Background:: Nowadays, macrocyclic compounds constitute a privileged source for the development of compounds with interesting biological properties. Ring-closing olefin me-tathesis has received great attention for the synthesis of small, medium, and larger ring systems. Methods:: In the present work, we described the synthesis of eight original pyridyl macrocyclic triarylmethanes using an efficient 3-step synthetic strategy. The bisalkylated 4,4'-(pyridin-X-ylmethylene) diphenols (X=2-4) were prepared by ring-closing metathesis as macrocyclization key step, using Grubbs second generation catalyst. Results:: The pyridyl macrocyclic triarylmethanes were obtained with moderate to good yields. The introduction of a pyridine N-oxide moiety before the macrocyclization proved to be interest-ing to afford a higher yield of the corresponding metathesis product. FT-IR, 1 H NMR, 13C NMR, and X-ray diffraction analysis have been used for the characterization of the synthesized compounds. Conclusion:: The synthetic strategy used here proposes an efficient alternative to prepare macro-cyclic triarylmethanes of different sizes.
背景如今，大环化合物是开发具有有趣生物特性的化合物的重要来源。在合成小环、中环和大环系统方面，闭环烯烃甲基化反应备受关注。方法：：在本研究中，我们采用高效的三步合成策略合成了 8 个原创的吡啶基大环三芳基甲烷。使用格拉布斯第二代催化剂，通过闭环偏析作为大环化关键步骤，制备了双烷基化的 4,4'-（吡啶-X-基亚甲基）二苯酚（X=2-4）。结果获得了中等至良好收率的吡啶基大环三芳基甲烷。事实证明，在大环化之前引入吡啶 N-氧化物分子，可以获得更高产率的相应偏合成产物。傅立叶变换红外光谱、1 H NMR、13C NMR 和 X 射线衍射分析被用于表征合成的化合物。结论本文采用的合成策略为制备不同尺寸的大环三芳基甲烷提供了一种有效的替代方法。
{"title":"Novel Pyridyl Macrocyclic Triarylmethanes: Synthesis by Ring-closing Metathesis and Chemical Analysis","authors":"Ameni Hadj Mohamed, Corinne Coutant, Moncef Msaddek, Maité Sylla-Iyarreta Veitía","doi":"10.2174/0115701794249707230930113307","DOIUrl":"https://doi.org/10.2174/0115701794249707230930113307","url":null,"abstract":"Background:: Nowadays, macrocyclic compounds constitute a privileged source for the development of compounds with interesting biological properties. Ring-closing olefin me-tathesis has received great attention for the synthesis of small, medium, and larger ring systems. Methods:: In the present work, we described the synthesis of eight original pyridyl macrocyclic triarylmethanes using an efficient 3-step synthetic strategy. The bisalkylated 4,4'-(pyridin-X-ylmethylene) diphenols (X=2-4) were prepared by ring-closing metathesis as macrocyclization key step, using Grubbs second generation catalyst. Results:: The pyridyl macrocyclic triarylmethanes were obtained with moderate to good yields. The introduction of a pyridine N-oxide moiety before the macrocyclization proved to be interest-ing to afford a higher yield of the corresponding metathesis product. FT-IR, 1 H NMR, 13C NMR, and X-ray diffraction analysis have been used for the characterization of the synthesized compounds. Conclusion:: The synthetic strategy used here proposes an efficient alternative to prepare macro-cyclic triarylmethanes of different sizes.","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":null,"pages":null},"PeriodicalIF":1.8,"publicationDate":"2024-04-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140570458","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 : 2024-04-05DOI: 10.2174/0115701794290718240322054346
Rita M.A. Borik, Ashraf H. F. Abd El-Wahab, Hany M. M. Hamed, Khatib S. Ismail
Background: Condensation of 3-acetyl-2H-chromen-2-one (1) with 2‐(4-methoxybenzylidene) malononitrile (2) in ammonium acetate/acetic acid or absolute ethanol/piperidine affords pyridine (3) and chromen-2-one (4) derivatives, respectively. background: Synthesis of a novel series of chromen-3-yl-pyridine derivatives were elucidated using spectroscopic techniques and elemental analysis. antimicrobial activities of compounds were then evaluated in vitro. Compound (E)-3-(3-(4-methoxyphenyl)acryloyl)-2H-chromen-2-one (4), was more effective against all five microorganisms and nicotinonitrile derivative 3 and 1,8-naphthyridin-2-yl)-2H-chromen-2-one derivative 14, while compounds 9, 10a-c, 11, 12 and 13 were moderate activity for antimicrobial activities. Methods: In this study, the reaction of 3 with an electrophilic reagent, namely, formic acid, acetic anhydride and formamide afforded the pyridopyrimidinone and pyridine derivatives (6- 9). Also, treatment of 3 with different aromatic aldehydes, carbon disulfide, NaN3/NH4Cl, 2- (4-methoxybenzylidene)malononitrile and acetophenone afforded pyridopyrimidinone, carbamodithioic acid, tetrazol-5-yl-chromen-2-one, 2H-chromen-2-one, and pyridine derivatives (10-14), respectively. Results: This study synthesized coumarins with antimicrobial activity and verified the structure and purity of the synthesized compounds using spectral data. Conclusion: The new compounds were evaluated in vitro for their antimicrobial activity against gram-positive bacteria (Staphylococcus aureus, Methicillin-resistant Staphylococcus aureus) and gram-negative bacteria (Escherichia coli, Pseudomonas aeruginosa), in addition to fungus (Candida albicans). The investigated substances 3 and 14 presented good activity against MRSA, E. coli, P. aeruginosa and C. albicans, while compounds 9, 10a-c, 11, 12 and 13 exhibited good to moderate activity.
