Pub Date : 2025-10-16DOI: 10.1080/10426507.2025.2576130
Rupali Rastogi (Conceptualization Data curation Formal analysis Funding acquisition Investigation Methodology Project administration Resources Supervision Visualization Writing – original draft Writing – review & editing) , Neelam Tia (Data curation Writing – review & editing) , R. J. Butcher (Data curation Formal analysis Resources Software)
A simple and reliable spectroscopic technique has been established for determining the N-Alkyl and Alkyl-hydroxy methylphthalimide dithiocarbamate moiety using elemental analysis, ESI mass, IR,1H, 13C NMR, DTA, and TGA analysis. The approach is based on the interaction between N-chloro-methylphthalimide and Alkyl and Alkyl-hydroxy dithiocarbamate moiety to produce stable colorless dithiocarbamate molecules L1–L3. All three ligands exhibited fluorescence properties. The ligands L1 C13 H14 N2 O3 S2 and L2 C18H24N2O2S2 were characterized using the SC-XRD technique. L1 crystallizes in the monoclinic space group P 21/c, with unit cell parameters a = 7.212(5) Å, b = 23.852(5) Å, c = 8.147(5) Å, α = 90.000(5)°, β = 94.365(5)°, γ = 90.000(5)°, and Z = 4. The ligand L2 C18H24N2O2S2 crystallizes in monoclinic space group P 21/c with unit cell parameters a = 17.8094(7) Å, b = 7.8671(3) Å, c = 13.6819(5) Å, α = 90°, β = 103.688(4)°, γ = 90°, Z = 4. β angle of L1 is 94.365(5)°, lesser than that of L2 which is 103.688(4)° due to the presence of two carbon atom in L1 while L2 it is having six carbon atoms which has resulted in stretching in bond angle. Bond angle of L1 of N(2)-C(10)-S(1) formed at 113.23(13) whereas in L2 bond angle of N(2)-C(10)-S(1) formed at 124.09(11). For L2, there was disorder in the ethyl substituent, which was modeled with two equivalent conformations with occupancies of 0.561(2)/0.439(2). Anticancer activity of L1–L3 was also tested in cell lines of Prostate PC-3, Lung HOP-62, Lung NCI-H226, and Lung A549.
{"title":"Investigating the impact of the fluorescence and anticancer activities of N-alkyl and alkyl-hydroxy methylphthalimide dithiocarbamates","authors":"Rupali Rastogi (Conceptualization Data curation Formal analysis Funding acquisition Investigation Methodology Project administration Resources Supervision Visualization Writing – original draft Writing – review & editing) , Neelam Tia (Data curation Writing – review & editing) , R. J. Butcher (Data curation Formal analysis Resources Software)","doi":"10.1080/10426507.2025.2576130","DOIUrl":"10.1080/10426507.2025.2576130","url":null,"abstract":"<div><div>A simple and reliable spectroscopic technique has been established for determining the N-Alkyl and Alkyl-hydroxy methylphthalimide dithiocarbamate moiety using elemental analysis, ESI mass, IR,<sup>1</sup>H, <sup>13</sup>C NMR, DTA, and TGA analysis. The approach is based on the interaction between N-chloro-methylphthalimide and Alkyl and Alkyl-hydroxy dithiocarbamate moiety to produce stable colorless dithiocarbamate molecules <strong>L<sup>1</sup>–L<sup>3</sup></strong>. All three ligands exhibited fluorescence properties. The ligands <strong>L<sup>1</sup></strong> C<sub>13</sub> H<sub>14</sub> N<sub>2</sub> O<sub>3</sub> S<sub>2</sub> and L<sup>2</sup> C<sub>18</sub>H<sub>24</sub>N<sub>2</sub>O<sub>2</sub>S<sub>2</sub> were characterized using the SC-XRD technique. <strong>L<sup>1</sup></strong> crystallizes in the monoclinic space group P 21/c, with unit cell parameters <em>a</em> = 7.212(5) Å, <em>b</em> = 23.852(5) Å, <em>c</em> = 8.147(5) Å, <em>α</em> = 90.000(5)°, <em>β</em> = 94.365(5)°, <em>γ</em> = 90.000(5)°, and <em>Z</em> = 4. The ligand L<sup>2</sup> C<sub>18</sub>H<sub>24</sub>N<sub>2</sub>O<sub>2</sub>S<sub>2</sub> crystallizes in monoclinic space group P 21/c with unit cell parameters <em>a</em> = 17.8094(7) Å, <em>b</em> = 7.8671(3) Å, <em>c</em> = 13.6819(5) Å, <em>α</em> = 90°, <em>β</em> = 103.688(4)°, <em>γ</em> = 90°, <em>Z</em> = 4. <em>β</em> angle of <strong>L<sup>1</sup></strong> is 94.365(5)°, lesser than that of <strong>L<sup>2</sup></strong> which is 103.688(4)° due to the presence of two carbon atom