The amide moiety plays an important role as a powerful bioactive backbone,and as the synthetic chemistry community moves toward more sp^(3)-rich scaffolds,alkyl halides have become the feedstock of choice for obtainin...The amide moiety plays an important role as a powerful bioactive backbone,and as the synthetic chemistry community moves toward more sp^(3)-rich scaffolds,alkyl halides have become the feedstock of choice for obtaining carbonylation products.With the development of photoredox catalysis,several aminocarbonylation systems for alkyl halides were developed which usually require transition metal catalysis.Considering the demands for green sustainable chemical synthesis,here we report a metal-free,exogenous catalyst-free aminocarbonylation reaction of alkyl iodides under atmospheric pressure of carbon monoxide.Through a combination of EDA and XAT strategies,the reaction occurs efficiently under only light irradiation at room temperature.展开更多
Carboxylic acid derivatives withα-quaternary carbon center are one of the most ubiquitous moieties in synthetic and medicinal chemistry.Hence,novel and efficient synthetic methods towards carboxylic acid derivatives ...Carboxylic acid derivatives withα-quaternary carbon center are one of the most ubiquitous moieties in synthetic and medicinal chemistry.Hence,novel and efficient synthetic methods towards carboxylic acid derivatives withα-quaternary carbon remain in high demand.However,most of the precursors of these complex compounds are not easy to prepare.Reported herein is a carbonylative five-component synthesis of amides and esters withα-quaternary carbon center enabled by palladium catalysis from abundant acrylonitrile,carbon monoxide,fluoroalkyl halides,and nucleophiles.Diverse amides and esters withα-quaternary carbon which contain difluoromethyl or perfluoroalkyl moiety were prepared in good to excellent yields,providing an efficient synthetic platform for sequential transformations.展开更多
Chiral N-substituted amino amides and esters are ubiquitous scaffolds in pesticides and pharmaceutical chemicals,but their asymmetric synthesis remains challenging especially for those with multiple chiral centers.In ...Chiral N-substituted amino amides and esters are ubiquitous scaffolds in pesticides and pharmaceutical chemicals,but their asymmetric synthesis remains challenging especially for those with multiple chiral centers.In this study,IR104 from Streptomyces aureocirculatus was identified from 157 wild-type imine reductases for the synthesis of(S)-2-((R)-2-oxo-4-propylpyrrolidin-1-yl)butanamide(antiepileptic drug Brivaracetam)via dynamic kinetic resolution reductive amination from ethyl 3-formylhexanoate and(S)-2-aminobutylamide with high diastereoselectivity.To further improve the catalytic efficiency of IR104,its mutant D191E/L195I/E253S/M258A(M3)was identified by saturation mutagenesis and iterative combinatorial mutagenesis,which exhibited a 102-fold increase in the catalytic efficiency relative to that of wild-type enzyme and high diastereoselectivity(98:2 d.r.).Crystal structural analysis and molecular dynamics simulations provided some insights into the molecular basis for the improved activity of the mutant enzyme.The imine reductase identified in this study could accept chiral amino amides/esters as amino donors for the dynamic kinetic resolution reductive amination of racemicα-substituted aldehydo-esters,expanding the substrate scope of imine reductases in the dynamic kinetic resolution-reductive amination.Finally,IR104-M3 was successfully used for the preparation of Brivaracetam at gram scale.Using this mutant,various N-substituted amino amides/esters with two chiral centers were also synthesized with up to 99:1 d.r.and 96%yields and subsequently converted intoγ-andδ-lactams,providing an efficient protocol for the synthesis of these important compounds via enzymatic dynamic kinetic resolution-reductive amination from simple building blocks.展开更多
A visible light-promoted fast photochemical Wolff rearrangement was developed toward synthesis ofα-substituted amides in continuous flow with the use of a photochemical oscillatory flow reactor(POFR).The control expe...A visible light-promoted fast photochemical Wolff rearrangement was developed toward synthesis ofα-substituted amides in continuous flow with the use of a photochemical oscillatory flow reactor(POFR).The control experiment indicates that a fast process of the Wolff rearrangement(<40 s)is involved.Notably,this protocol does not require excess use of any reactants,and the resultingα-substituted amides could be isolated by recrystallization in good to excellent yields.展开更多