{"title":"Heteroaromatization of Coumarin Part II: Synthesis, Reactions, Antimicrobial Activities of Novel Pyrido[2,3-d]pyrimidine Derivatives","authors":"Rita M.A. Borik, Ashraf H. F. Abd El-Wahab, Hany M. M. Hamed, Khatib S. Ismail","doi":"10.2174/0115701794290718240322054346","DOIUrl":"https://doi.org/10.2174/0115701794290718240322054346","url":null,"abstract":"Background: Condensation of 3-acetyl-2H-chromen-2-one (1) with 2‐(4-methoxybenzylidene) malononitrile (2) in ammonium acetate/acetic acid or absolute ethanol/piperidine affords pyridine (3) and chromen-2-one (4) derivatives, respectively. background: Synthesis of a novel series of chromen-3-yl-pyridine derivatives were elucidated using spectroscopic techniques and elemental analysis. antimicrobial activities of compounds were then evaluated in vitro. Compound (E)-3-(3-(4-methoxyphenyl)acryloyl)-2H-chromen-2-one (4), was more effective against all five microorganisms and nicotinonitrile derivative 3 and 1,8-naphthyridin-2-yl)-2H-chromen-2-one derivative 14, while compounds 9, 10a-c, 11, 12 and 13 were moderate activity for antimicrobial activities. Methods: In this study, the reaction of 3 with an electrophilic reagent, namely, formic acid, acetic anhydride and formamide afforded the pyridopyrimidinone and pyridine derivatives (6- 9). Also, treatment of 3 with different aromatic aldehydes, carbon disulfide, NaN3/NH4Cl, 2- (4-methoxybenzylidene)malononitrile and acetophenone afforded pyridopyrimidinone, carbamodithioic acid, tetrazol-5-yl-chromen-2-one, 2H-chromen-2-one, and pyridine derivatives (10-14), respectively. Results: This study synthesized coumarins with antimicrobial activity and verified the structure and purity of the synthesized compounds using spectral data. Conclusion: The new compounds were evaluated in vitro for their antimicrobial activity against gram-positive bacteria (Staphylococcus aureus, Methicillin-resistant Staphylococcus aureus) and gram-negative bacteria (Escherichia coli, Pseudomonas aeruginosa), in addition to fungus (Candida albicans). The investigated substances 3 and 14 presented good activity against MRSA, E. coli, P. aeruginosa and C. albicans, while compounds 9, 10a-c, 11, 12 and 13 exhibited good to moderate activity.","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":null,"pages":null},"PeriodicalIF":1.8,"publicationDate":"2024-04-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140570461","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}
: Polyethylene glycol (PEG) has become a popular solvent and green catalyst for a variety of chemical reactions. It is a stable and biodegradable polymeric catalyst used in organic synthesis because it may be recycled numerous times without significantly losing its catalytic activity. Recently, the use of PEG-H2O mixed solvent systems in organic synthesis has gained popularity. This article presents an overview of PEG-H2O solvent system-mediated organic reactions, with a main focus on the importance of the solvent system. The study also focuses on recent developments in the PEG-H2O solvent system-mediated synthesis of a number of heterocy-clic compounds. Important characteristics of these PEG-H2O solvent systems include high atom economies, gentle reaction conditions, faster reaction rates, readily isolated side products and high yields. Results from various reactions showed that the choice of proper ratio of PEG: H2O solvent system plays a key role in product yields.