in <strong>L<sup>1</sup></strong> while <strong>L<sup>2</sup></strong> it is having six carbon atoms which has resulted in stretching in bond angle. Bond angle of <strong>L<sup>1</sup></strong> of N(2)-C(10)-S(1) formed at 113.23(13) whereas in <strong>L<sup>2</sup></strong> bond angle of N(2)-C(10)-S(1) formed at 124.09(11). For <strong>L<sup>2</sup></strong>, there was disorder in the ethyl substituent, which was modeled with two equivalent conformations with occupancies of 0.561(2)/0.439(2). Anticancer activity of <strong>L<sup>1</sup>–L<sup>3</sup></strong> was also tested in cell lines of Prostate PC-3, Lung HOP-62, Lung NCI-H226, and Lung A549.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"201 1","pages":"Pages 24-34"},"PeriodicalIF":1.6,"publicationDate":"2025-10-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145771925","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2025-10-15DOI: 10.1080/10426507.2025.2576131
Michael P. Remington, Jr (Conceptualization Data curation Formal analysis Investigation Methodology Validation Writing – original draft Writing – review & editing) , Philip Boudjouk (Funding acquisition Project administration Resources Supervision)
The low-pressure CVD (LPCVD) of bismuth films on glass substrates from tribenzyl bismuth (Bn3Bi), where Bn = CH2C6H5, is described. The films produced were generally continuous in nature and uniform in thickness with the continuity and thickness decreasing with distance of the substrate from that of the precursor. The films displayed preferred orientation dominated by the {012} reflections. Deposition on Si(100) leads to the formation of single crystalline bismuth spheres. The spherical, equiaxed grains are single crystalline in nature with only the {012} reflections giving rise to diffraction and accounting for 99.8% of the total diffraction intensity. This study represents the first example of Bi(012) heteroepitaxy by CVD methods.
{"title":"The deposition of highly oriented films of bismuth and single crystalline bismuth spheres from the OMCVD precursor tribenzyl bismuth (Bn3Bi)","authors":"Michael P. Remington, Jr (Conceptualization Data curation Formal analysis Investigation Methodology Validation Writing – original draft Writing – review & editing) , Philip Boudjouk (Funding acquisition Project administration Resources Supervision)","doi":"10.1080/10426507.2025.2576131","DOIUrl":"10.1080/10426507.2025.2576131","url":null,"abstract":"<div><div>The low-pressure CVD (LPCVD) of bismuth films on glass substrates from tribenzyl bismuth (Bn<sub>3</sub>Bi), where Bn = CH<sub>2</sub>C<sub>6</sub>H<sub>5</sub>, is described. The films produced were generally continuous in nature and uniform in thickness with the continuity and thickness decreasing with distance of the substrate from that of the precursor. The films displayed preferred orientation dominated by the {012} reflections. Deposition on Si(100) leads to the formation of single crystalline bismuth spheres. The spherical, equiaxed grains are single crystalline in nature with only the {012} reflections giving rise to diffraction and accounting for 99.8% of the total diffraction intensity. This study represents the first example of Bi(012) heteroepitaxy by CVD methods.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"201 1","pages":"Pages 35-44"},"PeriodicalIF":1.6,"publicationDate":"2025-10-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145771932","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
In this contribution, a direct and speedy approach for the synthesis of a series of novel functionalized benzo-sulfonyl-amidine derivatives via copper-catalyzed, one-pot, three-component, C-N cross-coupling reaction of various aryl halides, carbodiimides, and sulfinate salts has been developed. The reaction proceeds in DMF at room temperature with no need for any ligand. The use of simple and readily available starting materials, mild copper-catalytic reaction conditions, no column chromatography, the synthesis of 12 new compounds, and good yields (72–90%) are remarkable specifications of this protocol.
