Pub Date : 2022-05-09DOI: 10.1080/10426507.2022.2043640
Charles B Mckenna
{"title":"ICPC23, Czestochowa, POLAND: Opening Ceremony: Welcoming Remarks for ICPC23","authors":"Charles B Mckenna","doi":"10.1080/10426507.2022.2043640","DOIUrl":"https://doi.org/10.1080/10426507.2022.2043640","url":null,"abstract":"","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"21 1","pages":"660 - 660"},"PeriodicalIF":0.0,"publicationDate":"2022-05-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"83189562","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 : 2022-03-07DOI: 10.1080/10426507.2022.2046572
Nevena I. Petkova-Yankova, R. Nikolova
Abstract Bromohydrins were prepared by ring opening of coumarinyl-1,2-epoxy phosphonate esters under acidic conditions. The chemical behavior of bromohydrins was examined under Michaelis–Becker reaction conditions using dialkylphosphites. Graphical Abstract
{"title":"Current attempt on the transformations of coumarinyl-1,2-epoxyphosphonates","authors":"Nevena I. Petkova-Yankova, R. Nikolova","doi":"10.1080/10426507.2022.2046572","DOIUrl":"https://doi.org/10.1080/10426507.2022.2046572","url":null,"abstract":"Abstract Bromohydrins were prepared by ring opening of coumarinyl-1,2-epoxy phosphonate esters under acidic conditions. The chemical behavior of bromohydrins was examined under Michaelis–Becker reaction conditions using dialkylphosphites. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"32 1","pages":"843 - 847"},"PeriodicalIF":0.0,"publicationDate":"2022-03-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"80064183","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 : 2021-12-21DOI: 10.1080/10426507.2021.2017434
S. Varshney, A. Nigam, S. J. Pawar, N. Mishra
Abstract Silica has drawn the attention of many researchers from all over the world owing to its excellent biological, mechanical, and physiochemical properties. Different synthetic routes, reagents, characterization techniques, and applications of silica nanoparticles (SiO2 NPs) are discussed in this review article. A detailed discussion on sol-gel, ultrasonication, chemical precipitation, and hydrothermal route is presented. Biological synthesis of SiO2 NPs from bamboo leaves, rice husk, and sugarcane bagasse is also focused. Different characterization techniques including X-ray diffraction, dynamic light scattering, transmission electron microscopy, and Fourier transform infrared spectroscopy are discussed in detail. A study on SiO2 NPs conjugated with metallic oxides and polymers is also discussed. Being important materials with a wide variety and novel applications, these conjugates are used in agriculture, mechanical engineering, material science, electronics, and biomedical engineering. However, greater emphasis has been laid on biomedical aspects, including antibacterial applications and drug delivery along with its cytotoxic properties. The review article reflects that SiO2 NPs are potential candidates for several biomedical applications due to their biocompatibility and appreciable biological activity. Graphical Abstract
{"title":"An overview on biomedical applications of versatile silica nanoparticles, synthesized via several chemical and biological routes: A review","authors":"S. Varshney, A. Nigam, S. J. Pawar, N. Mishra","doi":"10.1080/10426507.2021.2017434","DOIUrl":"https://doi.org/10.1080/10426507.2021.2017434","url":null,"abstract":"Abstract Silica has drawn the attention of many researchers from all over the world owing to its excellent biological, mechanical, and physiochemical properties. Different synthetic routes, reagents, characterization techniques, and applications of silica nanoparticles (SiO2 NPs) are discussed in this review article. A detailed discussion on sol-gel, ultrasonication, chemical precipitation, and hydrothermal route is presented. Biological synthesis of SiO2 NPs from bamboo leaves, rice husk, and sugarcane bagasse is also focused. Different characterization techniques including X-ray diffraction, dynamic light scattering, transmission electron microscopy, and Fourier transform infrared spectroscopy are discussed in detail. A study on SiO2 NPs conjugated with metallic oxides and polymers is also discussed. Being important materials with a wide variety and novel applications, these conjugates are used in agriculture, mechanical engineering, material science, electronics, and biomedical engineering. However, greater emphasis has been laid on biomedical aspects, including antibacterial applications and drug delivery along with its cytotoxic properties. The review article reflects that SiO2 NPs are potential candidates for several biomedical applications due to their biocompatibility and appreciable biological activity. