Pub Date : 2024-08-28DOI: 10.2174/0113852728321140240811170956
Fayez Althobaiti
A series of N-(substituted)-4-methyl aniline derivatives (4a,b, 5a,b, 6, 7, 8, and 9) has been designed and synthesized, and their biological activities were also evaluated as potential anti-tumor and tubulin enzyme inhibitors. Among all compounds, compound (8) showed the most potent tubulin aromatase enzyme inhibitory activity in vitro with an IC50 of 157.3 pg/mL compared to the reference inhibitor Dox (IC50 = 227.4 pg/mL). A docking simulation was performed to insert compound (8) into the crystal structure of human aromatase at the active site to determine the probable binding model. Based on the previous results, compound (8) with potent inhibitory activity on tumor growth could be employed as a potential anticancer agent.
{"title":"Synthesis of N-[trisubstitutedphenyl]-4-methyl Aniline Derivatives as Novel Anti-Breast Cancer Agents","authors":"Fayez Althobaiti","doi":"10.2174/0113852728321140240811170956","DOIUrl":"https://doi.org/10.2174/0113852728321140240811170956","url":null,"abstract":"A series of N-(substituted)-4-methyl aniline derivatives (4a,b, 5a,b, 6, 7, 8, and 9) has been designed and synthesized, and their biological activities were also evaluated as potential anti-tumor and tubulin enzyme inhibitors. Among all compounds, compound (8) showed the most potent tubulin aromatase enzyme inhibitory activity in vitro with an IC50 of 157.3 pg/mL compared to the reference inhibitor Dox (IC50 = 227.4 pg/mL). A docking simulation was performed to insert compound (8) into the crystal structure of human aromatase at the active site to determine the probable binding model. Based on the previous results, compound (8) with potent inhibitory activity on tumor growth could be employed as a potential anticancer agent.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"33 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-08-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142214515","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-08-28DOI: 10.2174/0113852728317835240812102433
Luu D. Huy, Tatiana S. Savinova, Alexey V. Kazantsev, Victoria V. Fokina, Marina V. Donova
: In this paper, we present an efficient procedure for the transformation of a soybean phytosterol mixture into pregna-1,4,16-triene-3,20-dione, which is a key intermediate for the synthesis of valuable corticoids. The possibility of using two alternative methods for 1(2)-dehydrogenation of pregna-4,16-diene-3,20-dione - chemical and microbiological - was shown. Microbiological 3-keto-4-ene steroid 1(2)-dehydrogenation was carried out using actinobacterial cells of Nocardioides simplex VKM Ac-2033D. The structures of the synthesized compounds were confirmed by the IR, MS, and 1H-NMR methods.
{"title":"Synthesis of Pregna-1,4,16-triene-3,20-dione from a Mixture of Soybean Phytosterols using a Combination of Chemical and Microbiological Methods","authors":"Luu D. Huy, Tatiana S. Savinova, Alexey V. Kazantsev, Victoria V. Fokina, Marina V. Donova","doi":"10.2174/0113852728317835240812102433","DOIUrl":"https://doi.org/10.2174/0113852728317835240812102433","url":null,"abstract":": In this paper, we present an efficient procedure for the transformation of a soybean phytosterol mixture into pregna-1,4,16-triene-3,20-dione, which is a key intermediate for the synthesis of valuable corticoids. The possibility of using two alternative methods for 1(2)-dehydrogenation of pregna-4,16-diene-3,20-dione - chemical and microbiological - was shown. Microbiological 3-keto-4-ene steroid 1(2)-dehydrogenation was carried out using actinobacterial cells of Nocardioides simplex VKM Ac-2033D. The structures of the synthesized compounds were confirmed by the IR, MS, and 1H-NMR methods.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"59 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-08-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142214516","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-08-26DOI: 10.2174/0113852728316945240807114705
Azhaar T. Alsaggaf, Mostafa Sayed, Ahmed I.A. Soliman, Mostafa Ahmed
Organocatalysis has been recognized as a part of chemical research for a long time, and it gained significant attention in catalysis in recent decades. Amine catalyst is a substantial type of organocatalysis, and it is successively employed for the activation of carbonyl compounds. This manuscript delves into the exploration of a proline-based organocatalyst for the synthesis of arylidene benzofuranone intermediates, a critical step that facilitates the subsequent construction of aurone-derived azadienes. In this work, we successfully reported the synthesis of arylidene benzofuranone intermediates through Aldol condensation of benzofuranone with different aldehydes enabled by proline-derived organic catalysts. To achieve this strategy, six examples of amine organocatalysts (A1-A6) were evaluated to showcase the optimal catalyst for this transformation. Moreover, the arylidene benzofuranone intermediates were further employed for the synthesis of interesting aurone-derived azadiene substrates through its reaction with TsNH2. Notably, the using of organocatalyst A6 resulted in the delivery of the product with the best yield (94% isolated yield). Under the optimized conditions, different aromatic and heterocyclic containing aldehydes were effectively tolerated to generate the corresponding arylidene benzofuranone intermediates, which further converted to the azadiene products in high to excellent yield. The claimed structures were confirmed by the spectral analysis.