{"title":"New synthesis of substituted benzo-sulfonyl-amidine derivatives via C-N cross-coupling reactions of carbodiimides, sodium arylsulfinates, and aryl halides","authors":"Manijeh Nematpour (Data curation Formal analysis Methodology Supervision Writing – original draft Writing – review & editing)","doi":"10.1080/10426507.2025.2574321","DOIUrl":"10.1080/10426507.2025.2574321","url":null,"abstract":"<div><div>In this contribution, a direct and speedy approach for the synthesis of a series of novel functionalized benzo<strong>-</strong>sulfonyl-amidine derivatives <em>via</em> copper-catalyzed, one-pot, three-component, C-N cross-coupling reaction of various aryl halides, carbodiimides, and sulfinate salts has been developed. The reaction proceeds in DMF at room temperature with no need for any ligand. The use of simple and readily available starting materials, mild copper-catalytic reaction conditions, no column chromatography, the synthesis of 12 new compounds, and good yields (72–90%) are remarkable specifications of this protocol.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"200 12","pages":"Pages 1071-1077"},"PeriodicalIF":1.6,"publicationDate":"2025-10-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145469001","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2025-10-13DOI: 10.1080/10426507.2025.2574290
Hamza M. Abosadiya (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Validation Visualization Writing – original draft Writing – review & editing) , El Hassane Anouar (Formal analysis Funding acquisition Investigation Methodology Resources Software Validation Visualization Writing – original draft Writing – review & editing) , Bohari M. Yamin (Conceptualization Investigation Supervision Validation Visualization Writing – original draft)
Herein, a series of new thiourea derivatives namely N-(4-chlorobutanoyl)-N’-(2-methoxy phenyl)thiourea (1a), N-(4-chlorobutanoyl)-N’-(3-methoxyphenyl)thiourea (1b) and N-(4-chloro butanoyl)-N’-(4-methoxyphenyl)thiourea(1c) have been synthesized and characterized by FT-IR,1H and 13C NMR spectroscopic techniques. Single-crystal X-ray diffraction analysis revealed that 1a is monoclinic with P21/n space group, and 1b and 1c are triclinic with Pī space group. The isomerization effects of the methoxy groups in 1a-1c were significantly observed in crystal packing, the centrosymmetric dimer formed by a pair of N—H…S intermolecular hydrogen bonds in 1a and 1b isomers, while, in the 1c isomer, its crystal packing is linked by both N—H…O and N—H…S intermolecular hydrogen bonding interactions formed one-dimensional chains. DFT calculations have been implemented at the B3LYP/6-311++G(d,p) level of theory. The optimized geometrical parameters were compared with the experimental ones in the solid phase. NBO analysis reveals that the strongest donor-acceptor interactions correspond to electron donation between the lone pair (LP) on the thiourea nitrogen and the antibonding orbital π*C=S in 1a-1c with energies in the range 56–90 kcal/mol. The molecular docking investigation is carried out to determine the inhibitory effect of the synthesized thiourea isomers against the COVID-19 coronavirus. The estimated binding energies between the 6LU7-main protease and 1a, 1b, and 1c isomers are −6.59, −6.87, and −6.74 kcal/mol, respectively.