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"18 1","pages":"72 - 88"},"PeriodicalIF":0.0,"publicationDate":"2021-12-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"83285799","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 : 2021-12-20DOI: 10.1080/10426507.2021.2012471
L. Tian, Yang Gao, Xing-Jie Peng, Cheng Zhang, Wei-Guang Zhao, Xing-Hai Liu
Abstract Fifteen novel amino acid derivatives were designed and synthesized using natural amino acid L-valine and two non-natural amino acids as raw materials. Fungicidal activities of these amino acid derivatives were tested against Phytophthora capsici. Most of these compounds possessed excellent activity against Phytophthora capsici at 50 μg/mL. Interestingly, compound isopropyl ((2S)-1-((1-((4-fluorophenyl)thio)propan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)carbamate 5c (EC50=0.43 μg/mL), isopropyl ((2S)-1-((1-((3,4-dimethoxyphenyl)thio)propan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)carbamate 5g (EC50=0.49 μg/mL), isopropyl ((2S)-1-((1-((4-(ethynyloxy)phenyl)thio)propan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)carbamate 5h (EC50=0.15 μg/mL) and isopropyl ((2S,3S)-1-((1-((4-(ethynyloxy)phenyl)thio)propan-2-yl)amino)-3-methyl-1-oxopentan-2-yl)carbamate 5o (EC50=0.31 μg/mL) exhibited remarkably high activities against Phytophthora capsici, which is better than that of positive control. It is possible that these amino acid derivatives, which possess excellent activity against Phytophthora capsici, may become novel lead compounds for the development of fungicides with further structure modification. Graphical Abstract
{"title":"Synthesis, fungicidal activity and SAR of new amino acid derivatives containing substituted 1-(phenylthio)propan-2-amine moiety","authors":"L. Tian, Yang Gao, Xing-Jie Peng, Cheng Zhang, Wei-Guang Zhao, Xing-Hai Liu","doi":"10.1080/10426507.2021.2012471","DOIUrl":"https://doi.org/10.1080/10426507.2021.2012471","url":null,"abstract":"Abstract Fifteen novel amino acid derivatives were designed and synthesized using natural amino acid L-valine and two non-natural amino acids as raw materials. Fungicidal activities of these amino acid derivatives were tested against Phytophthora capsici. Most of these compounds possessed excellent activity against Phytophthora capsici at 50 μg/mL. Interestingly, compound isopropyl ((2S)-1-((1-((4-fluorophenyl)thio)propan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)carbamate 5c (EC50=0.43 μg/mL), isopropyl ((2S)-1-((1-((3,4-dimethoxyphenyl)thio)propan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)carbamate 5g (EC50=0.49 μg/mL), isopropyl ((2S)-1-((1-((4-(ethynyloxy)phenyl)thio)propan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)carbamate 5h (EC50=0.15 μg/mL) and isopropyl ((2S,3S)-1-((1-((4-(ethynyloxy)phenyl)thio)propan-2-yl)amino)-3-methyl-1-oxopentan-2-yl)carbamate 5o (EC50=0.31 μg/mL) exhibited remarkably high activities against Phytophthora capsici, which is better than that of positive control. It is possible that these amino acid derivatives, which possess excellent activity against Phytophthora capsici, may become novel lead compounds for the development of fungicides with further structure modification. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"42 1","pages":"109 - 114"},"PeriodicalIF":0.0,"publicationDate":"2021-12-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"77652157","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 : 2021-11-02DOI: 10.1080/10426507.2021.1987898
G. Gujral, Aman K. K. Bhasin, K. Bhasin, Shivani Gulati