Five 1,4-dihydrothieno[3＇,2＇：5,6]thiopyrano[4,3-c]pyrazole-3-carboxylic amide derivatives were synthesized from 2- mercaptothiophene via a six-step procedure. The prepared compounds were initially evaluated for the...Five 1,4-dihydrothieno[3＇,2＇：5,6]thiopyrano[4,3-c]pyrazole-3-carboxylic amide derivatives were synthesized from 2- mercaptothiophene via a six-step procedure. The prepared compounds were initially evaluated for their antiprolifemtive activity using the estrogen receptors expressing MCF-7 human mammary tumor cell line in vitro. All of the prepared compounds showed moderate anti-tumor activity.展开更多
The amide A band of protein is sensitive to the hydrogen bands of amide groups of proteins. However, it is hard to distinguish the amide A band of aqueous protein in situ directly, since it overlaps with O-H stretchin...The amide A band of protein is sensitive to the hydrogen bands of amide groups of proteins. However, it is hard to distinguish the amide A band of aqueous protein in situ directly, since it overlaps with O-H stretching vibration of water. In this work, we presented a new analytical method of Raman ratio spectrum, which can extract the amide A band of proteins in water. To obtain the Raman ratio spectrum, the Raman spectrum of aqueous protein was divided by that of pure water. A mathematical simulation was employed to examine whether Raman ratio spectrum is effective. Two kinds of protein, lysozyme and （^-chymotrypsin were employed. The amide A bands of them in water were extracted from Raman ratio spectra. Additionally, the process of thermal denaturation of lysozyme was detected from Raman ratio spectrum. These results demonstrated the Raman ratio spectra could be employed to study the amide A modes of proteins in water.展开更多
The widespread use of chemical herbicides especially amide herbicides has promoted the innovation of chemical weeding in farmland, but amide herbicides have brought invisible chemical injuries to crops in addition to ...The widespread use of chemical herbicides especially amide herbicides has promoted the innovation of chemical weeding in farmland, but amide herbicides have brought invisible chemical injuries to crops in addition to weeding. Herbi-cidesafeners should be applied at the same time with herbicides to ensure herbi- cides will not injure crops while controlling weeds. The research and application of safeners is of great significance to resolving or alleviating the negative effects of herbicides on crop growth. The overview, mechanism, applied research progress and existing problems of amide herbicides and their safenars are summarized.展开更多
Peptidyl epoxyketones were potential antitumor agents due to their 20S proteasome inhibitory activities. Based on their structures and special inhibitory mechanism, a series of compounds were designed by linking the e...Peptidyl epoxyketones were potential antitumor agents due to their 20S proteasome inhibitory activities. Based on their structures and special inhibitory mechanism, a series of compounds were designed by linking the epoxyketone moiety （the Cterminal pharmacophore） and the peptide backbones. To make these compounds, we used a novel method to prepare the terminal α,β-unsaturated ketone, the crucial intermediate, from Weinreb amide with satisfactory yield （62%-65%）.展开更多
Natural bioactive compounds from plants are of great importance in modern therapeutics,which are used to prepare antibiotics, growth supplements or some other therapeutics. Ltheanine is such a bioactive amide amino ac...Natural bioactive compounds from plants are of great importance in modern therapeutics,which are used to prepare antibiotics, growth supplements or some other therapeutics. Ltheanine is such a bioactive amide amino acid presented in different plants and fungi,especially in tea. Theanine has influential effects on lifestyle associated diseases, such as diabetes, cardiovascular disorders, hypertension, stress relief, tumor suppression,menstruation and liver injury. This amino acid can maintain normal sleep and improve memory function and nullify effect of the neurotoxins. The rate of bioavailability and its medium of ingestion in the body is one of the great concerns for its additional antioxidant properties. Pharmacokinetics of the bioactive compound and its mode of action are described herewith. The biosynthesis and industrial synthesis are also reviewed to promote accelerated production of this bioactive compound in the pharmaceutical industries.展开更多