{"title":"Synthesis, X-ray crystal structures, spectroscopic characterization, DFT calculations, and molecular docking study of new N-(4-chlorobutanoyl)-N’-(2-, 3-, and 4-methoxyphenyl)thiourea derivatives","authors":"Hamza M. Abosadiya (Conceptualization Data curation Formal analysis Investigation Methodology Project administration Resources Software Validation Visualization Writing – original draft Writing – review & editing) , El Hassane Anouar (Formal analysis Funding acquisition Investigation Methodology Resources Software Validation Visualization Writing – original draft Writing – review & editing) , Bohari M. Yamin (Conceptualization Investigation Supervision Validation Visualization Writing – original draft)","doi":"10.1080/10426507.2025.2574290","DOIUrl":"10.1080/10426507.2025.2574290","url":null,"abstract":"<div><div>Herein, a series of new thiourea derivatives namely <em>N</em>-(4-chlorobutanoyl)-<em>N</em><strong><em>’</em></strong>-(2-methoxy phenyl)thiourea (<strong>1a</strong>), <em>N</em>-(4-chlorobutanoyl)-<em>N</em><strong><em>’</em></strong>-(3-methoxyphenyl)thiourea (<strong>1b</strong>) and <em>N</em>-(4-chloro butanoyl)-<em>N</em><strong><em>’</em></strong>-(4-methoxyphenyl)thiourea(<strong>1c</strong>) have been synthesized and characterized by FT-IR,<sup>1</sup>H and <sup>13</sup>C NMR spectroscopic techniques. Single-crystal X-ray diffraction analysis revealed that <strong>1a</strong> is monoclinic with P2<sub>1</sub>/n space group, and <strong>1b</strong> and <strong>1c</strong> are triclinic with Pī space group. The isomerization effects of the methoxy groups in <strong>1a</strong>-<strong>1c</strong> were significantly observed in crystal packing, the centrosymmetric dimer formed by a pair of N—H…S intermolecular hydrogen bonds in <strong>1a</strong> and <strong>1b</strong> isomers, while, in the <strong>1c</strong> isomer, its crystal packing is linked by both N—H…O and N—H…S intermolecular hydrogen bonding interactions formed one-dimensional chains. DFT calculations have been implemented at the B3LYP/6-311++G(d,p) level of theory. The optimized geometrical parameters were compared with the experimental ones in the solid phase. NBO analysis reveals that the strongest donor-acceptor interactions correspond to electron donation between the lone pair (LP) on the thiourea nitrogen and the antibonding orbital π*<sub>C=S</sub> in <strong>1a</strong>-<strong>1c</strong> with energies in the range 56–90 kcal/mol. The molecular docking investigation is carried out to determine the inhibitory effect of the synthesized thiourea isomers against the COVID-19 coronavirus. The estimated binding energies between the 6LU7-main protease and <strong>1a</strong>, <strong>1b,</strong> and <strong>1c</strong> isomers are −6.59, −6.87, and −6.74 kcal/mol, respectively.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"200 12","pages":"Pages 1054-1070"},"PeriodicalIF":1.6,"publicationDate":"2025-10-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145469000","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2025-10-13DOI: 10.1080/10426507.2025.2571645
Samira Darbidi (Data curation Investigation Methodology) , Bagher Mohammadi (Conceptualization Investigation Methodology Project administration Writing – original draft) , Ali Ramazani (Resources Supervision Validation) , Oskar Kaszubowski (Data curation Formal analysis) , Katarzyna Ślepokura (Data curation Formal analysis Software)
This study presents a straightforward and effective method for the synthesis of 2-amino-6-alkoxy-4-arylpyridine-3,5-dicarbonitrile derivatives. These multi-substituted pyridine compounds are prepared through a convenient pseudo three-component reaction involving arylaldehydes malononitrile, alcohols, and sodium sulfide in an aqueous medium. Key benefits of this approach include its environmentally friendly nature, high product yields, rapid reaction times, cost-effectiveness, and easy accessibility of starting materials, mild reaction conditions, and a simple purification process.
