjitsinh C. Dabhi , Suryajit L. Rathod , Pranav S. Shrivastav , Jayesh J. Maru
The escalating resistance to antimicrobial drugs has become a significant public health concern, presenting significant challenges to the treatment and control of bacterial infections, thereby calling for the development of novel antimicrobial agents. Previous studies have reported diverse biological applications of Schiff bases, including antimicrobial, antiviral, and antimalarial. In that regard, we synthesized a series of salicylaldehyde-based Schiff base derivatives and analyzed their chemical structures using IR spectroscopy, 1H NMR, 13C NMR, mass spectrometry, and elemental analysis. The synthesized compounds were evaluated for their antimicrobial and antioxidant activities. Further, computational molecular docking was used to assess the drug-likeness properties of seventeen newly synthesized Schiff bases. These compounds were tested against two bacterial protein targets, namely PDB ID: 3UDI and 4CJN. Additionally, molecular dynamics simulations of over 100 ns were performed to monitor the complex's behavior and assess its stability over time. The outcomes revealed that the simulated complex remained stable throughout the simulation period. Moreover, the compounds CF5 and CF15 were then employed for bio-imaging studies using nematodes as a model organism.
{"title":"Comprehensive investigation on synthesis, computational, antioxidant, antimicrobial, and bio-imaging studies of salicylaldehyde-based Schiff bases","authors":"Unnati P. Patel , Shweta P. Thakar , Krishna Desai , Ranjitsinh C. Dabhi , Suryajit L. Rathod , Pranav S. Shrivastav , Jayesh J. Maru","doi":"10.1016/j.cdc.2025.101184","DOIUrl":"10.1016/j.cdc.2025.101184","url":null,"abstract":"<div><div>The escalating resistance to antimicrobial drugs has become a significant public health concern, presenting significant challenges to the treatment and control of bacterial infections, thereby calling for the development of novel antimicrobial agents. Previous studies have reported diverse biological applications of Schiff bases, including antimicrobial, antiviral, and antimalarial. In that regard, we synthesized a series of salicylaldehyde-based Schiff base derivatives and analyzed their chemical structures using IR spectroscopy, <sup>1</sup>H NMR, <sup>13</sup>C NMR, mass spectrometry, and elemental analysis. The synthesized compounds were evaluated for their antimicrobial and antioxidant activities. Further, computational molecular docking was used to assess the drug-likeness properties of seventeen newly synthesized Schiff bases. These compounds were tested against two bacterial protein targets, namely PDB ID: <span><span>3UDI</span><svg><path></path></svg></span> and <span><span>4CJN</span><svg><path></path></svg></span>. Additionally, molecular dynamics simulations of over 100 ns were performed to monitor the complex's behavior and assess its stability over time. The outcomes revealed that the simulated complex remained stable throughout the simulation period. Moreover, the compounds <strong>CF5</strong> and <strong>CF15</strong> were then employed for bio-imaging studies using nematodes as a model organism.</div></div>","PeriodicalId":269,"journal":{"name":"Chemical Data Collections","volume":"56 ","pages":"Article 101184"},"PeriodicalIF":2.218,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143097212","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2025-02-01DOI: 10.1016/j.cdc.2024.101177
B. Chaithanya , D. Prabhakara Chary , Venkateshwara Rao Anna
A new series of chalcone derivatives of thaizole-isoxazole derivatives (11a-j) and their chemical structures were characterized by 1HNMR, 13CNMR and mass spectral data. Further, all derivatives were investigated for their preliminary anticancer activity towards four human cancer cell lines such as MCF-7 (human breast cancer), A549 (human lung cancer), Colo-205 (human colon cancer) & A2780 (human ovarian cancer) by employing the MTT assay. Most of the tested compounds displayed remarkable anticancer activity compared to the positive control (etoposide). Among the various tested derivatives, five compounds 11a, 11 g, 11 h, 11i&11j exhibited more potent activity. Particularly, one compound 11j displayed the most promising activity (MCF-7 = 0.33 ± 0.085 µM; A549 = 0.12 ± 0.064 µM; Colo-205 = 0.77 ± 0.075 µM& A2780 = 0.93 ± 0.082 µM)..