Ursolic acid was modified at C3 and C28 position to obtain fourteen derivatives including twelve novel compounds, and their chemical structures were characterized by IR, ^1H NMR and MS. Cell growth inhibitory effects ...Ursolic acid was modified at C3 and C28 position to obtain fourteen derivatives including twelve novel compounds, and their chemical structures were characterized by IR, ^1H NMR and MS. Cell growth inhibitory effects of the derivatives against Hela cell were evaluated by MTT assay. All these derivatives were found to have stronger cell growth inhibitory than their parent compound, ursolic acid. The derivatives with a substituted acetyl group at C3 hydroxyl group show better activities than those with an unsubstituted hydroxyl group.展开更多
A new wo-armed?acyclic diamide Ia 2, 6-bis(1-ethanecarbozamido-2-amino)pyridine, and a new series of aromatic aldehyde schiff bases containing pyridine ring and amide bridge, IIa-f, were prepared. The compounds were...A new wo-armed?acyclic diamide Ia 2, 6-bis(1-ethanecarbozamido-2-amino)pyridine, and a new series of aromatic aldehyde schiff bases containing pyridine ring and amide bridge, IIa-f, were prepared. The compounds were characterized by elemental analysis, IR, 1HNMR and MS. The bioactivity half inhibitory concentration C1/2 is given.展开更多
The development of economic and environmentally friendly extractants to recover cobalt metal is required due to the increasing demand for this metal.In this study,solvent extraction of Co（Ⅱ） from aqueous solution u...The development of economic and environmentally friendly extractants to recover cobalt metal is required due to the increasing demand for this metal.In this study,solvent extraction of Co（Ⅱ） from aqueous solution using a mixture of N,N＇-carbonyl difatty amides（CDFAs） synthesised from palm oil as the extractant was carried out.The effects of various parameters such as acid,contact time,extractant concentration,metal ion concentration and stripping agent and the separation of Co（Ⅱ） from other metal ions such as Fe（Ⅱ）,Ni（Ⅱ）,Zn（Ⅲ） and Cd（Ⅱ） were investigated.It was found that the extraction of Co（Ⅱ） into the organic phase involved the formation of 1：1 complexes.Co（Ⅱ） was successfully separated from commonly associated metal ions such as Fe（Ⅱ）,Ni（Ⅱ）,Zn（Ⅲ） and Cd（Ⅱ）.Co（Ⅱ） stripping from the loaded organic phase was studied in aqueous solution.These results are useful to recover Co（Ⅱ） from aqueous solution utilising（CDFAs） as an extractant.展开更多
（S）-（＋）-2,2-dimethylcyclopropane carbox amide is a key intermediate of Cilastatin, an inhibitor of dehydropeptidase-I. Its corresponding solid-liquid equilibrium data will provide essential support for industrial...（S）-（＋）-2,2-dimethylcyclopropane carbox amide is a key intermediate of Cilastatin, an inhibitor of dehydropeptidase-I. Its corresponding solid-liquid equilibrium data will provide essential support for industrial design and further theoretical studies. The solubilities of （S）-（＋）-2,2-dimethylcyclopropane carbox amide in toluene, dichloromethane, trichloromethane, ethyl acetate, ethanol and pure water at different temperature were measured using the synthetic method by a laser monitoring observation technique. The solubility data were correlated with the modified Apelblat equation.The calculated values were good in agreement with the experimental values.展开更多
In order to discover highly active ecdysone analogs, a series of new substituted pyrazole amide derivatives were obtained using structure-guided optimization method and further screened for their insecticidal activiti...In order to discover highly active ecdysone analogs, a series of new substituted pyrazole amide derivatives were obtained using structure-guided optimization method and further screened for their insecticidal activities, in the basis of the core structures of the two active compounds N-（3-methoxyphenyl）-3-（tert-butyl）-1-phenyl-1H-pyrazole-5-carboxamide（6e） and N-（4-（tert-butyl）phenyl）-3-（tert-butyl）-1-phenyl-1H-pyrazole-5-carboxamide（6i）, previously presented by us. The chemical structures of the title compounds were identified by spectral analyses. The preliminary bioassay results indicated that one among the synthesized pyrazole derivatives, compound 34, endowed with good activity against Mythimna Separata at 10 mg/L, which was equal to that displayed by the positive control tebufenozide. In addition, examples of molecular docking and molecular dynamics studies demonstrated that 34 may be the potential inhibitor to Ec R and its docking conformation was similar to that of tebufenozide. In addition, increasing the hydrophobic effect and considering the suitable bulk effect on pyrazole ring are beneficial to the inhibiting activity to Ec R and activity in vivo.展开更多