{"title":"Proline-based Organocatalyst for the Synthesis of Arylidene Benzofuranone Intermediates Enabling the Construction of Aurone-derived Azadienes","authors":"Azhaar T. Alsaggaf, Mostafa Sayed, Ahmed I.A. Soliman, Mostafa Ahmed","doi":"10.2174/0113852728316945240807114705","DOIUrl":"https://doi.org/10.2174/0113852728316945240807114705","url":null,"abstract":"Organocatalysis has been recognized as a part of chemical research for a long time, and it gained significant attention in catalysis in recent decades. Amine catalyst is a substantial type of organocatalysis, and it is successively employed for the activation of carbonyl compounds. This manuscript delves into the exploration of a proline-based organocatalyst for the synthesis of arylidene benzofuranone intermediates, a critical step that facilitates the subsequent construction of aurone-derived azadienes. In this work, we successfully reported the synthesis of arylidene benzofuranone intermediates through Aldol condensation of benzofuranone with different aldehydes enabled by proline-derived organic catalysts. To achieve this strategy, six examples of amine organocatalysts (A1-A6) were evaluated to showcase the optimal catalyst for this transformation. Moreover, the arylidene benzofuranone intermediates were further employed for the synthesis of interesting aurone-derived azadiene substrates through its reaction with TsNH2. Notably, the using of organocatalyst A6 resulted in the delivery of the product with the best yield (94% isolated yield). Under the optimized conditions, different aromatic and heterocyclic containing aldehydes were effectively tolerated to generate the corresponding arylidene benzofuranone intermediates, which further converted to the azadiene products in high to excellent yield. The claimed structures were confirmed by the spectral analysis.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"7 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-08-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142214518","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-08-15DOI: 10.2174/0113852728319332240806053131
Mehmet Aslan, Ümit Çalışır, Baki Çiçek
Organo-modified carbon nanotubes have recently gained the interest of many research groups. The potential for applying a new generation of organo-modified carbon nanotubes in many technological fields reveals the importance of covalent modifications on nanotubes. In this study, using the microwave synthesis method, multi-walled carbon nanotube (MWCNT) thiophenol derivatives were obtained with a thioesterification reaction. For this purpose, MWCNT-COOH was obtained from MWCNT by oxidation, and MWCNTCOCl was synthesized from MWCNT-COOH. The MWCNT-CO-S-(ortho/meta/para-methyl/methoxyphenyl) (MA1-MA6) compounds were synthesized through both microwave synthesis methods starting with MWCNT-COCl and Steglich ester reaction of MWCNT-COOH. Products were characterized using Fourier Transform-Infrared Spectroscopy (FTIR), Nuclear Magnetic Resonance (NMR), Thermogravimetric Analysis (TGA), and Transmission Electron Spectroscopy (TEM) methods. Furthermore, step numbers, reaction times, and temperatures of obtained molecules, MA1–MA6, were compared. Steglich esterification was found to be the most effective technique for creating these compounds. The photoluminescent characteristics of MWCNT, MWCNT-COOH, and MA1-MA6 compounds were examined. The intensity of the photoluminescence (PL) was found to vary with the location of the functional group. It was detected that the MA2 compound had the highest photoluminescence intensity (6.9x102 a.u.), while the MA1 compound had the second-highest photoluminescence intensity (6.9x102 a.u.). MA1 and MA2 were radiated at low wavelengths of 475–490 nm with high PL values. Possible transitions were nàπ* transitions, with high PL values obtained because of the oxygen atom in the methoxy group. It is expected that these materials will find use in imaging devices operating at high temperatures, particularly because structures containing methoxy groups exhibit favourable photoluminescence properties.