{"title":"The Emerging Role of Polyethylene Glycol-Water (PEG-H2O) as the Benign Mixed Solvent System in Organic Synthesis","authors":"Chitteti Divyavani, Pannala Padmaja, Pedavenkatagari Narayana Reddy","doi":"10.2174/0115701794284081240206043435","DOIUrl":"https://doi.org/10.2174/0115701794284081240206043435","url":null,"abstract":": Polyethylene glycol (PEG) has become a popular solvent and green catalyst for a variety of chemical reactions. It is a stable and biodegradable polymeric catalyst used in organic synthesis because it may be recycled numerous times without significantly losing its catalytic activity. Recently, the use of PEG-H2O mixed solvent systems in organic synthesis has gained popularity. This article presents an overview of PEG-H2O solvent system-mediated organic reactions, with a main focus on the importance of the solvent system. The study also focuses on recent developments in the PEG-H2O solvent system-mediated synthesis of a number of heterocy-clic compounds. Important characteristics of these PEG-H2O solvent systems include high atom economies, gentle reaction conditions, faster reaction rates, readily isolated side products and high yields. Results from various reactions showed that the choice of proper ratio of PEG: H2O solvent system plays a key role in product yields.","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":null,"pages":null},"PeriodicalIF":1.8,"publicationDate":"2024-03-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140150169","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}
Background:: This work describes the oxidation of a catechol moiety to the corresponding quinone by using Mn(III)-based catalysts in the presence of an organic base. Two newly reported Mn(III)-Schiff base complexes were utilized for the oxidation of three different substrates, namely, 3,5-di tert-butyl catechol, 1,4-dihydroxy benzene and pyrocatechol, aerobically. Objective:: We intended to understand the role of a base for the above-mentioned oxidation process. Also, we were interested to monitor the progress of reaction using 1H-NMR spectroscopy and to get more insight into the mechanistic path of the reaction. Methods:: The oxidation processes were studied in open air in acetonitrile or methanol solvent. The reaction mixture containing concerned substrate, catalyst, and base were stirred in open air and 1H-NMR spectrum was recorded using the crude reaction mixture in different time intervals. Results:: Interestingly, introduction of a base in the reaction mixture, enhanced the rate to a great extent for the first two substrates. This observation may provide an idea toward the rate determining step of the process. Notably, the third substrate, pyrocatechol, could not be oxidized by any of the two cata-lysts even with a base which might emphasize monodentate binding mode of the substrate. Each of the oxidation was monitored with the help of time dependent 1H-NMR spectroscopy. Conclusion:: A mechanistic pathway has been proposed. The spectra obtained in different cases help to compare the efficiency of the catalysts with or without base. In the absence of the catalysts, triethyl-amine alone cannot complete the conversion in the stipulated time, which may establish the effective-ness of the catalysts via the base-assisted mechanism.
{"title":"Study on the Catecholase Activity in the Presence of a Mn(III)-based Catalyst and Base","authors":"Rashmi Rekha Tripathy, Samaresh Jana, Sohini Sarkar","doi":"10.2174/0115701794285802240219064947","DOIUrl":"https://doi.org/10.2174/0115701794285802240219064947","url":null,"abstract":"Background:: This work describes the oxidation of a catechol moiety to the corresponding quinone by using Mn(III)-based catalysts in the presence of an organic base. Two newly reported Mn(III)-Schiff base complexes were utilized for the oxidation of three different substrates, namely, 3,5-di tert-butyl catechol, 1,4-dihydroxy benzene and pyrocatechol, aerobically. Objective:: We intended to understand the role of a base for the above-mentioned oxidation process. Also, we were interested to monitor the progress of reaction using 1H-NMR spectroscopy and to get more insight into the mechanistic path of the reaction. Methods:: The oxidation processes were studied in open air in acetonitrile or methanol solvent. The reaction mixture containing concerned substrate, catalyst, and base were stirred in open air and 1H-NMR spectrum was recorded using the crude reaction mixture in different time intervals. Results:: Interestingly, introduction of a base in the reaction mixture, enhanced the rate to a great extent for the first two substrates. This observation may provide an idea toward the rate determining step of the process. Notably, the third substrate, pyrocatechol, could not be oxidized by any of the two cata-lysts even with a base which might emphasize