An expeditious microwave-accelerated one-step synthesis of some new 2-（3,5-dimethoxy-4-methylphenyl）-5-aryl-1,3,4- oxadiazoles by reaction of 3,5-dimethoxy-4-methyl hydrazide with different carboxylic acids in prese...An expeditious microwave-accelerated one-step synthesis of some new 2-（3,5-dimethoxy-4-methylphenyl）-5-aryl-1,3,4- oxadiazoles by reaction of 3,5-dimethoxy-4-methyl hydrazide with different carboxylic acids in presence of thionyl chloride under neat conditions,has been achieved.展开更多
Synthesis of a series of new 3,6-diaryl-[1,2,4]triazolo[3,4-b] [1,3,4]thiadiazoles（5a-o） was achieved by phophine free, C-H arylative cross-coupling of 6-aryl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles（4a-o）with su...Synthesis of a series of new 3,6-diaryl-[1,2,4]triazolo[3,4-b] [1,3,4]thiadiazoles（5a-o） was achieved by phophine free, C-H arylative cross-coupling of 6-aryl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles（4a-o）with suitably substituted iodoanilines using 1-（2-naphthoyl）-3-（4-bromophenyl）thiourea as a ligand.The requisite triazolothiadiazoles（4a-o） were obtained by the condensation of 4-amino-1,2,4-triazole-3-thiol（3） with suitably substituted aromatic acids in the presence of phosphoryl chloride.展开更多
An acid catalyzed oxa-Pictet-Spengler reaction‘on water leading to the synthesis of a variety of l-aryl-6,7-dimethoxyisochro-mans is described.The aqueous chemistry is a much cleaner,efficient,cheaper and simple meth...An acid catalyzed oxa-Pictet-Spengler reaction‘on water leading to the synthesis of a variety of l-aryl-6,7-dimethoxyisochro-mans is described.The aqueous chemistry is a much cleaner,efficient,cheaper and simple method for synthesis.The scope of reactions was extended to thia-Pictet-Spengler reaction to afford the some isothiochromans.展开更多
The title compound was synthesized by the base catalyzed reaction of 5-（（quinolin- 8-yloxy）methyl）-1,3,4-oxadiazole-2（3H）-thione with methyl chloroacetate. The structure was supported by the spectroscopic data a...The title compound was synthesized by the base catalyzed reaction of 5-（（quinolin- 8-yloxy）methyl）-1,3,4-oxadiazole-2（3H）-thione with methyl chloroacetate. The structure was supported by the spectroscopic data and unambiguously confirmed by single-crystal X-ray diffraction studies. It crystallizes from a methanol solution in the triclinic space group Pi with unit cell dimensions a = 7.4509（9）, b = 10.2389（12）, c = 12.2299（15）A, a = 74.771（2）, β = 77.956（2）, 7 = 69.263（2）°, V = 834.98（17） A3 and Z = 2. In order to gain some valuable insights into the molecular structure, the quantum mechanical calculations were performed using both HF and time-dependent density functional theory at the B3LYP/6-31G（d,p） level. The molecular geometry from X-ray determination of the title compound in the ground state has been compared using the Hartree-Fock （HF） and density functional theory （DFT） with the 6-31G（d） basis set. The calculated results show that the DFT and HF can well reproduce the structure of the title compound. The energetic behavior of the title compound was examined using the B3LYP method with the 6-31G（d） basis set. The harmonic vibrational frequencies calculated have been compared with the experimental FTIR and FT-Raman spectra. The restricted Hartree-Fock and density functional theory-based nuclear magnetic resonance （NMR） calculation procedure was also performed, and it was used for assigning the 13C and 1H NMR chemical shifts of the title compound. Moreover, molecular electrostatic potential and thermodynamic parameters of the title compound were investigated by theoretical calculations.展开更多