{"title":"Comparison of Microwave-assisted Synthesis and Steglich Thioesterification for the Modification of Nanotubes","authors":"Mehmet Aslan, Ümit Çalışır, Baki Çiçek","doi":"10.2174/0113852728319332240806053131","DOIUrl":"https://doi.org/10.2174/0113852728319332240806053131","url":null,"abstract":"Organo-modified carbon nanotubes have recently gained the interest of many research groups. The potential for applying a new generation of organo-modified carbon nanotubes in many technological fields reveals the importance of covalent modifications on nanotubes. In this study, using the microwave synthesis method, multi-walled carbon nanotube (MWCNT) thiophenol derivatives were obtained with a thioesterification reaction. For this purpose, MWCNT-COOH was obtained from MWCNT by oxidation, and MWCNTCOCl was synthesized from MWCNT-COOH. The MWCNT-CO-S-(ortho/meta/para-methyl/methoxyphenyl) (MA1-MA6) compounds were synthesized through both microwave synthesis methods starting with MWCNT-COCl and Steglich ester reaction of MWCNT-COOH. Products were characterized using Fourier Transform-Infrared Spectroscopy (FTIR), Nuclear Magnetic Resonance (NMR), Thermogravimetric Analysis (TGA), and Transmission Electron Spectroscopy (TEM) methods. Furthermore, step numbers, reaction times, and temperatures of obtained molecules, MA1–MA6, were compared. Steglich esterification was found to be the most effective technique for creating these compounds. The photoluminescent characteristics of MWCNT, MWCNT-COOH, and MA1-MA6 compounds were examined. The intensity of the photoluminescence (PL) was found to vary with the location of the functional group. It was detected that the MA2 compound had the highest photoluminescence intensity (6.9x102 a.u.), while the MA1 compound had the second-highest photoluminescence intensity (6.9x102 a.u.). MA1 and MA2 were radiated at low wavelengths of 475–490 nm with high PL values. Possible transitions were nàπ* transitions, with high PL values obtained because of the oxygen atom in the methoxy group. It is expected that these materials will find use in imaging devices operating at high temperatures, particularly because structures containing methoxy groups exhibit favourable photoluminescence properties.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"38 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-08-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142214517","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-08-07DOI: 10.2174/0113852728322447240718054734
Ram Pratap Pandey, Bindu Tiwari, Anand Kumar Pandey, Nazar Hussain
Glycosylation reactions are central to carbohydrate chemistry due to their broad applications in drug development and biological probes. Despite presenting significant challenges and often requiring substantial amounts of promoters, these reactions yield value-added products of immense biological importance. The incorporation of transition metal catalysis in glycosylation reactions offers advantages, such as mild reaction conditions and enhanced selectivity. Currently, synthetic chemists are particularly interested in C- and S-glycosides because their glycosidic linkages exhibit greater metabolic stability compared to the more vulnerable Oglycosides. This review aims to explore recent advances in the synthesis of various structurally diverse and biologically relevant C- and S-glycosides, covering literature from 2019 to 2024.