monodentate binding mode of the substrate. Each of the oxidation was monitored with the help of time dependent 1H-NMR spectroscopy. Conclusion:: A mechanistic pathway has been proposed. The spectra obtained in different cases help to compare the efficiency of the catalysts with or without base. In the absence of the catalysts, triethyl-amine alone cannot complete the conversion in the stipulated time, which may establish the effective-ness of the catalysts via the base-assisted mechanism.","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":null,"pages":null},"PeriodicalIF":1.8,"publicationDate":"2024-03-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"140150064","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 : 2024-02-22DOI: 10.2174/0115701794273947231206111750
Brenda V. Loera-García, Socorro Leyva-Ramos, Jaime Cardoso-Ortiz, Saúl Noriega, Antonio Romo-Mancillas, Kim M. Baines, Sarah L. McOnei
Background: Nitroaromatic compounds are important scaffolds used for the syn-thesis of a variety of compounds, such as explosives, herbicides, dyes, perfumes and phar-maceuticals. Bismuth nitrate pentahydrate is a widely used reagent in organic synthesis; how-ever, its utility as a nitrating agent for anilines is underexplored. Objective: The aim of this work is to propose and find the proper reaction conditions of an alternative nitrating agent constituted by a mixture of bismuth nitrate / acetic anhydride in DCM with a series of substituted anilines under mild reflux. Methods: Several anilines having both activating and deactivating substituents in the ortho, meta and para positions were the substrate for the nitration reaction. Experimental conditions were performed in “one-pot” conditions before product purification. Results: Bi(NO3)3•5H2O demonstrated to be effective and somehow regioselective when it came to the nitration of anilines in the ortho position. Although other products were also identified under these conditions, in most cases, the ortho derivative was the major or even the only product obtained with moderate to high yields in the range of 50% – 96%. Conclusion: Bi(NO3)3•5H2O is an efficient and safe nitrating agent since the use of concen-trated and corrosive acids like sulfuric and nitric is avoided; furthermore, bismuth nitrate is low-priced and no special care nor equipment is required.
{"title":"An Alternative Method for the Selective Synthesis of Ortho-nitro Anilines Using Bismuth Nitrate Pentahydrate","authors":"Brenda V. Loera-García, Socorro Leyva-Ramos, Jaime Cardoso-Ortiz, Saúl Noriega, Antonio Romo-Mancillas, Kim M. Baines, Sarah L. McOnei","doi":"10.2174/0115701794273947231206111750","DOIUrl":"https://doi.org/10.2174/0115701794273947231206111750","url":null,"abstract":"Background: Nitroaromatic compounds are important scaffolds used for the syn-thesis of a variety of compounds, such as explosives, herbicides, dyes, perfumes and phar-maceuticals. Bismuth nitrate pentahydrate is a widely used reagent in organic synthesis; how-ever, its utility as a nitrating agent for anilines is underexplored. Objective: The aim of this work is to propose and find the proper reaction conditions of an alternative nitrating agent constituted by a mixture of bismuth nitrate / acetic anhydride in DCM with a series of substituted anilines under mild reflux. Methods: Several anilines having both activating and deactivating substituents in the ortho, meta and para positions were the substrate for the nitration reaction. Experimental conditions were performed in “one-pot” conditions before product purification. Results: Bi(NO3)3•5H2O demonstrated to be effective and somehow regioselective when it came to the nitration of anilines in the ortho position. Although other products were also identified under these conditions, in most cases, the ortho derivative was the major or even the only product obtained with moderate to high yields in the range of 50% – 96%. Conclusion: Bi(NO3)3•5H2O is an efficient and safe nitrating agent since the use of concen-trated and corrosive acids like sulfuric and nitric is avoided; furthermore, bismuth nitrate is low-priced and no special care nor equipment is required.","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":null,"pages":null},"PeriodicalIF":1.8,"publicationDate":"2024-02-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139945442","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 : 2024-02-15DOI: 10.2174/0115701794273511231212072414
Jianzhong Yuan, Caichao Wan, Song Wei, Huayun Chai, Tao Tao
Background: Nanocellulose is not only a biocompatible and environmentally friendly material but also has excellent mechanical properties, biodegradability, and a large number of hydroxyl groups that have a strong affinity for water. These characteristics have attracted significant attention from researchers in the field of glucose sensing.