Abstract In the present work, a variety of symmetrical and unsymmetrical 2-pyridyl aryl selenium (IV) chlorides or bromides were prepared by the dropwise addition of a dilute solution of bromine or sulfuryl chloride to the corresponding 2-pyridyl aryl selenide in dried organic solvent with continuous stirring at 0 °C. Removal of the solvent under reduced pressure resulted in the synthesis of, 2-pyridyl aryl selenium (IV) bromides or chlorides, respectively, in quantitative yields. The titled dihalides prepared were characterized by elemental analysis, spectroscopic studies, and single crystal X-ray analysis. Single crystal X-ray analysis revealed that the 2-pyridyl aryl selenium (IV) bromides/chlorides have a distorted trigonal bipyramidal structure. The pyridyl and phenyl rings along with a lone pair of electrons on selenium are at equatorial positions whereas chloride/bromide atoms at axial positions of the distorted trigonal bipyramidal structure. Graphical Abstract
{"title":"Syntheses, characterization, and single crystal X-ray analysis of 2-pyridyl aryl selenium (IV) bromides and chlorides","authors":"G. Gujral, Aman K. K. Bhasin, K. Bhasin, Shivani Gulati","doi":"10.1080/10426507.2021.1987898","DOIUrl":"https://doi.org/10.1080/10426507.2021.1987898","url":null,"abstract":"Abstract In the present work, a variety of symmetrical and unsymmetrical 2-pyridyl aryl selenium (IV) chlorides or bromides were prepared by the dropwise addition of a dilute solution of bromine or sulfuryl chloride to the corresponding 2-pyridyl aryl selenide in dried organic solvent with continuous stirring at 0 °C. Removal of the solvent under reduced pressure resulted in the synthesis of, 2-pyridyl aryl selenium (IV) bromides or chlorides, respectively, in quantitative yields. The titled dihalides prepared were characterized by elemental analysis, spectroscopic studies, and single crystal X-ray analysis. Single crystal X-ray analysis revealed that the 2-pyridyl aryl selenium (IV) bromides/chlorides have a distorted trigonal bipyramidal structure. The pyridyl and phenyl rings along with a lone pair of electrons on selenium are at equatorial positions whereas chloride/bromide atoms at axial positions of the distorted trigonal bipyramidal structure. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"36 1","pages":"45 - 53"},"PeriodicalIF":0.0,"publicationDate":"2021-11-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"82089232","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 : 2021-10-29DOI: 10.1080/10426507.2021.1995385
Wenhua Huang, Jingfeng Xue
Abstract Alkaline hydrolysis of a variety of (4-(2-alkenoyl)phenyl)triarylphosphonium bromides is reported. This hydrolysis triggers coupling of 4-(2-alkenoyl)phenyl with one aryl via phosphorus(V). Both diarylphosphinite and an α,β-unsaturated ketone are in situ generated and then undergo phospha-Michael addition to provide β-diarylphosphoryl ketones bearing a biaryl moiety in 27–70% yields in the absence of a transition metal. Graphical Abstract
{"title":"Transition metal-free domino aryl-aryl coupling/phospha-Michael addition of diarylphosphinite to α,β-unsaturated ketones triggered by alkaline hydrolysis of (4-(2-alkenoyl)phenyl)triarylphosphonium salts","authors":"Wenhua Huang, Jingfeng Xue","doi":"10.1080/10426507.2021.1995385","DOIUrl":"https://doi.org/10.1080/10426507.2021.1995385","url":null,"abstract":"Abstract Alkaline hydrolysis of a variety of (4-(2-alkenoyl)phenyl)triarylphosphonium bromides is reported. This hydrolysis triggers coupling of 4-(2-alkenoyl)phenyl with one aryl via phosphorus(V). Both diarylphosphinite and an α,β-unsaturated ketone are in situ generated and then undergo phospha-Michael addition to provide β-diarylphosphoryl ketones bearing a biaryl moiety in 27–70% yields in the absence of a transition metal. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"170 1","pages":"96 - 108"},"PeriodicalIF":0.0,"publicationDate":"2021-10-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"75852639","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 : 2021-10-27DOI: 10.1080/10426507.2021.1990923
Can Zhang, Xiaojie Li, Ruwei Shen
Abstract The Cs2CO3-promoted P-N coupling reaction of H-phosphoryl compounds and N-tosylhydrazones is reported. Formally, this transformation represents an interesting example of exchanging the sulfur and phosphorus functionalities to convert N-tosylhydrazones to N-phosphorylhydrazones. The reaction may take place via the nucleophilic interception of the in-situ generated diazo intermediates by H-phosphoryl compounds at the terminal nitrogen atom. GRAPHICAL ABSTRACT