{"title":"Recent Advancements in Glycosylation Reactions: An Access to Privileged C- and S-Glycosides","authors":"Ram Pratap Pandey, Bindu Tiwari, Anand Kumar Pandey, Nazar Hussain","doi":"10.2174/0113852728322447240718054734","DOIUrl":"https://doi.org/10.2174/0113852728322447240718054734","url":null,"abstract":"Glycosylation reactions are central to carbohydrate chemistry due to their broad applications in drug development and biological probes. Despite presenting significant challenges and often requiring substantial amounts of promoters, these reactions yield value-added products of immense biological importance. The incorporation of transition metal catalysis in glycosylation reactions offers advantages, such as mild reaction conditions and enhanced selectivity. Currently, synthetic chemists are particularly interested in C- and S-glycosides because their glycosidic linkages exhibit greater metabolic stability compared to the more vulnerable Oglycosides. This review aims to explore recent advances in the synthesis of various structurally diverse and biologically relevant C- and S-glycosides, covering literature from 2019 to 2024.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"198 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-08-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141944339","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-08-07DOI: 10.2174/0113852728320575240719052529
Md. Rezaul Islam, Abdur Rauf, Shopnil Akash, Md Naeem Hossain Fakir, Md. Ibrahim Khalil Al – Imran, Gazi Kaifeara Thufa, Sadiya Islam Trisha, Umme Habiba, Abdullah S. M. Aljohani, Waleed Al Abdulmonem, Marcello Iriti
: A pentacyclic triterpenoid produced from medicinal herbs, fruits, and vegetables, Ursolic acid [UA] has pharmacological activity. This review provides a comprehensive overview of the interactions of UA with molecular targets, its various mechanisms of action, and its clinical implications in cancer therapy. Numerous studies have been conducted on the pharmacological effects of UA, and its biological benefits, such as its antiinflammatory, antioxidant, and anti-cancer activities, have been demonstrated. The study showed how signaling pathways, such as PI3K/Akt, MAPK, and NF-κB, work together to control cell death, proliferation, and inflammation. UA effectively treats cancer by interacting with molecular targets in cell signaling pathways, making it a potent treatment option. UA inhibits tumor cell transformation, limits their reproduction ability, and triggers apoptosis. UA has been found to inhibit various pro-inflammatory transcription factors and cell cycle proteins, such as kinases, cytokines, chemokines, adhesion molecules, and inflammatory enzymes. The targets may aid in UA's chemopreventive and therapeutic benefits by preventing cancer initiation, growth, and metastasis. UA inhibits cancer cell proliferation by arresting and triggering apoptosis through the cell cycle. UA is a promising anti-cancer agent with various mechanisms of action. UA can target multiple signaling pathways and influence the tumor microenvironment, suggesting its potential as a complementary therapy in cancer treatment. Further clinical investigations are needed to entirely understand the therapeutic potential of UA and optimize its application in cancer. This review explores the molecular targets of UA and provides insights into its potential anticancer activities.
:熊果酸是从药草、水果和蔬菜中提取的一种五环三萜类化合物，具有药理活性。本综述全面概述了熊果酸与分子靶点的相互作用、各种作用机制及其在癌症治疗中的临床意义。人们对 UA 的药理作用进行了大量研究，其生物益处，如抗炎、抗氧化和抗癌活性已得到证实。研究表明，PI3K/Akt、MAPK 和 NF-κB 等信号通路如何共同控制细胞死亡、增殖和炎症。UA 通过与细胞信号通路中的分子靶点相互作用来有效治疗癌症，使其成为一种有效的治疗选择。乌拉坦能抑制肿瘤细胞转化，限制其繁殖能力，并引发细胞凋亡。研究发现，尿素氮可抑制各种促炎转录因子和细胞周期蛋白，如激酶、细胞因子、趋化因子、粘附分子和炎症酶。这些靶点可通过防止癌症的发生、生长和转移，帮助 UA 发挥化学预防和治疗作用。尿素氮可通过抑制细胞周期并引发细胞凋亡来抑制癌细胞增殖。尿素氮是一种很有前景的抗癌剂，具有多种作用机制。UA 可以靶向多种信号通路并影响肿瘤微环境，这表明它有可能成为癌症治疗的一种辅助疗法。要全面了解 UA 的治疗潜力并优化其在癌症中的应用，还需要进一步的临床研究。本综述探讨了 UA 的分子靶点，并就其潜在的抗癌活性提供了见解。