{"title":"Sodium sulfide promoted synthesis of highly substituted pyridines","authors":"Samira Darbidi (Data curation Investigation Methodology) , Bagher Mohammadi (Conceptualization Investigation Methodology Project administration Writing – original draft) , Ali Ramazani (Resources Supervision Validation) , Oskar Kaszubowski (Data curation Formal analysis) , Katarzyna Ślepokura (Data curation Formal analysis Software)","doi":"10.1080/10426507.2025.2571645","DOIUrl":"10.1080/10426507.2025.2571645","url":null,"abstract":"<div><div>This study presents a straightforward and effective method for the synthesis of 2-amino-6-alkoxy-4-arylpyridine-3,5-dicarbonitrile derivatives. These multi-substituted pyridine compounds are prepared through a convenient pseudo three-component reaction involving arylaldehydes malononitrile, alcohols, and sodium sulfide in an aqueous medium. Key benefits of this approach include its environmentally friendly nature, high product yields, rapid reaction times, cost-effectiveness, and easy accessibility of starting materials, mild reaction conditions, and a simple purification process.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"200 12","pages":"Pages 1078-1083"},"PeriodicalIF":1.6,"publicationDate":"2025-10-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145469002","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
A novel series of indole thiosemicarbazone was designed, synthesized and screened for anticancer activities against cervical (HeLa), colon (HCT-15) and glioblastoma (U87-MG) cancer cells. Among the synthesized compounds, the compound 7h [(Z)-1-((1-(2-(trifluoromethoxy)benzyl)-1H-indol-3-yl)methylene)-4-tert-butyl-thiosemicarbazide] exhibited potential anticancer activities to all considered cell lines owing to its structural advantages, which were related to the electron-donating groups in the benzene rings. The compound 7h possessed the highest anticancer activities toward HeLa (IC50=15.4 µM), HCT-15 (IC50=36.8 µM) and U87-MG (IC50=10.2 µM) with high specificity and lower toxicity to the normal cell line L929 (IC50=225.8 µM), which is comparable to the standard anticancer drug Cisplatin. The compound 7h induced both intrinsic and extrinsic apoptosis in the cancer cells, which was confirmed by the cleavage of PARP, caspase 3 and caspase 9.
{"title":"Novel synthesis and anticancer screening of indole substituted thiosemicarbazone against HeLa, HCT-15 and U87-MG","authors":"Salunke Kalidas Sopan (Data curation Investigation) , Abhishek Srivastava (Formal analysis) , Sachin Srivastava (Validation) , Ram Kishore (Methodology Supervision) , Nitin Srivastava (Writing – review & editing)","doi":"10.1080/10426507.2025.2571649","DOIUrl":"10.1080/10426507.2025.2571649","url":null,"abstract":"<div><div>A novel series of indole thiosemicarbazone was designed, synthesized and screened for anticancer activities against cervical (HeLa), colon (HCT-15) and glioblastoma (U87-MG) cancer cells. Among the synthesized compounds, the compound <strong>7h</strong> [(Z)-1-((1-(2-(trifluoromethoxy)benzyl)-1H-indol-3-yl)methylene)-4-tert-butyl-thiosemicarbazide] exhibited potential anticancer activities to all considered cell lines owing to its structural advantages, which were related to the electron-donating groups in the benzene rings. The compound <strong>7h</strong> possessed the highest anticancer activities toward HeLa (IC<sub>50</sub>=15.4 µM), HCT-15 (IC<sub>50</sub>=36.8 µM) and U87-MG (IC<sub>50</sub>=10.2 µM) with high specificity and lower toxicity to the normal cell line L929 (IC<sub>50</sub>=225.8 µM), which is comparable to the standard anticancer drug Cisplatin. The compound <strong>7h</strong> induced both intrinsic and extrinsic apoptosis in the cancer cells, which was confirmed by the cleavage of PARP, caspase 3 and caspase 9.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"200 12","pages":"Pages 1084-1096"},"PeriodicalIF":1.6,"publicationDate":"2025-10-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145469004","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
In this work, a straightforward and eco-friendly process has been adopted for the preparation of novel sulfonyl benzamides incorporating 1,2,3,4-tetrahydroisoquinoline and 4-phenylpiperazine moieties. The synthesis was efficiently carried out in a one-pot reaction using Preyssler heteropolyacid H14[NaP5W30O110] as a green, heterogeneous catalyst. This method afforded the target compounds in good yields of up to 88% by coupling selected benzoylating agents with sulfonamides under mild conditions. The structures of the synthesized products were confirmed by standard spectroscopic data (1H NMR,13C NMR, and MS) and elemental analysis. Additionally, DFT calculations at the B3LYP/6–311G (d,p) level were employed to explore the electronic properties, reactivity, and stability of the compounds based on HOMO and LUMO energy values. In silico molecular docking studies were conducted to assess the binding interactions between the synthesized sulfonyl benzamide-heterocyclic compounds and the human glucokinase protein (PDB ID: 3IMX). All compounds demonstrated favorable binding affinities, with docking scores reaching up to −10.8 kcal/mol at the active site of 3IMX. These results suggest that the newly developed sulfonyl benzamide derivatives hold promise as potential antidiabetic agents. Furthermore, their pharmacokinetic properties were assessed through ADME/T predictions, providing additional insight into their drug-likeness and therapeutic potential.