Based on the similarities in the conformation of VS008（N-（4-methylphenyl）-3-（tert-butyl）-1-（phenylmethyl）-1H-pyrazole-5-carboxamide） and BYIO6830（N＇-（3,5-dimethylbenzoyl）-N＇-tert-butyl-5-methyl-2,3-dihydr...Based on the similarities in the conformation of VS008（N-（4-methylphenyl）-3-（tert-butyl）-1-（phenylmethyl）-1H-pyrazole-5-carboxamide） and BYIO6830（N＇-（3,5-dimethylbenzoyl）-N＇-tert-butyl-5-methyl-2,3-dihydro-l,4-benzodioxine-6-carbohydrazide） bound to the active site of the EcR subunit of the ecdysone receptor（EcR）-ultraspiracle protein（USP） heterodimeric receptor,a series of new pyrazole amide derivatives were designed and synthesized.Their structures were confirmed by IR,~1H NMR,^（13）C NMR and elemental analysis.Results from a preliminary bioassay revealed that two of the pyrazole derivatives exhibited promising insecticidal activity.Specifically,compounds 6e and 6i exhibited good activity against Helicoverpa armigera（cotton bollworm） at low concentration.Symptoms displayed by tebufenozide-treated H.armigera were identical with those displayed by its treated counterpart.6i showed the same poisoning symptoms as those of tebufenozide.In addition,results from molecular docking result indicated that the binding modes of 6e and 6i at the active site of the EcR subunit of the heterodimeric receptor were similar to that of the bound tebufenozide.展开更多
Amide ionic liquids （MLs）/L-proline synergistic catalyzed Mannich reactions of isovaleraldehyde, methyl ketones, and aromatic amines were carried out in moderate to high yields （ up to 96% ） and high stereo select...Amide ionic liquids （MLs）/L-proline synergistic catalyzed Mannich reactions of isovaleraldehyde, methyl ketones, and aromatic amines were carried out in moderate to high yields （ up to 96% ） and high stereo selectivities （ 〉99% e. e. ）. The products were easily isolated by extraction; and the catalyst system was readily recycled at least thrice without significant loss of efficiency. The scope of the substrates was studied and the interpretation of the manifest improvement of the reaction rates and enantio-selectivity of the novel catalyst system was speculated.展开更多
Two novel heterocyclic diamine monomers: 1,2-dihydro-2-(4-aminophenyl)-4-[4-(4-aminophenoxy)phenyl] (2H)phthalazin-1-one and 1,2-dihydro-2-(4-aminophenyl)-4-[4-(4-aminophenoxy)-3,5-dimethylphenyl](2H)phthalazin-1-one ...Two novel heterocyclic diamine monomers: 1,2-dihydro-2-(4-aminophenyl)-4-[4-(4-aminophenoxy)phenyl] (2H)phthalazin-1-one and 1,2-dihydro-2-(4-aminophenyl)-4-[4-(4-aminophenoxy)-3,5-dimethylphenyl](2H)phthalazin-1-one were successfully synthesized from readily available heterocyclic bisphenol-like monomers in two steps in high yield. A series of novel poly(aryl ether amide)s containing the phthalazinone moiety were successfully prepared by the direct polymerization of the novel diamines and aromatic dicarboxylic acids using triphenyl phosphite and pyridine as condensing agents.展开更多
A new series of 12-benzyl matrinic amide/ethanamide derivatives were synthesized from matrinine（1）and evaluated for their anti-HCV activity,taking compound 2 as the lead.SAR revealed that the introduction of a suita...A new series of 12-benzyl matrinic amide/ethanamide derivatives were synthesized from matrinine（1）and evaluated for their anti-HCV activity,taking compound 2 as the lead.SAR revealed that the introduction of a suitable substituent at the N’-end of matrinic amide might greatly enhance the potency.Among them,matrinic acid 17 and N’-substituted matrinic amides 18a-d exhibited promising potency with low micromolar EC50 values ranging from 1.03μmol/L to 7.54 μmol/L,and better therapeutic window with SI from 66 to 132.Moreover,compound 17 displayed an excellent PK and safety profile in vivo,demonstrating good drug-like characteristics.Thus,it has been selected for further investigation,with an advantage of decreased chances of inducing drug-resistance mutations.展开更多