{"title":"A New Perspective on the Molecular Targets, Mechanisms of Action, and Clinical Significance of Ursolic Acid’s Multifaceted Anti-Cancer Effects","authors":"Md. Rezaul Islam, Abdur Rauf, Shopnil Akash, Md Naeem Hossain Fakir, Md. Ibrahim Khalil Al – Imran, Gazi Kaifeara Thufa, Sadiya Islam Trisha, Umme Habiba, Abdullah S. M. Aljohani, Waleed Al Abdulmonem, Marcello Iriti","doi":"10.2174/0113852728320575240719052529","DOIUrl":"https://doi.org/10.2174/0113852728320575240719052529","url":null,"abstract":": A pentacyclic triterpenoid produced from medicinal herbs, fruits, and vegetables, Ursolic acid [UA] has pharmacological activity. This review provides a comprehensive overview of the interactions of UA with molecular targets, its various mechanisms of action, and its clinical implications in cancer therapy. Numerous studies have been conducted on the pharmacological effects of UA, and its biological benefits, such as its antiinflammatory, antioxidant, and anti-cancer activities, have been demonstrated. The study showed how signaling pathways, such as PI3K/Akt, MAPK, and NF-κB, work together to control cell death, proliferation, and inflammation. UA effectively treats cancer by interacting with molecular targets in cell signaling pathways, making it a potent treatment option. UA inhibits tumor cell transformation, limits their reproduction ability, and triggers apoptosis. UA has been found to inhibit various pro-inflammatory transcription factors and cell cycle proteins, such as kinases, cytokines, chemokines, adhesion molecules, and inflammatory enzymes. The targets may aid in UA's chemopreventive and therapeutic benefits by preventing cancer initiation, growth, and metastasis. UA inhibits cancer cell proliferation by arresting and triggering apoptosis through the cell cycle. UA is a promising anti-cancer agent with various mechanisms of action. UA can target multiple signaling pathways and influence the tumor microenvironment, suggesting its potential as a complementary therapy in cancer treatment. Further clinical investigations are needed to entirely understand the therapeutic potential of UA and optimize its application in cancer. This review explores the molecular targets of UA and provides insights into its potential anticancer activities.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"77 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-08-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141944340","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-07-31DOI: 10.2174/0113852728320618240711104927
Yogesh Yadav, Rajdeep Tyagi, Ram Sagar
Perlin’s aldehyde is an α,β-unsaturated carbonyl compound with two well-defined chiral centres and a free hydroxy group. Since its discovery and synthesis by A. S. Perlin in 1975, it has been used as a flexible chiral synthon for synthesising natural products, its scaffolds and biologically significant compounds. Perlin’s aldehydes serve as useful starting materials in diversity-oriented synthesis (DOS) and chiral building blocks in organic synthesis. Currently, synthesising frameworks based on carbohydrates is at the forefront of organic synthesis. Inspired by the reactivity of Perlin’s aldehyde, various research groups worldwide used this molecule as a chiral synthon and published a number of research papers and a review article covering literature until 2012. This review covers recent advances in the synthesis of natural products, their scaffolds and other molecules, starting from perlin aldehyde, covering the literature from 2013 till date.