{"title":"Cs2CO3-promoted P-N coupling reaction of H-phosphoryl compounds with N-tosylhydrazones to afford N-phosphorylhydrazones via diazo intermediates","authors":"Can Zhang, Xiaojie Li, Ruwei Shen","doi":"10.1080/10426507.2021.1990923","DOIUrl":"https://doi.org/10.1080/10426507.2021.1990923","url":null,"abstract":"Abstract The Cs2CO3-promoted P-N coupling reaction of H-phosphoryl compounds and N-tosylhydrazones is reported. Formally, this transformation represents an interesting example of exchanging the sulfur and phosphorus functionalities to convert N-tosylhydrazones to N-phosphorylhydrazones. The reaction may take place via the nucleophilic interception of the in-situ generated diazo intermediates by H-phosphoryl compounds at the terminal nitrogen atom. GRAPHICAL ABSTRACT","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"51 2","pages":"1 - 6"},"PeriodicalIF":0.0,"publicationDate":"2021-10-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"91435057","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 : 2021-10-20DOI: 10.1080/10426507.2021.1991344
Hadi Sedighian, Kaveh Imani, A. Bazgir
Abstract A novel and efficient three-component reaction of substituted benzoyl chlorides, potassium selenocyanate and vinyl malononitriles was developed for the synthesis of polycyclic selenopyrans via an ultrasound-assisted domino vinylogous nucleophilic reaction/intramolecular selenocyclization/imine-enamine tautomerization reaction. Introducing a simple one-step method and use of available starting materials and mild reaction conditions are the most important advantages of this strategy. Graphical Abstract
{"title":"Ultrasound-assisted a domino three-component reaction to polycyclic selenopyrans synthesis","authors":"Hadi Sedighian, Kaveh Imani, A. Bazgir","doi":"10.1080/10426507.2021.1991344","DOIUrl":"https://doi.org/10.1080/10426507.2021.1991344","url":null,"abstract":"Abstract A novel and efficient three-component reaction of substituted benzoyl chlorides, potassium selenocyanate and vinyl malononitriles was developed for the synthesis of polycyclic selenopyrans via an ultrasound-assisted domino vinylogous nucleophilic reaction/intramolecular selenocyclization/imine-enamine tautomerization reaction. Introducing a simple one-step method and use of available starting materials and mild reaction conditions are the most important advantages of this strategy. Graphical Abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"27 1","pages":"89 - 95"},"PeriodicalIF":0.0,"publicationDate":"2021-10-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"74569867","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 : 2021-10-11DOI: 10.1080/10426507.2021.1987432
R. Shashi, N. Begum
Abstract The present work deals with a practically efficient protocol designed for the synthesis of 2,7-dibromoxanthenediones using N-bromosuccinimide (NBS) in the presence of p-toluene sulfonic acid (PTSA). A combination of NBS and PTSA in chloroform is an efficient system for selective α-bromination of xanthenediones under mild reaction conditions. The main advantage of this method is short reaction duration, mild reaction conditions, easy work up and in addition the method provides excellent yields. All the compounds synthesized were characterized by spectroscopic techniques. GRAPHICAL ABSTRACT
{"title":"α-Bromination of xanthenediones: A mild and efficient approach using N-bromosuccinimide","authors":"R. Shashi, N. Begum","doi":"10.1080/10426507.2021.1987432","DOIUrl":"https://doi.org/10.1080/10426507.2021.1987432","url":null,"abstract":"Abstract The present work deals with a practically efficient protocol designed for the synthesis of 2,7-dibromoxanthenediones using N-bromosuccinimide (NBS) in the presence of p-toluene sulfonic acid (PTSA). A combination of NBS and PTSA in chloroform is an efficient system for selective α-bromination of xanthenediones under mild reaction conditions. The main advantage of this method is short reaction duration, mild reaction conditions, easy work up and in addition the method provides excellent yields. All the compounds synthesized were characterized by spectroscopic techniques. GRAPHICAL ABSTRACT","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"81 1","pages":"38 - 44"},"PeriodicalIF":0.0,"publicationDate":"2021-10-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"89925292","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 : 2021-10-06DOI: 10.1080/10426507.2021.1986502