(S)-(+)-2,2-dimethylcyclopropane carbox amide is a key intermediate of Cilastatin, an inhibitor of de- hydropeptidase-I. Its corresponding solid-liquid equilibrium data will provide essential support for industrial de...(S)-(+)-2,2-dimethylcyclopropane carbox amide is a key intermediate of Cilastatin, an inhibitor of de- hydropeptidase-I. Its corresponding solid-liquid equilibrium data will provide essential support for industrial design and further theoretical studies. The solubilities of (S)-(+)-2,2-dimethylcyclopropane carbox amide in toluene, di- chloromethane, trichloromethane, ethyl acetate, ethanol and pure water at different temperature were measured us- ing the synthetic method by a laser monitoring observation technique. The solubility data were correlated with the modified Apelblat equation. The calculated values were good in agreement with the experimental values.展开更多
基金supported by National Key R&D Program of China(No.2023YFA1507500)the International Partnership Program of Chinese Academy of Sciences(No.028GJHZ2023045FN)。
文摘The amide moiety plays an important role as a powerful bioactive backbone,and as the synthetic chemistry community moves toward more sp^(3)-rich scaffolds,alkyl halides have become the feedstock of choice for obtaining carbonylation products.With the development of photoredox catalysis,several aminocarbonylation systems for alkyl halides were developed which usually require transition metal catalysis.Considering the demands for green sustainable chemical synthesis,here we report a metal-free,exogenous catalyst-free aminocarbonylation reaction of alkyl iodides under atmospheric pressure of carbon monoxide.Through a combination of EDA and XAT strategies,the reaction occurs efficiently under only light irradiation at room temperature.
基金the financial support from National Key R&D Program of China(No.2023YFA1507500)DICP。
文摘Carboxylic acid derivatives withα-quaternary carbon center are one of the most ubiquitous moieties in synthetic and medicinal chemistry.Hence,novel and efficient synthetic methods towards carboxylic acid derivatives withα-quaternary carbon remain in high demand.However,most of the precursors of these complex compounds are not easy to prepare.Reported herein is a carbonylative five-component synthesis of amides and esters withα-quaternary carbon center enabled by palladium catalysis from abundant acrylonitrile,carbon monoxide,fluoroalkyl halides,and nucleophiles.Diverse amides and esters withα-quaternary carbon which contain difluoromethyl or perfluoroalkyl moiety were prepared in good to excellent yields,providing an efficient synthetic platform for sequential transformations.
文摘Chiral N-substituted amino amides and esters are ubiquitous scaffolds in pesticides and pharmaceutical chemicals,but their asymmetric synthesis remains challenging especially for those with multiple chiral centers.In this study,IR104 from Streptomyces aureocirculatus was identified from 157 wild-type imine reductases for the synthesis of(S)-2-((R)-2-oxo-4-propylpyrrolidin-1-yl)butanamide(antiepileptic drug Brivaracetam)via dynamic kinetic resolution reductive amination from ethyl 3-formylhexanoate and(S)-2-aminobutylamide with high diastereoselectivity.To further improve the catalytic efficiency of IR104,its mutant D191E/L195I/E253S/M258A(M3)was identified by saturation mutagenesis and iterative combinatorial mutagenesis,which exhibited a 102-fold increase in the catalytic efficiency relative to that of wild-type enzyme and high diastereoselectivity(98:2 d.r.).Crystal structural analysis and molecular dynamics simulations provided some insights into the molecular basis for the improved activity of the mutant enzyme.The imine reductase identified in this study could accept chiral amino amides/esters as amino donors for the dynamic kinetic resolution reductive amination of racemicα-substituted aldehydo-esters,expanding the substrate scope of imine reductases in the dynamic kinetic resolution-reductive amination.Finally,IR104-M3 was successfully used for the preparation of Brivaracetam at gram scale.Using this mutant,various N-substituted amino amides/esters with two chiral centers were also synthesized with up to 99:1 d.r.and 96%yields and subsequently converted intoγ-andδ-lactams,providing an efficient protocol for the synthesis of these important compounds via enzymatic dynamic kinetic resolution-reductive amination from simple building blocks.