佩林醛是一种具有两个明确手性中心和一个游离羟基的 α、β-不饱和羰基化合物。自 1975 年由 A. S. Perlin 发现并合成以来，它一直被用作一种灵活的手性合成物，用于合成天然产品、其支架和具有重要生物意义的化合物。佩林醛是面向多样性合成（DOS）的有用起始原料，也是有机合成中的手性构件。目前，以碳水化合物为基础合成框架是有机合成的前沿领域。受佩林醛反应性的启发，世界各地的研究小组将这种分子用作手性合成物，并发表了多篇研究论文和一篇综述文章，涵盖了 2012 年之前的文献。这篇综述从佩林醛开始，介绍了天然产物、其支架和其他分子合成的最新进展，涵盖 2013 年至今的文献。
{"title":"Carbohydrate Derived α,β-Unsaturated Enals (Perlin’s Aldehyde) as Chiral Synthon for the Synthesis of Privileged Scaffolds","authors":"Yogesh Yadav, Rajdeep Tyagi, Ram Sagar","doi":"10.2174/0113852728320618240711104927","DOIUrl":"https://doi.org/10.2174/0113852728320618240711104927","url":null,"abstract":"Perlin’s aldehyde is an α,β-unsaturated carbonyl compound with two well-defined chiral centres and a free hydroxy group. Since its discovery and synthesis by A. S. Perlin in 1975, it has been used as a flexible chiral synthon for synthesising natural products, its scaffolds and biologically significant compounds. Perlin’s aldehydes serve as useful starting materials in diversity-oriented synthesis (DOS) and chiral building blocks in organic synthesis. Currently, synthesising frameworks based on carbohydrates is at the forefront of organic synthesis. Inspired by the reactivity of Perlin’s aldehyde, various research groups worldwide used this molecule as a chiral synthon and published a number of research papers and a review article covering literature until 2012. This review covers recent advances in the synthesis of natural products, their scaffolds and other molecules, starting from perlin aldehyde, covering the literature from 2013 till date.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"22 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-07-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141867979","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-07-30DOI: 10.2174/0113852728319336240711055314
Ümit Çalışır
: The high dipolarophile structure of MWCNT compounds enables them to be used as a reactive 2π member in 1,3-dipolar cycloaddition reactions. N-substituted glycine ester compounds and employed 1,3- dipolar cycloaddition reactions involving azomethine-ylides for the synthesis of multiwalled carbon nanotube compounds that underwent covalent modification. Initially, N-substituted glycine esters (3a) and N-substituted glycine compounds were synthesized. N-substituted glycine (4a) and substituted aromatic aldehyde derivatives were reacted with the dipolarophilic MWCNTs, which have regioselectivity only on (6,6)-bonds, via azomethine ylide intermediates over a 1,3-dipolar cycloaddition reaction to obtain the target pyridine-pyrrolemodified carbon nanotube derivatives (6a-g). The compounds' structural characterizations were achieved using FTIR, Raman, NMR, TEM, UV-VIS, and TGA methods. The dispersibility of the compounds was evaluated in various solvents. The activity of each compound's antimicrobial properties against Escherichia coli was assessed. Based on the obtained results, it was concluded that the compounds, by the method employed, adsorbed Escherichia coli bacteria and decreased the bacterial concentration in their film form. According to the results, the compounds can be used in bacterial adsorption-based purification systems (the eradication of water and environmental pollutants) based on the results obtained.
{"title":"Synthesis and Characterization of Pyridine-Pyrrole-Modified Carbon Nanotube Derivatives via Ylides","authors":"Ümit Çalışır","doi":"10.2174/0113852728319336240711055314","DOIUrl":"https://doi.org/10.2174/0113852728319336240711055314","url":null,"abstract":": The high dipolarophile structure of MWCNT compounds enables them to be used as a reactive 2π member in 1,3-dipolar cycloaddition reactions. N-substituted glycine ester compounds and employed 1,3- dipolar cycloaddition reactions involving azomethine-ylides for the synthesis of multiwalled carbon nanotube compounds that underwent covalent modification. Initially, N-substituted glycine esters (3a) and N-substituted glycine compounds were synthesized. N-substituted glycine (4a) and substituted aromatic aldehyde derivatives were reacted with the dipolarophilic MWCNTs, which have regioselectivity only on (6,6)-bonds, via azomethine ylide intermediates over a 1,3-dipolar cycloaddition reaction to obtain the target pyridine-pyrrolemodified carbon nanotube derivatives (6a-g). The compounds' structural characterizations were achieved using FTIR, Raman, NMR, TEM, UV-VIS, and TGA methods. The dispersibility of the compounds was evaluated in various solvents. The activity of each compound's antimicrobial properties against Escherichia coli was assessed. Based on the obtained results, it was concluded that the compounds, by the method employed, adsorbed Escherichia coli bacteria and decreased the bacterial concentration in their film form. According to the results, the compounds can be used in bacterial adsorption-based purification systems (the eradication of water and environmental pollutants) based on the results obtained.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"46 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-07-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141867999","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-07-30DOI: 10.2174/0113852728325969240711105055
Ravi Varala, Kamsali Murali Mohan Achari, Mohammed Hussein, Mohammed Mujahid Alam, Seella Ramanaiah
Cesium carbonate is an alkali carbonate salt that has numerous applications and has been proven to be a mild inorganic base in organic synthesis. It has garnered significant attention due to its practicality in C-H functionalization and heteroatom-heteroatom bond formation reactions, in addition to its application in conventional synthetic transformations. In this six-year update, we have examined the most important applications of Cs2CO3 in organic synthesis from 2018 to the present, including the scope of the reaction and providing detailed explanations of the underlying mechanisms.