{"title":"Synthesis and biological evaluation of chalcone incorporated thaizole-isoxazole derivatives as anticancer agents","authors":"B. Chaithanya , D. Prabhakara Chary , Venkateshwara Rao Anna","doi":"10.1016/j.cdc.2024.101177","DOIUrl":"10.1016/j.cdc.2024.101177","url":null,"abstract":"<div><div>A new series of chalcone derivatives of thaizole-isoxazole derivatives (<strong>11a-j</strong>) and their chemical structures were characterized by 1HNMR, 13CNMR and mass spectral data. Further, all derivatives were investigated for their preliminary anticancer activity towards four human cancer cell lines such as MCF-7 (human breast cancer), A549 (human lung cancer), Colo-205 (human colon cancer) & A2780 (human ovarian cancer) by employing the MTT assay. Most of the tested compounds displayed remarkable anticancer activity compared to the positive control (etoposide). Among the various tested derivatives, five compounds <strong>11a,</strong> 11 g<strong>,</strong> 11 h<strong>, 11i</strong>&<strong>11j</strong> exhibited more potent activity. Particularly, one compound <strong>11j</strong> displayed the most promising activity (MCF-7 = 0.33 ± 0.085 µM; A549 = 0.12 ± 0.064 µM; Colo-205 = 0.77 ± 0.075 µM& A2780 = 0.93 ± 0.082 µM)..</div></div>","PeriodicalId":269,"journal":{"name":"Chemical Data Collections","volume":"55 ","pages":"Article 101177"},"PeriodicalIF":2.218,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143143359","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
A straight forward and efficient green method has been outlined for the construction of 3-(3,5-bis(trifluoromethyl)phenyl)-N-aryl-1,8-naphthyridin-2-amines in the presence of [Pd(PPh3)4] catalyst accomplished excellent yields in short reaction time. The compounds exhibited strongest antibacterial activity against pathogenic cell lines Staphylococcus aureus (22.5 mm, 35.5 mm), Escherichia coli (31.5 mm, 37.5 mm), and antifungal cell lines Candida albicans (35.5 mm, 35 mm), Aspergillus Niger (38.5 mm, 41.5 mm) compared with clinical drugs. Anticancer activity was conducted against cancer cell lines (breast (MCF7), SiHa (human cervix cancer cell line), and A549 cells (lung carcinoma epithelial cells). Results showed that the compounds 8h, 8d and 8i are most cytotoxic to all three cancer cell lines. IC50 valves of these molecules exhibited significant activity against cancer cell lines MCF7 (13.45 ± 0.06, 15.20 ± 0.04), SiHa (14.32 ± 0.48, 18.25 ± 0.36), and A549 (16.23 ± 0.41, 18.26 ± 0.11). To further understand molecular docking studies were conducted. The docking scores suggested strong binding affinities, and specificity for c-Met target protein.