Arzu Binici, Aytuğ Okumuş, M. Yakut, Gamze Elmas, Z. Kılıç, Dila Koyunoğlu, L. Açık, H. Simsek
Abstract In the present study, two types of starting compounds; hexachloro(N/O)-cyclotetraphosphazenes containing mono-ferrocenyl-pendant arm, namely, mono-ferrocenyl-2-cis-4-dichloro-ansa-(2,4-ansa; 2) and mono-ferrocenyl-spiro-(spiro; 3) were prepared by the reaction of N4P4Cl8 (1) with sodium 3-(N-ferrocenylmethylamino)-1-propanoxide (L). Reactions of 2,4-ansa (2) with excess benzylamine and n-hexylamine resulted in the formation of partly substituted 2-cis-4-dichloro-ansa-cyclotetraphosphazenes (2a and 2b). In contrast, spiro (3) gave fully substituted mono-ferrocenyl-spiro-cyclotetraphosphazenes (3a and 3b) with excess benzylamine and n-hexylamine. As expected, the 2,4-ansa cyclotetraphosphazenes (2, 2a, and 2b) have two distinct stereogenic P-centers. The structures of cyclotetraphosphazenes were evaluated by elemental analysis, ESI-MS, FTIR, 1H, 13C, and 31P-NMR techniques. The antibacterial and antifungal activities against some selected bacteria and yeast strains, antituberculosis activities against Mycobacterium tuberculosis H37Rv, and DNA cleavage activities of mono-ferrocenyl-cyclotetraphosphazenes were also discussed. Compounds 2b, 3a, and 3b exhibited antifungal activity against C. albicans (MIC= 156.3 µM) higher than reference antibiotic Ketoconazole. Moreover, four compounds displayed antituberculosis activity against the M. tuberculosis H37RV. Compound 2a (20 μg/mL) is the most potent of the four compounds. Graphical abstract
{"title":"Phosphorus-nitrogen compounds. Part 56. Comparative syntheses and spectral properties of multiheterocyclic 2-cis-4-ansa and spiro-ferrocenyl (N/O)cyclotetraphosphazenes: Antituberculosis and antimicrobial activity and DNA interaction studies","authors":"Arzu Binici, Aytuğ Okumuş, M. Yakut, Gamze Elmas, Z. Kılıç, Dila Koyunoğlu, L. Açık, H. Simsek","doi":"10.1080/10426507.2021.1986502","DOIUrl":"https://doi.org/10.1080/10426507.2021.1986502","url":null,"abstract":"Abstract In the present study, two types of starting compounds; hexachloro(N/O)-cyclotetraphosphazenes containing mono-ferrocenyl-pendant arm, namely, mono-ferrocenyl-2-cis-4-dichloro-ansa-(2,4-ansa; 2) and mono-ferrocenyl-spiro-(spiro; 3) were prepared by the reaction of N4P4Cl8 (1) with sodium 3-(N-ferrocenylmethylamino)-1-propanoxide (L). Reactions of 2,4-ansa (2) with excess benzylamine and n-hexylamine resulted in the formation of partly substituted 2-cis-4-dichloro-ansa-cyclotetraphosphazenes (2a and 2b). In contrast, spiro (3) gave fully substituted mono-ferrocenyl-spiro-cyclotetraphosphazenes (3a and 3b) with excess benzylamine and n-hexylamine. As expected, the 2,4-ansa cyclotetraphosphazenes (2, 2a, and 2b) have two distinct stereogenic P-centers. The structures of cyclotetraphosphazenes were evaluated by elemental analysis, ESI-MS, FTIR, 1H, 13C, and 31P-NMR techniques. The antibacterial and antifungal activities against some selected bacteria and yeast strains, antituberculosis activities against Mycobacterium tuberculosis H37Rv, and DNA cleavage activities of mono-ferrocenyl-cyclotetraphosphazenes were also discussed. Compounds 2b, 3a, and 3b exhibited antifungal activity against C. albicans (MIC= 156.3 µM) higher than reference antibiotic Ketoconazole. Moreover, four compounds displayed antituberculosis activity against the M. tuberculosis H37RV. Compound 2a (20 μg/mL) is the most potent of the four compounds. Graphical abstract","PeriodicalId":20043,"journal":{"name":"Phosphorus Sulfur and Silicon and The Related Elements","volume":"78 1","pages":"18 - 29"},"PeriodicalIF":0.0,"publicationDate":"2021-10-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"84095145","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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