基金financial support from the National Natural Science Foundation of China(No.22208279)Financial support from the Fuzhou University(No.0041/511095)。
文摘A visible light-promoted fast photochemical Wolff rearrangement was developed toward synthesis ofα-substituted amides in continuous flow with the use of a photochemical oscillatory flow reactor(POFR).The control experiment indicates that a fast process of the Wolff rearrangement(<40 s)is involved.Notably,this protocol does not require excess use of any reactants,and the resultingα-substituted amides could be isolated by recrystallization in good to excellent yields.
基金National Natural Science Foundation of China (Grant No. 20474053)
文摘Five 1,4-dihydrothieno[3＇,2＇：5,6]thiopyrano[4,3-c]pyrazole-3-carboxylic amide derivatives were synthesized from 2- mercaptothiophene via a six-step procedure. The prepared compounds were initially evaluated for their antiprolifemtive activity using the estrogen receptors expressing MCF-7 human mammary tumor cell line in vitro. All of the prepared compounds showed moderate anti-tumor activity.
基金This work was supported by the National Natural Science Foundation of China （No.91127042, No.21103158, No.21273211, No.21473171）, the National Key Basic Research Special Foundation （No.2013CB834602 and No.2010CB923300）, the Fundamental Research Funds for the Central Universities （No.7215623603）, and the Hua-shan Mountain Scholar Program. We also thank Doctor Kang-zhen Tian and Professor Shu-ji Ye for the measurement of IR spectra of aqueous lysozyme.
文摘The amide A band of protein is sensitive to the hydrogen bands of amide groups of proteins. However, it is hard to distinguish the amide A band of aqueous protein in situ directly, since it overlaps with O-H stretching vibration of water. In this work, we presented a new analytical method of Raman ratio spectrum, which can extract the amide A band of proteins in water. To obtain the Raman ratio spectrum, the Raman spectrum of aqueous protein was divided by that of pure water. A mathematical simulation was employed to examine whether Raman ratio spectrum is effective. Two kinds of protein, lysozyme and （^-chymotrypsin were employed. The amide A bands of them in water were extracted from Raman ratio spectra. Additionally, the process of thermal denaturation of lysozyme was detected from Raman ratio spectrum. These results demonstrated the Raman ratio spectra could be employed to study the amide A modes of proteins in water.
基金Supported by Special Fund for Agro-scientific Research in the Public Interest(201303031)Strategic Emerging Industries Key Technology and Major Science and Technology Achievement Transformation in Hunan Province(2014GK1040)~~
文摘The widespread use of chemical herbicides especially amide herbicides has promoted the innovation of chemical weeding in farmland, but amide herbicides have brought invisible chemical injuries to crops in addition to weeding. Herbi-cidesafeners should be applied at the same time with herbicides to ensure herbi- cides will not injure crops while controlling weeds. The research and application of safeners is of great significance to resolving or alleviating the negative effects of herbicides on crop growth. The overview, mechanism, applied research progress and existing problems of amide herbicides and their safenars are summarized.
基金National Natural Science Foundation of China (Grant No. 30772650 and 20772008)
文摘Peptidyl epoxyketones were potential antitumor agents due to their 20S proteasome inhibitory activities. Based on their structures and special inhibitory mechanism, a series of compounds were designed by linking the epoxyketone moiety （the Cterminal pharmacophore） and the peptide backbones. To make these compounds, we used a novel method to prepare the terminal α,β-unsaturated ketone, the crucial intermediate, from Weinreb amide with satisfactory yield （62%-65%）.
文摘Natural bioactive compounds from plants are of great importance in modern therapeutics,which are used to prepare antibiotics, growth supplements or some other therapeutics. Ltheanine is such a bioactive amide amino acid presented in different plants and fungi,especially in tea. Theanine has influential effects on lifestyle associated diseases, such as diabetes, cardiovascular disorders, hypertension, stress relief, tumor suppression,menstruation and liver injury. This amino acid can maintain normal sleep and improve memory function and nullify effect of the neurotoxins. The rate of bioavailability and its medium of ingestion in the body is one of the great concerns for its additional antioxidant properties. Pharmacokinetics of the bioactive compound and its mode of action are described herewith. The biosynthesis and industrial synthesis are also reviewed to promote accelerated production of this bioactive compound in the pharmaceutical industries.