{"title":"Cesium Carbonate (Cs2CO3) in Organic Synthesis: A Sexennial Update (2018 to Date)","authors":"Ravi Varala, Kamsali Murali Mohan Achari, Mohammed Hussein, Mohammed Mujahid Alam, Seella Ramanaiah","doi":"10.2174/0113852728325969240711105055","DOIUrl":"https://doi.org/10.2174/0113852728325969240711105055","url":null,"abstract":"Cesium carbonate is an alkali carbonate salt that has numerous applications and has been proven to be a mild inorganic base in organic synthesis. It has garnered significant attention due to its practicality in C-H functionalization and heteroatom-heteroatom bond formation reactions, in addition to its application in conventional synthetic transformations. In this six-year update, we have examined the most important applications of Cs2CO3 in organic synthesis from 2018 to the present, including the scope of the reaction and providing detailed explanations of the underlying mechanisms.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"1 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-07-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141867982","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2024-07-30DOI: 10.2174/0113852728310688240711064139
Roosenilson Muniz, Mateus J. Matos, Alex de N. de Oliveira, André L.M. Porto, Alexander Pokutsa, Francisco F. Oliveira, David E. Q. Jimenez, Irlon M. Ferreira
: Effective and “green” synthesis of tetraketone derivatives was elaborated. The last compounds developed prominent bactericide activity against both MIC and MBC S. aureus (ATCC-6538P) bacteria. The novelty of this approach is concluded in the application of Al(OH)3 catalyst for the Knoevenagel-Michael cascade reaction of aromatic aldehydes and 1,3-cyclic diketones in water. The process is chemoselective and affords high yield of tetraketones under benign conditions. The catalyst maintained 80% of initial activity within four cycles. The proposed method can be regarded as an alternative to the existing syntheses of biologically active tetraketones that utilize homogeneous and expensive heterogeneous catalysts. result: The reaction is chemoselective and gives high yields of tetraketones under mild conditions. The catalyst maintained 80% yield until the third reuse cycle.
{"title":"“Green” Synthesis of Substituted Tetraketones with Prominent Bactericide Effect","authors":"Roosenilson Muniz, Mateus J. Matos, Alex de N. de Oliveira, André L.M. Porto, Alexander Pokutsa, Francisco F. Oliveira, David E. Q. Jimenez, Irlon M. Ferreira","doi":"10.2174/0113852728310688240711064139","DOIUrl":"https://doi.org/10.2174/0113852728310688240711064139","url":null,"abstract":": Effective and “green” synthesis of tetraketone derivatives was elaborated. The last compounds developed prominent bactericide activity against both MIC and MBC S. aureus (ATCC-6538P) bacteria. The novelty of this approach is concluded in the application of Al(OH)3 catalyst for the Knoevenagel-Michael cascade reaction of aromatic aldehydes and 1,3-cyclic diketones in water. The process is chemoselective and affords high yield of tetraketones under benign conditions. The catalyst maintained 80% of initial activity within four cycles. The proposed method can be regarded as an alternative to the existing syntheses of biologically active tetraketones that utilize homogeneous and expensive heterogeneous catalysts. result: The reaction is chemoselective and gives high yields of tetraketones under mild conditions. The catalyst maintained 80% yield until the third reuse cycle.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"74 1","pages":""},"PeriodicalIF":2.6,"publicationDate":"2024-07-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141867980","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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