{"title":"Synthesis, characterization, DFT, and molecular docking of 1,2,3,4-tetrahydro-isoquinoline/4-phenylpiperazine-sulfonyl benzamide derivatives as possible antidiabetic agents","authors":"Chafika Bougheloum (Conceptualization Formal analysis Investigation Methodology Software Supervision Validation Visualization Writing – original draft Writing – review & editing) , Soumaya Bouskia (Conceptualization Formal analysis Investigation Methodology Software Writing – original draft) , Samia Guezane Lakoud (Investigation Supervision Visualization Writing – original draft Writing – review & editing)","doi":"10.1080/10426507.2025.2571644","DOIUrl":"10.1080/10426507.2025.2571644","url":null,"abstract":"<div><div>In this work, a straightforward and eco-friendly process has been adopted for the preparation of novel sulfonyl benzamides incorporating 1,2,3,4-tetrahydroisoquinoline and 4-phenylpiperazine moieties. The synthesis was efficiently carried out in a one-pot reaction using Preyssler heteropolyacid H<sub>14</sub>[NaP<sub>5</sub>W<sub>30</sub>O<sub>110</sub>] as a green, heterogeneous catalyst. This method afforded the target compounds in good yields of up to 88% by coupling selected benzoylating agents with sulfonamides under mild conditions. The structures of the synthesized products were confirmed by standard spectroscopic data (<sup>1</sup>H NMR,<sup>13</sup>C NMR, and MS) and elemental analysis. Additionally, DFT calculations at the B3LYP/6–311G (d,p) level were employed to explore the electronic properties, reactivity, and stability of the compounds based on HOMO and LUMO energy values. <em>In silico</em> molecular docking studies were conducted to assess the binding interactions between the synthesized sulfonyl benzamide-heterocyclic compounds and the human glucokinase protein (PDB ID: 3IMX). All compounds demonstrated favorable binding affinities, with docking scores reaching up to −10.8 kcal/mol at the active site of 3IMX. These results suggest that the newly developed sulfonyl benzamide derivatives hold promise as potential antidiabetic agents. Furthermore, their pharmacokinetic properties were assessed through ADME/T predictions, providing additional insight into their drug-likeness and therapeutic potential.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"200 12","pages":"Pages 1038-1053"},"PeriodicalIF":1.6,"publicationDate":"2025-10-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145469009","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2025-10-06DOI: 10.1080/10426507.2025.2571651
Manu M. B. (Writing – original draft) , Deepika P. (Software) , Srikantamurthy N. (Methodology) , Vinusha H. M. (Methodology) , Madan S. M. (Software) , Shiva Prasad K. (Resources) , Chandan S. (Methodology) , K. B. Umesha (Supervision)
This study investigates the synthesis and characterization of a novel Schiff base ligand, (PCTA), derived from 2-Amino-4-chlorobenzothiazole and Pyrrole-2-carboxaldehyde, and its transition metal complexes with Cu(II), Co(II), Ni(II), Mn(II), and Zn(II) forming a monomeric complex of the type [Cu(L)2]. Structural characterization of the ligand and its metal complexes was carried out using FT-IR, UV-Visible, LC-MS,1H NMR, ESR, and thermal analysis (TG/DTG), confirming the formation of stable coordination compounds. Molecular docking studies revealed strong binding interactions with key cancer-related target proteins, with binding affinities ranging from −5.5 to −9.1 kcal/mol, where the free ligand showed a binding affinity of −5.5 kcal/mol, while the Copper(II) complex exhibited the highest affinity at −9.1 kcal/mol, highlighting its potential for therapeutic development. Using Swiss-ADME and pkCSM tools, ADMET profiling predicted favorable pharmacokinetic properties, with oral bioavailability over 60% and the ability to cross the blood-brain barrier, crucial for cancer treatment. The biological activity of the complexes was further predicted using the PASS program, with promising results suggesting significant pharmacological potential. In vitro cytotoxicity tests, using the sulforhodamine-B (SRB) assay, demonstrated a significant reduction in cell viability, highlighting the compounds’ strong anticancer potential. The Cu(II) complex had the highest cytotoxicity activity among the tested compounds against human colorectal adenocarcinoma cell line (HT-29) and Human breast adenocarcinoma cell line (MDA-MB-231) with IC50 values of 0.26 and 0.06 µg/mL respectively. These findings underscore the therapeutic promise of the synthesized complexes.