基金Natural Science Foundation of Liaoning Province of China (No.20042009)Science and Technology Foundation of Shenyang City of China(No.20050785)
文摘Ursolic acid was modified at C3 and C28 position to obtain fourteen derivatives including twelve novel compounds, and their chemical structures were characterized by IR, ^1H NMR and MS. Cell growth inhibitory effects of the derivatives against Hela cell were evaluated by MTT assay. All these derivatives were found to have stronger cell growth inhibitory than their parent compound, ursolic acid. The derivatives with a substituted acetyl group at C3 hydroxyl group show better activities than those with an unsubstituted hydroxyl group.
文摘A new wo-armed?acyclic diamide Ia 2, 6-bis(1-ethanecarbozamido-2-amino)pyridine, and a new series of aromatic aldehyde schiff bases containing pyridine ring and amide bridge, IIa-f, were prepared. The compounds were characterized by elemental analysis, IR, 1HNMR and MS. The bioactivity half inhibitory concentration C1/2 is given.
文摘The development of economic and environmentally friendly extractants to recover cobalt metal is required due to the increasing demand for this metal.In this study,solvent extraction of Co（Ⅱ） from aqueous solution using a mixture of N,N＇-carbonyl difatty amides（CDFAs） synthesised from palm oil as the extractant was carried out.The effects of various parameters such as acid,contact time,extractant concentration,metal ion concentration and stripping agent and the separation of Co（Ⅱ） from other metal ions such as Fe（Ⅱ）,Ni（Ⅱ）,Zn（Ⅲ） and Cd（Ⅱ） were investigated.It was found that the extraction of Co（Ⅱ） into the organic phase involved the formation of 1：1 complexes.Co（Ⅱ） was successfully separated from commonly associated metal ions such as Fe（Ⅱ）,Ni（Ⅱ）,Zn（Ⅲ） and Cd（Ⅱ）.Co（Ⅱ） stripping from the loaded organic phase was studied in aqueous solution.These results are useful to recover Co（Ⅱ） from aqueous solution utilising（CDFAs） as an extractant.
文摘（S）-（＋）-2,2-dimethylcyclopropane carbox amide is a key intermediate of Cilastatin, an inhibitor of dehydropeptidase-I. Its corresponding solid-liquid equilibrium data will provide essential support for industrial design and further theoretical studies. The solubilities of （S）-（＋）-2,2-dimethylcyclopropane carbox amide in toluene, dichloromethane, trichloromethane, ethyl acetate, ethanol and pure water at different temperature were measured using the synthetic method by a laser monitoring observation technique. The solubility data were correlated with the modified Apelblat equation.The calculated values were good in agreement with the experimental values.
基金supported by the National Natural Science Foundation of China (No. 21272265)the National High Technology Research and Development Program of China (No.2011AA10A204)
文摘In order to discover highly active ecdysone analogs, a series of new substituted pyrazole amide derivatives were obtained using structure-guided optimization method and further screened for their insecticidal activities, in the basis of the core structures of the two active compounds N-（3-methoxyphenyl）-3-（tert-butyl）-1-phenyl-1H-pyrazole-5-carboxamide（6e） and N-（4-（tert-butyl）phenyl）-3-（tert-butyl）-1-phenyl-1H-pyrazole-5-carboxamide（6i）, previously presented by us. The chemical structures of the title compounds were identified by spectral analyses. The preliminary bioassay results indicated that one among the synthesized pyrazole derivatives, compound 34, endowed with good activity against Mythimna Separata at 10 mg/L, which was equal to that displayed by the positive control tebufenozide. In addition, examples of molecular docking and molecular dynamics studies demonstrated that 34 may be the potential inhibitor to Ec R and its docking conformation was similar to that of tebufenozide. In addition, increasing the hydrophobic effect and considering the suitable bulk effect on pyrazole ring are beneficial to the inhibiting activity to Ec R and activity in vivo.