Rapid and highly efficient synthesis of some 1-aroyl-3,5-dimethylpyrazoles is achieved by the cyclocondensation of corresponding aroyl hydrazides with 2,4-pentanedione in the absence of solvent and catalyst, under mic...Rapid and highly efficient synthesis of some 1-aroyl-3,5-dimethylpyrazoles is achieved by the cyclocondensation of corresponding aroyl hydrazides with 2,4-pentanedione in the absence of solvent and catalyst, under microwave irradiation. The reaction proceeds rapidly and is completed within 40-70 s giving a series of 1-aroyl-3,5-dimethylpyrazoles derivatives in high yields. All of the compounds have been characterized by FTIR, ^1H NMR, and mass spectroscopy.展开更多
Chalcone derivatives are of immense importance owing to their superior pharmacological profile. Minor changes in their structures create high degree of diversity that results in a broader spectrum of biological activi...Chalcone derivatives are of immense importance owing to their superior pharmacological profile. Minor changes in their structures create high degree of diversity that results in a broader spectrum of biological activities. The present research paper presents the synthesis of 3-（4-chloro-3-nitrophenyl）-1-phenylprop-2-en-1-one chalcone（I）, single crystal XRD analysis and the evaluation of its possible biological activities like cytotoxic（LD（50） = 5.40 ug/m L）and antileishmanial（LD（50） = 0.81 ug/m L） activities. The results indicate the tested chalcone（I）shows superior inhibition values against leishmanial promastigotes. Further, the possible interaction sites of chalcone（I） with Try R enzyme involved in the redox metabolism of the leishmanial parasite were determined using docking simulation technique. Docking computations demonstrate that the compound establishes prominent binding interactions with the key residues of Try R and possesses the potential to effectively inhibit the catalytic activities of enzyme. Thus the results suggest that the chalcone（I） can serve as a potential scaffold for the treatment of leishmaniasis and deserve further development.展开更多
N-（4-Methyl-3-tolylthiazol-2（3H）-ylidene） substituted benzamides （2a-o） were synthesized in good to excellent yields by the base-catalyzed direct cyclization of corresponding 1-tolyl-3-aryl thioureas （la-o） wi...N-（4-Methyl-3-tolylthiazol-2（3H）-ylidene） substituted benzamides （2a-o） were synthesized in good to excellent yields by the base-catalyzed direct cyclization of corresponding 1-tolyl-3-aryl thioureas （la-o） with 2-bromoacetone through microwave irradiation in a solvent-free medium. Compared to traditional thermal heating, microwave irradiation provides a much more cleaner, efficient and faster method for synthesis of the title compounds. 2009 Aamer Saeed. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.展开更多
The synthesis of the title molecule was achieved by the reaction of 2,4-dichloro- benzoyl chloride with potassium thiocyanate in 1：1 molar ratio in dry acetonitrile to afford the corresponding isothiocyante in situ f...The synthesis of the title molecule was achieved by the reaction of 2,4-dichloro- benzoyl chloride with potassium thiocyanate in 1：1 molar ratio in dry acetonitrile to afford the corresponding isothiocyante in situ followed by the treatment with 2-aminobiphenyl. The structure of the target compound was established by elemental analysis, FTIR, 1H, 13C NMR and mass spectroscopy and unequivocally confirmed by the crystallographic data. The title compound crystallizes in the monoclinic space group P21/n with a = 13.356（2）, b = 7.0761（11）, c = 20.539（3） A, β = 105.723（4）°, V= 1868.5（5） A3 and Z = 4.展开更多
The title compound was synthesized by the direct reaction of 3,5-dichlorobenzoic acid with 2-methoxyaniline in the presence of DCC and HOBT. The structure was supported by the spectroscopic data and unambiguously conf...The title compound was synthesized by the direct reaction of 3,5-dichlorobenzoic acid with 2-methoxyaniline in the presence of DCC and HOBT. The structure was supported by the spectroscopic data and unambiguously confirmed by the single-crystal X-ray diffraction studies. It crystallizes from a methanol solution in the monoclinic space group P21/c with unit cell dimensions of a = 4.9369（16）, b = 13.351（5）, c = 20.168（7） A, β = 96.755（8）°, V= 1320.1（8） A^3 and Z=4.展开更多