Objective: This review provides a brief overview of the current research status of traditional materials used in glucose sensors. The sensing performance, chemical stability, and environ-mental properties of nanocellulose-based glucose sensors are compared and summarized based on the three sensing methods: electrochemical sensing, colorimetric sensing, and fluo-rescence sensing. The article focuses on recent strategies for glucose sensing using nanocel-lulose as a matrix. The development prospects of nanocellulose-based glucose sensors are also discussed.
Conclusion: Nanocellulose has outstanding structural characteristics that contribute signifi-cantly to the sensing performance of glucose sensors in different detection modes. However, the preparation process for high-quality nanocellulose is complicated and has a low yield. Furthermore, the sensitivity and selectivity of nanocellulose-based glucose sensors require further improvement.
{"title":"Research Progress on the Application of Nanocellulose in Glucose Sensing.","authors":"Jianzhong Yuan, Caichao Wan, Song Wei, Huayun Chai, Tao Tao","doi":"10.2174/0115701794273511231212072414","DOIUrl":"https://doi.org/10.2174/0115701794273511231212072414","url":null,"abstract":"<p><strong>Background: </strong>Nanocellulose is not only a biocompatible and environmentally friendly material but also has excellent mechanical properties, biodegradability, and a large number of hydroxyl groups that have a strong affinity for water. These characteristics have attracted significant attention from researchers in the field of glucose sensing.</p><p><strong>Objective: </strong>This review provides a brief overview of the current research status of traditional materials used in glucose sensors. The sensing performance, chemical stability, and environ-mental properties of nanocellulose-based glucose sensors are compared and summarized based on the three sensing methods: electrochemical sensing, colorimetric sensing, and fluo-rescence sensing. The article focuses on recent strategies for glucose sensing using nanocel-lulose as a matrix. The development prospects of nanocellulose-based glucose sensors are also discussed.</p><p><strong>Conclusion: </strong>Nanocellulose has outstanding structural characteristics that contribute signifi-cantly to the sensing performance of glucose sensors in different detection modes. However, the preparation process for high-quality nanocellulose is complicated and has a low yield. Furthermore, the sensitivity and selectivity of nanocellulose-based glucose sensors require further improvement.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":null,"pages":null},"PeriodicalIF":1.8,"publicationDate":"2024-02-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139740637","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}
Aims: The small organic molecular compounds with biological activity containing C-C and C-N or C-O bonding were efficiently prepared without catalyst and solvent in the hydrothermal synthesis reactor.
Objectives: Our goal was to explore new applications for the more environmentally friendly and efficient synthesis of bis(indolyl)methyl, xanthene, quinazolinone, and N-heterocyclic derivatives in hydrothermal synthesis reactors under solvent-free and catalyst-free conditions.
Methods: A greener and more efficient method was successfully developed for the synthesis of bis(indolyl)methyl, heteroanthracene, quinazolinone, and N-heterocyclic derivatives using a hydrothermal synthesis reactor in a solvent- and catalyst-free manner.
Results: In a hydrothermal synthesis reactor, bis(indoyl)methyl, xanthene, quinazolinone, and N-heterocyclic derivatives were synthesized without catalysts and solvents.
Conclusion: Overall, it is proved once again that the catalyst-free and solvent-free synthesis method has universal value and is a more ideal and environmentally friendly new method, especially the hydrothermal reactor for synthesis.