{"title":"Synthesis of biological potent novel 3-(3,5-bis(trifluoromethyl) phenyl)-N-aryl-1,8-naphthyridine derivatives and in vitro antimicrobial, and anticancer activity","authors":"Kasaboina Kalyani Priya, Kavati Shireesha, Kumara Swamy Jella","doi":"10.1016/j.cdc.2024.101171","DOIUrl":"10.1016/j.cdc.2024.101171","url":null,"abstract":"<div><div>A straight forward and efficient green method has been outlined for the construction of 3-(3,5-bis(trifluoromethyl)phenyl)-N-aryl-1,8-naphthyridin-2-amines in the presence of [Pd(PPh<sub>3</sub>)<sub>4</sub>] catalyst accomplished excellent yields in short reaction time. The compounds exhibited strongest antibacterial activity against pathogenic cell lines <em>Staphylococcus aureus</em> (22.5 mm, 35.5 mm), <em>Escherichia coli</em> (31.5 mm, 37.5 mm), and antifungal cell lines <em>Candida albicans</em> (35.5 mm, 35 mm), <em>Aspergillus Niger</em> (38.5 mm, 41.5 mm) compared with clinical drugs. Anticancer activity was conducted against cancer cell lines (breast (MCF7), SiHa (human cervix cancer cell line), and A549 cells (lung carcinoma epithelial cells). Results showed that the compounds <strong>8h, 8d</strong> and <strong>8i</strong> are most cytotoxic to all three cancer cell lines. IC<sub>50</sub> valves of these molecules exhibited significant activity against cancer cell lines MCF7 (13.45 ± 0.06, 15.20 ± 0.04), SiHa (14.32 ± 0.48, 18.25 ± 0.36), and A549 (16.23 ± 0.41, 18.26 ± 0.11). To further understand molecular docking studies were conducted. The docking scores suggested strong binding affinities, and specificity for c-Met target protein.</div></div>","PeriodicalId":269,"journal":{"name":"Chemical Data Collections","volume":"55 ","pages":"Article 101171"},"PeriodicalIF":2.218,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143143358","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2025-02-01DOI: 10.1016/j.cdc.2025.101180
Samia Elbouatlaoui, Nadia Dkhireche, Iman Chaouki
The treatment of industrial wastewater has seen significant advancements in technology. Among these industries, the molasses sector has become one of the most rapidly growing economic segments worldwide. The industrial waste generated, particularly vinasse, is rich in organic matter and exhibits pollution levels that far exceed acceptable discharge standards for surface waters. This study focuses on treating vinasse using the electrocoagulation technique, employing aluminum and iron electrodes. Current densities of 0.01, 0.025, and 0.05 A/cm² were applied to assess their efficiency in treating vinasse effluent. Operating parameters such as pH, conductivity, and electrode dissolution kinetics were monitored. High abatement rates were achieved at 0.05 A/cm² for both electrode types. Turbidity was reduced with an efficiency of 64 % for the aluminum electrode and 61 % for the iron electrode, while the chemical oxygen demand was decreased by 69 % and 72 %, respectively. Monitoring the dissolution kinetics of the electrodes over 8 h demonstrated that similar efficiency levels could be achieved with reduced electrolysis time and increased current density. The treated water was partially treated and requires further biological treatment to meet discharge standards or for safe reuse.
{"title":"Comparative study of electrode material (aluminium and stainless steel) for treatment by electrocoagulation of Vinasse liquid from sugar beet industry","authors":"Samia Elbouatlaoui, Nadia Dkhireche, Iman Chaouki","doi":"10.1016/j.cdc.2025.101180","DOIUrl":"10.1016/j.cdc.2025.101180","url":null,"abstract":"<div><div>The treatment of industrial wastewater has seen significant advancements in technology. Among these industries, the molasses sector has become one of the most rapidly growing economic segments worldwide. The industrial waste generated, particularly vinasse, is rich in organic matter and exhibits pollution levels that far exceed acceptable discharge standards for surface waters. This study focuses on treating vinasse using the electrocoagulation technique, employing aluminum and iron electrodes. Current densities of 0.01, 0.025, and 0.05 A/cm² were applied to assess their efficiency in treating vinasse effluent. Operating parameters such as pH, conductivity, and electrode dissolution kinetics were monitored. High abatement rates were achieved at 0.05 A/cm² for both electrode types. Turbidity was reduced with an efficiency of 64 % for the aluminum electrode and 61 % for the iron electrode, while the chemical oxygen demand was decreased by 69 % and 72 %, respectively. Monitoring the dissolution kinetics of the electrodes over 8 h demonstrated that similar efficiency levels could be achieved with reduced electrolysis time and increased current density. The treated water was partially treated and requires further biological treatment to meet discharge standards or for safe reuse.