The title compound was synthesized from 3-（2-methylphenyl）-2-thioxo-2,3-dihy- droquinazolin-4（1H）-one （4） which was prepared from 2-methylaniline in two steps. The structure was supported by the spectroscopic da...The title compound was synthesized from 3-（2-methylphenyl）-2-thioxo-2,3-dihy- droquinazolin-4（1H）-one （4） which was prepared from 2-methylaniline in two steps. The structure was supported by the spectroscopic data and unambiguously confirmed by single-crystal X-ray diffraction studies. It crystallizes in the orthorhombic space group Pbca with unit cell dimensions a = 6.687（4）, b = 24.788（16）, c = 30.453（19） V = 5048（5） 3 and Z = 8.展开更多
The behaviour of poly(methyl methacrylate) was examined in the presence of phosphorus tri-bromide (PBr3) with varying concentrations. Films were cast from common solvent and subjected to TG, DTA, DTG, IR and Py-GC-MS ...The behaviour of poly(methyl methacrylate) was examined in the presence of phosphorus tri-bromide (PBr3) with varying concentrations. Films were cast from common solvent and subjected to TG, DTA, DTG, IR and Py-GC-MS for evaluating the degradation routes. Despite early decomposition of the blends, certain tempera-ture zones were identified for stabilization of the system. New products were found and mecha-nisms of their formation were proposed. Pyro-lysis of the blends was also carried out at dif-ferent temperatures to ascertain the nature of interaction between the constituents of the system.展开更多
The work reports antibacterial and antifungal activity of some 3-(substituted phenyl) isocoumarins (1H-2-benzopyran-1-ones), isocarbostyrils 1(2H)-isoquinolones, the nitrogen analogues of isocoumarins and isocoumarin-...The work reports antibacterial and antifungal activity of some 3-(substituted phenyl) isocoumarins (1H-2-benzopyran-1-ones), isocarbostyrils 1(2H)-isoquinolones, the nitrogen analogues of isocoumarins and isocoumarin-1-thiones, the thio derivatives of isocoumarins. The antimicrobial activity was determined against ten different Gram positive and Gram negative bacterial strains and three fungal strains. The bacterial strains were Klebsiella pneumonae (ATCC 6633), Staphylococcus aureus (ATCC 29213), Micrococcus luteus (ATCC 9341), Pseudomonas aeruginosa (ATCC 33347), Escherichia coli (ATCC 25922), Salmonella typhi (ATCC 19430), Lactobacillus bulgaricus, (ATCC 25929), Pasteurella multocida A (ATCC 9150), Staphylococcus epidermidis (ATCC 29232) and Proteus vulgaris (ATCC 49565) and fungal strains were Aspergillus flavus, Aspergillus nigar and Aspergillus pterus. Agar well diffusion method was followed for antibacterial activity and poison plate method was adopted for antifungal assay. Chloramphenicol and fluconazole used as standard drugs for antibacterial and antifungal activity respectively. In general, these compounds exhibited high antibacterial potential than antifungal. Comparative study reveals that the 1-thio derivatives are more active than parent isocoumarins but 1(2H)-isoquinolones, are less active. Most of these compounds showed poor activity but some of these compounds exhibited moderate to good activity against Staphylococcus epidermidis, Klebsiella pneumonae, Escherichia coli and Proteus vulgaris, compared with the standard drug.展开更多
Synthesis of the title compound was carried out by base-catalyzed cyclization of 1-pivaloyl-3-(2-chloro-4-nitrophenyl) thiourea with α-bromoacetone produced in situ. The structure was confirmed by the spectroscopic a...Synthesis of the title compound was carried out by base-catalyzed cyclization of 1-pivaloyl-3-(2-chloro-4-nitrophenyl) thiourea with α-bromoacetone produced in situ. The structure was confirmed by the spectroscopic and elemental analysis and single crystal X-ray diffraction data. It crystallizes in the triclinic space group P-1 with unit cell dime sions a = 8.7137(10), b = 10.2010(14), c = 10.6593(13), α = 62.671(9), β = 82.701(10), γ = 79.762(10), V = 827.21(8) ?3, Z = 2.展开更多