{"title":"Synthesis and biological assessment of Schiff base metal complexes: In vitro anticancer activity and computational insights","authors":"Manu M. B. (Writing – original draft) , Deepika P. (Software) , Srikantamurthy N. (Methodology) , Vinusha H. M. (Methodology) , Madan S. M. (Software) , Shiva Prasad K. (Resources) , Chandan S. (Methodology) , K. B. Umesha (Supervision)","doi":"10.1080/10426507.2025.2571651","DOIUrl":"10.1080/10426507.2025.2571651","url":null,"abstract":"<div><div>This study investigates the synthesis and characterization of a novel Schiff base ligand, (PCTA), derived from 2-Amino-4-chlorobenzothiazole and Pyrrole-2-carboxaldehyde, and its transition metal complexes with Cu(II), Co(II), Ni(II), Mn(II), and Zn(II) forming a monomeric complex of the type [Cu(L)<sub>2</sub>]. Structural characterization of the ligand and its metal complexes was carried out using FT-IR, UV-Visible, LC-MS,<sup>1</sup>H NMR, ESR, and thermal analysis (TG/DTG), confirming the formation of stable coordination compounds. Molecular docking studies revealed strong binding interactions with key cancer-related target proteins, with binding affinities ranging from −5.5 to −9.1 kcal/mol, where the free ligand showed a binding affinity of −5.5 kcal/mol, while the Copper(II) complex exhibited the highest affinity at −9.1 kcal/mol, highlighting its potential for therapeutic development. Using Swiss-ADME and pkCSM tools, ADMET profiling predicted favorable pharmacokinetic properties, with oral bioavailability over 60% and the ability to cross the blood-brain barrier, crucial for cancer treatment. The biological activity of the complexes was further predicted using the PASS program, with promising results suggesting significant pharmacological potential. <em>In vitro</em> cytotoxicity tests, using the sulforhodamine-B (SRB) assay, demonstrated a significant reduction in cell viability, highlighting the compounds’ strong anticancer potential. The Cu(II) complex had the highest cytotoxicity activity among the tested compounds against human colorectal adenocarcinoma cell line (HT-29) and Human breast adenocarcinoma cell line (MDA-MB-231) with IC<sub>50</sub> values of 0.26 and 0.06 µg/mL respectively. These findings underscore the therapeutic promise of the synthesized complexes.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"201 1","pages":"Pages 51-64"},"PeriodicalIF":1.6,"publicationDate":"2025-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145771926","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
With the aim to explore potential drugs against tuberculosis and microbial infections, eight diorganotin(IV) complexes were synthesized from 4-nitro-3-methylbenzhydrazide. Various techniques, including NMR, FT-IR, and mass spectrometry, were used to fully characterize the compounds (1–10). Further, DFT studies were conducted with the help of Gaussian 09 software for compounds to get an insight for their biological potential by employing quantum mechanical principles. The evaluation of anti-tuberculosis results revealed that compounds 6 and 10 exhibited the highest potential to inhibit TB infections, having minimum inhibition concentration (MIC) values of 0.0194 ± 0.0004 and 0.0195 ± 0.0005 µmol/mL, respectively. Results of anti-microbial analysis revealed that compound 6 showed the highest efficacy against tested microbes with MIC values around 0.0194 ± 0.0048 µmol/mL.