</div></div>","PeriodicalId":269,"journal":{"name":"Chemical Data Collections","volume":"55 ","pages":"Article 101180"},"PeriodicalIF":2.218,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143143356","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2025-02-01DOI: 10.1016/j.cdc.2024.101178
Ayanfejesu Heritage Odebunmi , Misbaudeen Abdul-Hammed , Olugbenga Solomon Bello
Cocoa pod-activated carbon (CPAC) was used as adsorbent for the removal of amodiaquine from aqueous solution in this study. Orthophosphoric acid (H3PO4) was used to modify the raw cocoa pod (RCP) to enhance its adsorptive properties. It was observed that the adsorption data was best described by the Langmuir isotherm having a qm value of 321.33 mgg-1. Pseudo Second Order (PSO) best fitted the adsorption data with R2 tending towards 1, with a low SSE value and high agreement between qe, cal and qe, exp values. Thermodynamic study gave negative value of ΔGo, positive value of ΔHo and Ea value which is greater than 80 kJ mol−1 , this confirms that the interaction is chemisorption in nature. Cost analysis shows that CPAC was about eight times cheaper than the commercial activated carbon (CAC). CPAC is a viable and affordable option for AMO removal from the wastewater
{"title":"Amodiaquine sequestration using cocoa pod based activated carbon","authors":"Ayanfejesu Heritage Odebunmi , Misbaudeen Abdul-Hammed , Olugbenga Solomon Bello","doi":"10.1016/j.cdc.2024.101178","DOIUrl":"10.1016/j.cdc.2024.101178","url":null,"abstract":"<div><div>Cocoa pod-activated carbon (CPAC) was used as adsorbent for the removal of amodiaquine from aqueous solution in this study. Orthophosphoric acid (H<sub>3</sub>PO<sub>4</sub>) was used to modify the raw cocoa pod (RCP) to enhance its adsorptive properties. It was observed that the adsorption data was best described by the Langmuir isotherm having a q<sub>m</sub> value of 321.33 mgg<sup>-1</sup>. Pseudo Second Order (PSO) best fitted the adsorption data with R<sup>2</sup> tending towards 1, with a low SSE value and high agreement between q<sub>e, cal</sub> and q<sub>e, exp</sub> values. Thermodynamic study gave negative value of ΔG<sup>o,</sup> positive value of ΔH<sup>o</sup> and E<sub>a</sub> value which is greater than 80 kJ mol<sup>−1</sup> , this confirms that the interaction is chemisorption in nature. Cost analysis shows that CPAC was about eight times cheaper than the commercial activated carbon (CAC). CPAC is a viable and affordable option for AMO removal from the wastewater</div></div>","PeriodicalId":269,"journal":{"name":"Chemical Data Collections","volume":"55 ","pages":"Article 101178"},"PeriodicalIF":2.218,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143143360","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2025-01-28DOI: 10.1016/j.cdc.2025.101183
Karthiga A． R , Divyabharathi S , Reshwen Shalo R , Rajeswari K , Vidhyasagar T
The structure of 3-methyl-2,6-diphenyl-1-(2-thiocyanatoacetyl)piperidin-4-one (3) was elucidated through single-crystal X-ray diffraction, revealing a distorted boat conformation of the piperidine ring. Phenyl and methyl groups occupy equatorial positions, with another phenyl group positioned axially. Molecular packing is stabilized by C–H⋯N, C–H⋯O and C–H⋯π interactions. DFT optimization at the B3LYP/6–311++G(d, p) level showed excellent agreement with experimental geometry, validating the model. HOMO-LUMO analysis revealed the electronic properties, while Mulliken charge and MEP identified reactivity and binding sites. Hirshfeld surface analysis quantified intermolecular interactions, highlighting H⋯H contacts (41.8 %), with energy framework analysis emphasizing dispersion forces. Docking studies with 3ERT protein demonstrated favorable interactions, supporting its anticancer potential. ADME predictions confirmed a suitable pharmacokinetic profile, underscoring its drug development potential. This study integrates crystallographic, computational, and biological evaluations showcasing the structural and therapeutic significance of the compound.