Owing to the directional H-bonding,coordination and π-stacking abilities,terpyridines have been widely used as supramolecular tectons in molecular architectures,skeletons in molecular devices and metallopolymers,and ...Owing to the directional H-bonding,coordination and π-stacking abilities,terpyridines have been widely used as supramolecular tectons in molecular architectures,skeletons in molecular devices and metallopolymers,and are gaining importance in medicinal chemistry.In this paper,we have synthesized,characterized and applied deep eutectic ionic liquids (DEILs) based on 1,4-diazabicyclo[2.2.2]octane;triethylenediamine (DABCO)-derived quatemary ammonium salts for the preparation ofterpyridines.These DEILs were synthesized through N-alkylation of DABCO with haloalkanes (1-bromopentane or 1-bromoheptane) followed by mixing and heating with methanol or polyethylene glycol as a hydrogen bond donor.The synthesized DEILs were structurally characterized by IR and NMR.The formation of deep eutectic solvent was confirmed by freezing point depression,it composition was investigated through phase diagram,and its thermal stability was determined through differential scanning calorimetry,derivative thermogravimetry and thermal gravimetric analysis studies.Further,these DEILs were investigated for their effectiveness towards synthesis of 2,2':6',2"-terpyridine,3,2':6',3"-terpyridineand 4,2':6',4"-terpyridine derivatives through Kr(o)hnke reaction.The results show that these three types ofterpyridines can be obtained in reasonable yields (80%-97%) by the one-pot reaction of 2-,3-or 4-acetylpyridine with a variety of aromatic aldehydes in the presence of DEIL as a reaction medium,sodium hydroxide as a base and ammonium acetate as a cyclizing agent.This methodology is highly efficient and cost-effective for synthesis of symmetrical as well as unsymmetrical terpyridines.Importantly,these DEILs can be reused several times without an obvious loss of activity and are non-toxic,low-volatile,biodegradable and highly thermally stable.Therefore,these DEILs as a non-conventional reaction medium for the synthesis of terpyridines provides appealing opportunities to be investigated in the domain of green synthesis.展开更多
The present research paper presents the synthesis, characterization, biological and computational studies of 4-(benzylideneamino) benzoic acid derivatives(3a~3g). Derivatives 3a~3c displayed best antidiabetic potentia...The present research paper presents the synthesis, characterization, biological and computational studies of 4-(benzylideneamino) benzoic acid derivatives(3a~3g). Derivatives 3a~3c displayed best antidiabetic potential with a glucose-lowering effect compared to the reference drug Glibenclamide. Biochemical parameters including plasma glucose, serum triglycerides, cholesterol, alanine amino transferase and aspartate amino transferase levels showed significant alterations in concentrations relative to the control. Similarly, the derivatives 3a, 3d and 3e displayed potent in vitro antibacterial potential. Molecular docking simulations delineated that the ligands and complexes were stabilized at the active site by electrostatic and hydrophobic forces, consistent with the corresponding experimental results. In silico study of the binding pattern predicted that the synthesized ligands, 3d and 3a could serve as a potential surrogate for hit-to-lead generation and the design of novel antibacterial drugs.展开更多
文摘An expeditious microwave-accelerated one-step synthesis of some new 2-（3,5-dimethoxy-4-methylphenyl）-5-aryl-1,3,4- oxadiazoles by reaction of 3,5-dimethoxy-4-methyl hydrazide with different carboxylic acids in presence of thionyl chloride under neat conditions,has been achieved.