基金supported by the National Natural Science Foundation of China (No. 21272265)the National High Technology Research and Development Program of China (No. 2011AA10A204)
文摘Based on the similarities in the conformation of VS008（N-（4-methylphenyl）-3-（tert-butyl）-1-（phenylmethyl）-1H-pyrazole-5-carboxamide） and BYIO6830（N＇-（3,5-dimethylbenzoyl）-N＇-tert-butyl-5-methyl-2,3-dihydro-l,4-benzodioxine-6-carbohydrazide） bound to the active site of the EcR subunit of the ecdysone receptor（EcR）-ultraspiracle protein（USP） heterodimeric receptor,a series of new pyrazole amide derivatives were designed and synthesized.Their structures were confirmed by IR,~1H NMR,^（13）C NMR and elemental analysis.Results from a preliminary bioassay revealed that two of the pyrazole derivatives exhibited promising insecticidal activity.Specifically,compounds 6e and 6i exhibited good activity against Helicoverpa armigera（cotton bollworm） at low concentration.Symptoms displayed by tebufenozide-treated H.armigera were identical with those displayed by its treated counterpart.6i showed the same poisoning symptoms as those of tebufenozide.In addition,results from molecular docking result indicated that the binding modes of 6e and 6i at the active site of the EcR subunit of the heterodimeric receptor were similar to that of the bound tebufenozide.
基金the National Natural Science Foundation of China(No 20576026)State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology(No 200402)+2 种基金Science & Technology Office of Hebei Province(No 04213036)Foundation of HebeiUniversity of Science and Technology(No XL2006021)Environmental Engineering Key Subject of Hebei Province
文摘Amide ionic liquids （MLs）/L-proline synergistic catalyzed Mannich reactions of isovaleraldehyde, methyl ketones, and aromatic amines were carried out in moderate to high yields （ up to 96% ） and high stereo selectivities （ 〉99% e. e. ）. The products were easily isolated by extraction; and the catalyst system was readily recycled at least thrice without significant loss of efficiency. The scope of the substrates was studied and the interpretation of the manifest improvement of the reaction rates and enantio-selectivity of the novel catalyst system was speculated.
文摘Two novel heterocyclic diamine monomers: 1,2-dihydro-2-(4-aminophenyl)-4-[4-(4-aminophenoxy)phenyl] (2H)phthalazin-1-one and 1,2-dihydro-2-(4-aminophenyl)-4-[4-(4-aminophenoxy)-3,5-dimethylphenyl](2H)phthalazin-1-one were successfully synthesized from readily available heterocyclic bisphenol-like monomers in two steps in high yield. A series of novel poly(aryl ether amide)s containing the phthalazinone moiety were successfully prepared by the direct polymerization of the novel diamines and aromatic dicarboxylic acids using triphenyl phosphite and pyridine as condensing agents.
基金supported by the National Natural Science Foundation of China (Nos. 21472246 and 81321004)the Beijing Natural Science Foundation (No. 7152097)National Mega-Project for Innovation Drugs (No. 2012ZX09103101-037)
文摘A new series of 12-benzyl matrinic amide/ethanamide derivatives were synthesized from matrinine（1）and evaluated for their anti-HCV activity,taking compound 2 as the lead.SAR revealed that the introduction of a suitable substituent at the N’-end of matrinic amide might greatly enhance the potency.Among them,matrinic acid 17 and N’-substituted matrinic amides 18a-d exhibited promising potency with low micromolar EC50 values ranging from 1.03μmol/L to 7.54 μmol/L,and better therapeutic window with SI from 66 to 132.Moreover,compound 17 displayed an excellent PK and safety profile in vivo,demonstrating good drug-like characteristics.Thus,it has been selected for further investigation,with an advantage of decreased chances of inducing drug-resistance mutations.
文摘(S)-(+)-2,2-dimethylcyclopropane carbox amide is a key intermediate of Cilastatin, an inhibitor of de- hydropeptidase-I. Its corresponding solid-liquid equilibrium data will provide essential support for industrial design and further theoretical studies. The solubilities of (S)-(+)-2,2-dimethylcyclopropane carbox amide in toluene, di- chloromethane, trichloromethane, ethyl acetate, ethanol and pure water at different temperature were measured us- ing the synthetic method by a laser monitoring observation technique. The solubility data were correlated with the modified Apelblat equation. The calculated values were good in agreement with the experimental values.