{"title":"Crystal structure of 3-methyl-2,6-diphenyl-1-(2-thiocyanatoacetyl)piperidin-4-one: A combined experimental and theoretical study","authors":"Karthiga A． R , Divyabharathi S , Reshwen Shalo R , Rajeswari K , Vidhyasagar T","doi":"10.1016/j.cdc.2025.101183","DOIUrl":"10.1016/j.cdc.2025.101183","url":null,"abstract":"<div><div>The structure of 3-methyl-2,6-diphenyl-1-(2-thiocyanatoacetyl)piperidin-4-one <strong>(3)</strong> was elucidated through single-crystal X-ray diffraction, revealing a distorted boat conformation of the piperidine ring. Phenyl and methyl groups occupy equatorial positions, with another phenyl group positioned axially. Molecular packing is stabilized by C–H⋯N, C–H⋯O and C–H⋯π interactions. DFT optimization at the B3LYP/6–311++G(d, p) level showed excellent agreement with experimental geometry, validating the model. HOMO-LUMO analysis revealed the electronic properties, while Mulliken charge and MEP identified reactivity and binding sites. Hirshfeld surface analysis quantified intermolecular interactions, highlighting H⋯H contacts (41.8 %), with energy framework analysis emphasizing dispersion forces. Docking studies with <em>3ERT</em> protein demonstrated favorable interactions, supporting its anticancer potential. ADME predictions confirmed a suitable pharmacokinetic profile, underscoring its drug development potential. This study integrates crystallographic, computational, and biological evaluations showcasing the structural and therapeutic significance of the compound.</div></div>","PeriodicalId":269,"journal":{"name":"Chemical Data Collections","volume":"56 ","pages":"Article 101183"},"PeriodicalIF":2.218,"publicationDate":"2025-01-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143097208","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2025-01-28DOI: 10.1016/j.cdc.2025.101185
Urooba Khan , Shawkat Hayat , Muhammad Nabi , Hayat Ullah , Ali Umar , Muhammad Saleem Khan , Fazal Rahim , Muhammad Azam Khan , Rashid Iqbal , Farzana Gul , Muhammed Perviaz
-Benzotriazole-based thiourea analogues (1–13) were synthesized, characterized through different techniques such as 1H-NMR, 13C-NMR, and HREI-MS, and evaluated against alpha-glucosidase and urease enzymes. All synthesized analogues exhibited variable inhibitory potential, with IC50 values ranging from 2.30 ± 0.10 to 19.40 ± 0.20 µM (against α-glucosidase) as compared to standard drug acarbose (IC50 = 12.30 ± 1.10 µM) and 8.50 ± 0.30 to 27.60 ± 0.40 µM (against urease) as compared to standard drug thiourea (IC50 = 19.20 ± 0.21 µM). In case of α-glucosidase, analogues 12 (IC50 = 2.30 ± 0.10 µM) exhibited many times better activity than standard drug acarbose, while in case of urease, compounds 7 (IC50 = 8.50 ± 0.30 µM) showed many times better activity than standard drug thiourea. Analogue 13 showed the least activity in both cases. We performed molecular docking studies to demonstrate the binding interaction of the most active scaffolds with the enzyme's active site. All compounds were verified for cytotoxicity against the 3T3 mouse fibroblast cell line and detected as non-toxic.