{"title":"Mild and Efficient Preparation of N-Heterocyclic Organic Molecules by Catalyst-free and Solvent-free Methods.","authors":"Zhiqiang Wu, Xuesong Li, Yueyi Li, Lin-An Cao, Zhenliang Li, Xuming Wang, Wanyi Liu, Enke Feng","doi":"10.2174/0115701794285717240124053728","DOIUrl":"https://doi.org/10.2174/0115701794285717240124053728","url":null,"abstract":"<p><strong>Aims: </strong>The small organic molecular compounds with biological activity containing C-C and C-N or C-O bonding were efficiently prepared without catalyst and solvent in the hydrothermal synthesis reactor.</p><p><strong>Objectives: </strong>Our goal was to explore new applications for the more environmentally friendly and efficient synthesis of bis(indolyl)methyl, xanthene, quinazolinone, and N-heterocyclic derivatives in hydrothermal synthesis reactors under solvent-free and catalyst-free conditions.</p><p><strong>Methods: </strong>A greener and more efficient method was successfully developed for the synthesis of bis(indolyl)methyl, heteroanthracene, quinazolinone, and N-heterocyclic derivatives using a hydrothermal synthesis reactor in a solvent- and catalyst-free manner.</p><p><strong>Results: </strong>In a hydrothermal synthesis reactor, bis(indoyl)methyl, xanthene, quinazolinone, and N-heterocyclic derivatives were synthesized without catalysts and solvents.</p><p><strong>Conclusion: </strong>Overall, it is proved once again that the catalyst-free and solvent-free synthesis method has universal value and is a more ideal and environmentally friendly new method, especially the hydrothermal reactor for synthesis.</p>","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":null,"pages":null},"PeriodicalIF":1.8,"publicationDate":"2024-02-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139740614","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 : 2024-02-13DOI: 10.2174/0115701794266795231129074028
Jehan Y. Al-Humaidi, Sobhi M. Gomha, AbdElAziz A. Nayl, Ashraf A. Aly, Mahmoud A. A. Ibrahim, Magdi E. A. Zaki, Stefan Braise, Reda A. Haggam
Background: Previous studies have reported various biological activities of indeno-pyridazine and thiazole derivatives, including antiviral activity and CoV-19 inhibition. In this pa-per, the authors aimed to design, synthesize, and characterize a novel series of indenopyridazinethi-azoles, starting with 2-(4-cyano-3-oxo-2,3-dihydro-9H-indeno[2,1-c]pyridazin-9-ylidene)-hydra-zine-1-carbothioamide and available laboratory reagents. background: Indenopyridazine and thiazole derivatives have been previously reported to exhibit various biological activities, including antiviral properties. This study builds upon that knowledge to develop new compounds with potential CoV-19 inhibitory effects. Methods: The strategy involved the synthesis of indeno[2,1-c]pyridazincarbothioamide, followed by its reaction with various hydrazonoyl chlorides and α-halocompounds (phenacyl bromides and α-chloroketones) to obtain the desired indenopyridazinethiazole derivatives. The synthesized structures were confirmed using IR, NMR, mass spectra, elemental analysis, and alternative syn-thesis when possible. Docking scores and poses of thirteen synthesized compounds were examined using AutoDock4.2.6 software against multiple targets of SARS-CoV-2, including 3C-like prote-ase (3CLpro), helicase, receptor binding domain (RBD), papain-like protease (PLpro), neuropilin-1 (NRP-1), RNA-dependent RNA polymerase (RdRp), and human angiotensin‐converting enzyme 2 (ACE2). Results: Docking predictions revealed that compound 13d exhibited high potency against 3CLpro and helicase, with docking scores of -10.9 and -10.5 kcal/mol, respectively. Compound 10c showed superior docking scores against RBD and ACE2, with values of -8.7 and -11.8 kcal/mol, respectively. Compounds 10a, 13c, and 7b demonstrated excellent docking scores against RdRp, PLpro, and NRP-1, with values of -10.3, -10.4, and -8.6 kcal/mol, respectively. Conclusion: The authors recommend further experimental assessments of compounds 13d, 10c, 10a, 13c, and 7b against SARS-CoV-2 multi-targets, considering their promising docking scores.
{"title":"Synthesis, Characterization, and Molecular Modeling Studies of Novel In-denopyridazine-Thiazole Molecular Hybrids","authors":"Jehan Y. Al-Humaidi, Sobhi M. Gomha, AbdElAziz A. Nayl, Ashraf A. Aly, Mahmoud A. A. Ibrahim, Magdi E. A. Zaki, Stefan Braise, Reda A. Haggam","doi":"10.2174/0115701794266795231129074028","DOIUrl":"https://doi.org/10.2174/0115701794266795231129074028","url":null,"abstract":"Background: Previous studies have reported various biological activities of indeno-pyridazine and thiazole derivatives, including antiviral activity and CoV-19 inhibition. In this pa-per, the authors aimed to design, synthesize, and characterize a novel series of indenopyridazinethi-azoles, starting with 2-(4-cyano-3-oxo-2,3-dihydro-9H-indeno[2,1-c]pyridazin-9-ylidene)-hydra-zine-1-carbothioamide and available laboratory reagents. background: Indenopyridazine and thiazole derivatives have been previously reported to exhibit various biological activities, including antiviral properties. This study builds upon that knowledge to develop new compounds