{"title":"Exploring the therapeutic potential of diorganotin(IV) complexes derived from hydrazone ligands: synthesis, characterization, DFT study, and biological evaluation","authors":"Shikha Poonia (Conceptualization Data curation Formal analysis Investigation Methodology Validation Writing – original draft) , Sonika Asija (Formal analysis Supervision Validation) , Kashmiri Lal (Formal analysis Validation) , Yogesh Deswal (Software) , Jagat Singh Kirar (Software) , Pinki Barwa (Formal analysis) , Anju Ragshaniya (Formal analysis)","doi":"10.1080/10426507.2025.2568493","DOIUrl":"10.1080/10426507.2025.2568493","url":null,"abstract":"<div><div>With the aim to explore potential drugs against tuberculosis and microbial infections, eight diorganotin(IV) complexes were synthesized from 4-nitro-3-methylbenzhydrazide. Various techniques, including NMR, FT-IR, and mass spectrometry, were used to fully characterize the compounds (<strong>1–10</strong>). Further, DFT studies were conducted with the help of Gaussian 09 software for compounds to get an insight for their biological potential by employing quantum mechanical principles. The evaluation of anti-tuberculosis results revealed that compounds <strong>6</strong> and <strong>10</strong> exhibited the highest potential to inhibit TB infections, having minimum inhibition concentration (MIC) values of 0.0194 ± 0.0004 and 0.0195 ± 0.0005 µmol/mL, respectively. Results of anti-microbial analysis revealed that compound <strong>6</strong> showed the highest efficacy against tested microbes with MIC values around 0.0194 ± 0.0048 µmol/mL.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"200 12","pages":"Pages 1025-1037"},"PeriodicalIF":1.6,"publicationDate":"2025-10-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145469012","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2025-10-03DOI: 10.1080/10426507.2025.2568490
Michael P. Remington (Conceptualization Data curation Formal analysis Investigation Methodology Validation Writing – original draft Writing – review & editing) , Philip Boudjouk (Funding acquisition Project administration Resources Supervision)
The condensed phase pyrolysis between tribenzyl indium (Bn3In) and tribenzyl antimony (Bn3Sb) at 350 °C and 1 atmosphere of N2 in a 1:1 molar ratio produces highly crystalline InSb powders. These powders contain Sb, In and In2O3 as crystalline impurities. The reaction likely proceeds by way of adduct formation between the two compounds, followed by loss of 1,2-diphenyl ethane (bibenzyl). Low-pressure CVD (LPCVD) experiments on glass substrates lead to the formation of polycrystalline InSb films with low carbon contamination at 300 °C. This growth temperature nearly matches the lowest growth temperature obtained with any antimony precursor.
{"title":"The synthesis of InSb powders and deposition of InSb films from the new organometallic CVD (OMCVD) precursors tribenzyl indium (Bn3In) and tribenzyl antimony (Bn3Sb)","authors":"Michael P. Remington (Conceptualization Data curation Formal analysis Investigation Methodology Validation Writing – original draft Writing – review & editing) , Philip Boudjouk (Funding acquisition Project administration Resources Supervision)","doi":"10.1080/10426507.2025.2568490","DOIUrl":"10.1080/10426507.2025.2568490","url":null,"abstract":"<div><div>The condensed phase pyrolysis between tribenzyl indium (Bn<sub>3</sub>In) and tribenzyl antimony (Bn<sub>3</sub>Sb) at 350 °C and 1 atmosphere of N<sub>2</sub> in a 1:1 molar ratio produces highly crystalline InSb powders. These powders contain Sb, In and In<sub>2</sub>O<sub>3</sub> as crystalline impurities. The reaction likely proceeds by way of adduct formation between the two compounds, followed by loss of 1,2-diphenyl ethane (bibenzyl). Low-pressure CVD (LPCVD) experiments on glass substrates lead to the formation of polycrystalline InSb films with low carbon contamination at 300 °C. This growth temperature nearly matches the lowest growth temperature obtained with any antimony precursor.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"200 12","pages":"Pages 1021-1024"},"PeriodicalIF":1.6,"publicationDate":"2025-10-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145469003","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}