{"title":"New 1,2,3-Benzotriazole-based thiourea analogues: Synthesis, alpha-glucosidase, urease activities and molecular docking study","authors":"Urooba Khan , Shawkat Hayat , Muhammad Nabi , Hayat Ullah , Ali Umar , Muhammad Saleem Khan , Fazal Rahim , Muhammad Azam Khan , Rashid Iqbal , Farzana Gul , Muhammed Perviaz","doi":"10.1016/j.cdc.2025.101185","DOIUrl":"10.1016/j.cdc.2025.101185","url":null,"abstract":"<div><div>-Benzotriazole-based thiourea analogues (<strong>1–13</strong>) were synthesized, characterized through different techniques such as <sup>1</sup>H-NMR, <sup>13</sup>C-NMR, and HREI-MS, and evaluated against alpha-glucosidase and urease enzymes. All synthesized analogues exhibited variable inhibitory potential, with IC<sub>50</sub> values ranging from 2.30 ± 0.10 to 19.40 ± 0.20 µM (against α-glucosidase) as compared to standard drug acarbose (IC<sub>50</sub> = 12.30 ± 1.10 µM) and 8.50 ± 0.30 to 27.60 ± 0.40 µM (against urease) as compared to standard drug thiourea (IC<sub>50</sub> = 19.20 ± 0.21 µM). In case of α-glucosidase, analogues <strong>12</strong> (IC<sub>50</sub> = 2.30 ± 0.10 µM) exhibited many times better activity than standard drug acarbose, while in case of urease, compounds <strong>7</strong> (IC<sub>50</sub> = 8.50 ± 0.30 µM) showed many times better activity than standard drug thiourea. Analogue <strong>13</strong> showed the least activity in both cases. We performed molecular docking studies to demonstrate the binding interaction of the most active scaffolds with the enzyme's active site. All compounds were verified for cytotoxicity against the 3T3 mouse fibroblast cell line and detected as non-toxic.</div></div>","PeriodicalId":269,"journal":{"name":"Chemical Data Collections","volume":"56 ","pages":"Article 101185"},"PeriodicalIF":2.218,"publicationDate":"2025-01-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143097211","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
In this work, we report the synthesis of several S- and N-derivatives of 5-phenyl-1,2,4-triazole-2,4-dihydro-3-thione (3–6). Methods for the preparation of these compounds were based on the alkylation and aminomethylation reactions of triazolethione (2). The target products were obtained in high (85–98%) yield. The structures of the synthesized compounds were confirmed by IR, 1H and 13C NMR spectroscopy, mass spectrometry, and selective X-ray diffraction analysis. All compounds were tested in vitro against four human cancer cells (HeLa, HBL-100, HEp-2, CCRF-CEM), gram-positive (Staphylococcus aureus, Bacillus subtilis) and gram-negative bacteria (Escherichia coli, Pseudomonas aeruginosa), as well as the opportunistic fungus Candida albicans.
{"title":"Synthesis, crystal structure and evaluation of the cytotoxic, antimicrobial activity of some S- and N-derivatives of 5-phenyl-1,2,4-triazole-2,4-dihydro-3-thione","authors":"Abdukhakim Ziyaev , Sobirdjan Sasmakov , Rasul Okmanov , Utkir Makhmudov , Turdibek Toshmurodov , Мavluda Ziyaeva , Nigora Tosheva , Shakhnoz Azimova","doi":"10.1016/j.cdc.2025.101182","DOIUrl":"10.1016/j.cdc.2025.101182","url":null,"abstract":"<div><div>In this work, we report the synthesis of several <em>S</em>- and <em>N</em>-derivatives of 5-phenyl-1,2,4-triazole-2,4-dihydro-3-thione (<strong>3</strong>–<strong>6</strong>). Methods for the preparation of these compounds were based on the alkylation and aminomethylation reactions of triazolethione (<strong>2</strong>). The target products were obtained in high (85–98%) yield. The structures of the synthesized compounds were confirmed by IR, <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy, mass spectrometry, and selective X-ray diffraction analysis. All compounds were tested in vitro against four human cancer cells <em>(HeLa, HBL-100, HEp-2, CCRF-CEM),</em> gram-positive <em>(Staphylococcus aureus, Bacillus subtilis)</em> and gram-negative bacteria <em>(Escherichia coli, Pseudomonas aeruginosa),</em> as well as the opportunistic fungus <em>Candida albicans.</em></div></div>","PeriodicalId":269,"journal":{"name":"Chemical Data Collections","volume":"56 ","pages":"Article 101182"},"PeriodicalIF":2.218,"publicationDate":"2025-01-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143097209","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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