with potential CoV-19 inhibitory effects. Methods: The strategy involved the synthesis of indeno[2,1-c]pyridazincarbothioamide, followed by its reaction with various hydrazonoyl chlorides and α-halocompounds (phenacyl bromides and α-chloroketones) to obtain the desired indenopyridazinethiazole derivatives. The synthesized structures were confirmed using IR, NMR, mass spectra, elemental analysis, and alternative syn-thesis when possible. Docking scores and poses of thirteen synthesized compounds were examined using AutoDock4.2.6 software against multiple targets of SARS-CoV-2, including 3C-like prote-ase (3CLpro), helicase, receptor binding domain (RBD), papain-like protease (PLpro), neuropilin-1 (NRP-1), RNA-dependent RNA polymerase (RdRp), and human angiotensin‐converting enzyme 2 (ACE2). Results: Docking predictions revealed that compound 13d exhibited high potency against 3CLpro and helicase, with docking scores of -10.9 and -10.5 kcal/mol, respectively. Compound 10c showed superior docking scores against RBD and ACE2, with values of -8.7 and -11.8 kcal/mol, respectively. Compounds 10a, 13c, and 7b demonstrated excellent docking scores against RdRp, PLpro, and NRP-1, with values of -10.3, -10.4, and -8.6 kcal/mol, respectively. Conclusion: The authors recommend further experimental assessments of compounds 13d, 10c, 10a, 13c, and 7b against SARS-CoV-2 multi-targets, considering their promising docking scores.","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":null,"pages":null},"PeriodicalIF":1.8,"publicationDate":"2024-02-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139762997","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 : 2024-02-07DOI: 10.2174/0115701794279003240124113635
Zhijie Deng, Tao Tao, Jianzhong Yuan, Caichao Wan
: Cellulose nanocrystals (CNCs) have triggered considerable research interest in the last few years owing to their unique optical, biodegradation, and mechanical behavior. Herein, recent progress on the sensing application of photonic CNC films is summarized and discussed based on the analyses of the latest studies. We briefly introduce the three approaches for pre-paring CNCs: mechanical treatment, acid hydrolysis, and enzymatic hydrolysis, recapitulating their differences in preparation and properties. Then, when the aqueous suspension of cellu-lose nanocrystals (CNCs) reaches a specific concentration, it will self-assemble to form a left-handed nematic liquid crystal structure, and this structure can be maintained in films after water evaporation, which has strong photonic crystal properties. The periodic layered structure in the film interferes and diffracts with light, showing a rainbow color. Photonic CNC com-posites that combine CNCs and functional materials have good properties and broad prospects. Finally, we highlight the advanced applications of photonic CNC films, including mechanical sensing, thermal sensing, and humidity sensing. The prospects and ongoing challenges of pho-tonic CNC films were summarized.
{"title":"Recent Progress on Photonic Cellulose Nanocrystal Films for Sensing Applications","authors":"Zhijie Deng, Tao Tao, Jianzhong Yuan, Caichao Wan","doi":"10.2174/0115701794279003240124113635","DOIUrl":"https://doi.org/10.2174/0115701794279003240124113635","url":null,"abstract":": Cellulose nanocrystals (CNCs) have triggered considerable research interest in the last few years owing to their unique optical, biodegradation, and mechanical behavior. Herein, recent progress on the sensing application of photonic CNC films is summarized and discussed based on the analyses of the latest studies. We briefly introduce the three approaches for pre-paring CNCs: mechanical treatment, acid hydrolysis, and enzymatic hydrolysis, recapitulating their differences in preparation and properties. Then, when the aqueous suspension of cellu-lose nanocrystals (CNCs) reaches a specific concentration, it will self-assemble to form a left-handed nematic liquid crystal structure, and this structure can be maintained in films after water evaporation, which has strong photonic crystal properties. The periodic layered structure in the film interferes and diffracts with light, showing a rainbow color. Photonic CNC com-posites that combine CNCs and functional materials have good properties and broad prospects. Finally, we highlight the advanced applications of photonic CNC films, including mechanical sensing, thermal sensing, and humidity sensing. The prospects and ongoing challenges of pho-tonic CNC films were summarized.","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":null,"pages":null},"PeriodicalIF":1.8,"publicationDate":"2024-02-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139762652","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 : 2024-02-07DOI: 10.2174/0115701794274892231229110318
Mehdi Khoshkharam, Mohamad Hesam Shahrajabian, Wenli Sun
: Allelopathy is related to the positive or negative impacts on one type of plant of a chemical produced by another type of plant, such as weeds, and different kinds of chemicals are hydroxamic acids, phenolics, and short-chain fatty acids. The potential allelopathic impacts of weeds are directly associated with the plant species used, as well as the concentration of the aqueous extract available in the environment. The present research has made an attempt to find and identify the allelopathic effects of aquatic extracts from dry seeds and shoots of mallow (Malva sylvestris L.) on germination, seedling growth, and progress of three cultivars of maize. Maize seeds (Zea mays L.) were obtained as seed material; three maize seed cultivars were KSC 704 (cultivar 1), KSC 500 (cultivar 2), and KSC 302 (cultivar 3), respectively. The aqueous ex-tracts of mallow shoots and seeds, in concentrations of 1, 3, and 5%, were made from the crum-bled and dried above-ground plant sections. The influence of plant dosage was significant on the coefficient of the rate of germination (CRG), seedling vigour index (SVI), total germination (T50), mean germination time (MGT), germination energy (GE), germination index (GI), inhibi-tion percentage (IP), fresh mass, dry mass, relative water content (RWC), and total water content (TWC). Different plant parts had a meaningful influence on SVI, GI, MGT, CRG, GE, and IP. The impacts of the cultivar on T50, IP, RWC, fresh mass, dry mass, and TWC were significant. Together with the increase in the concentration of allelopathic components, a decline in the ger-mination activity of all tested maize cultivars was found. The highest SVI was associated with control treatment, followed by 1% and 3% of plant dosages. KSC 704 obtained the maximum CRG and GE, and the minimum one was related to KSC 500. 3% of plant dosage has obtained the highest value of CRG and GE. The maximum and the minimum T50 were related to KSC 302 and KSC 704, respectively. The lowest values of GI and MGT were related to KSC 500, and the maximum values were related to KSC 704. While the maximum IP, RWC, fresh mass, dry mass, and TWC were related to KSC 704, the lowest values were achieved for KSC 500. The RWC was the highest for seedlings grown on the 5% extract. The information provided in this article can be helpful in the conditions of the threat of maize seedlings with the mass appearance of mallow.
{"title":"Changes in Germination Parameters, Growth and Development of Three Cultivars of Corn Seedlings under Various Aqueous Extracts of Mallow","authors":"Mehdi Khoshkharam, Mohamad Hesam Shahrajabian, Wenli Sun","doi":"10.2174/0115701794274892231229110318","DOIUrl":"https://doi.org/10.2174/0115701794274892231229110318","url":null,"abstract":": Allelopathy is related to the positive or negative impacts on one type of plant of a chemical produced by another type of plant, such as weeds, and different kinds of chemicals are hydroxamic acids, phenolics, and short-chain fatty acids. The potential allelopathic impacts of weeds are directly associated with the plant species used, as well as the concentration of the aqueous extract available in the environment. The present research has made an attempt to find and identify the allelopathic effects of aquatic extracts from dry seeds and shoots of mallow (Malva sylvestris L.) on germination, seedling growth, and progress of three cultivars of maize. Maize seeds (Zea mays L.) were obtained as seed material; three maize seed cultivars were KSC 704 (cultivar 1), KSC 500 (cultivar 2), and KSC 302 (cultivar 3), respectively. The aqueous ex-tracts of mallow shoots and seeds, in concentrations of 1, 3, and 5%, were made from the crum-bled and dried above-ground plant sections. The influence of plant dosage was significant on the coefficient of the rate of germination (CRG), seedling vigour index (SVI), total germination (T50), mean germination time (MGT), germination energy (GE), germination index (GI), inhibi-tion percentage (IP), fresh mass, dry mass, relative water content (RWC), and total water content (TWC). Different plant parts had a meaningful influence on SVI, GI, MGT, CRG, GE, and IP. The impacts of the cultivar on T50, IP, RWC, fresh mass, dry mass, and TWC were significant. Together with the increase in the concentration of allelopathic components, a decline in the ger-mination activity of all tested maize cultivars was found. The highest SVI was associated with control treatment, followed by 1% and 3% of plant dosages. KSC 704 obtained the maximum CRG and GE, and the minimum one was related to KSC 500. 3% of plant dosage has obtained the highest value of CRG and GE. The maximum and the minimum T50 were related to KSC 302 and KSC 704, respectively. The lowest values of GI and MGT were related to KSC 500, and the maximum values were related to KSC 704. While the maximum IP, RWC, fresh mass, dry mass, and TWC were related to KSC 704, the lowest values were achieved for KSC 500. The RWC was the highest for seedlings grown on the 5% extract. The information provided in this article can be helpful in the conditions of the threat of maize seedlings with the mass appearance of mallow.","PeriodicalId":11101,"journal":{"name":"Current organic synthesis","volume":null,"pages":null},"PeriodicalIF":1.8,"publicationDate":"2024-02-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139763135","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}
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