文摘Synthesis of a series of new 3,6-diaryl-[1,2,4]triazolo[3,4-b] [1,3,4]thiadiazoles（5a-o） was achieved by phophine free, C-H arylative cross-coupling of 6-aryl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles（4a-o）with suitably substituted iodoanilines using 1-（2-naphthoyl）-3-（4-bromophenyl）thiourea as a ligand.The requisite triazolothiadiazoles（4a-o） were obtained by the condensation of 4-amino-1,2,4-triazole-3-thiol（3） with suitably substituted aromatic acids in the presence of phosphoryl chloride.
文摘An acid catalyzed oxa-Pictet-Spengler reaction‘on water leading to the synthesis of a variety of l-aryl-6,7-dimethoxyisochro-mans is described.The aqueous chemistry is a much cleaner,efficient,cheaper and simple method for synthesis.The scope of reactions was extended to thia-Pictet-Spengler reaction to afford the some isothiochromans.
文摘The title compound was synthesized by the base catalyzed reaction of 5-（（quinolin- 8-yloxy）methyl）-1,3,4-oxadiazole-2（3H）-thione with methyl chloroacetate. The structure was supported by the spectroscopic data and unambiguously confirmed by single-crystal X-ray diffraction studies. It crystallizes from a methanol solution in the triclinic space group Pi with unit cell dimensions a = 7.4509（9）, b = 10.2389（12）, c = 12.2299（15）A, a = 74.771（2）, β = 77.956（2）, 7 = 69.263（2）°, V = 834.98（17） A3 and Z = 2. In order to gain some valuable insights into the molecular structure, the quantum mechanical calculations were performed using both HF and time-dependent density functional theory at the B3LYP/6-31G（d,p） level. The molecular geometry from X-ray determination of the title compound in the ground state has been compared using the Hartree-Fock （HF） and density functional theory （DFT） with the 6-31G（d） basis set. The calculated results show that the DFT and HF can well reproduce the structure of the title compound. The energetic behavior of the title compound was examined using the B3LYP method with the 6-31G（d） basis set. The harmonic vibrational frequencies calculated have been compared with the experimental FTIR and FT-Raman spectra. The restricted Hartree-Fock and density functional theory-based nuclear magnetic resonance （NMR） calculation procedure was also performed, and it was used for assigning the 13C and 1H NMR chemical shifts of the title compound. Moreover, molecular electrostatic potential and thermodynamic parameters of the title compound were investigated by theoretical calculations.
文摘Rapid and highly efficient synthesis of some 1-aroyl-3,5-dimethylpyrazoles is achieved by the cyclocondensation of corresponding aroyl hydrazides with 2,4-pentanedione in the absence of solvent and catalyst, under microwave irradiation. The reaction proceeds rapidly and is completed within 40-70 s giving a series of 1-aroyl-3,5-dimethylpyrazoles derivatives in high yields. All of the compounds have been characterized by FTIR, ^1H NMR, and mass spectroscopy.
文摘Chalcone derivatives are of immense importance owing to their superior pharmacological profile. Minor changes in their structures create high degree of diversity that results in a broader spectrum of biological activities. The present research paper presents the synthesis of 3-（4-chloro-3-nitrophenyl）-1-phenylprop-2-en-1-one chalcone（I）, single crystal XRD analysis and the evaluation of its possible biological activities like cytotoxic（LD（50） = 5.40 ug/m L）and antileishmanial（LD（50） = 0.81 ug/m L） activities. The results indicate the tested chalcone（I）shows superior inhibition values against leishmanial promastigotes. Further, the possible interaction sites of chalcone（I） with Try R enzyme involved in the redox metabolism of the leishmanial parasite were determined using docking simulation technique. Docking computations demonstrate that the compound establishes prominent binding interactions with the key residues of Try R and possesses the potential to effectively inhibit the catalytic activities of enzyme. Thus the results suggest that the chalcone（I） can serve as a potential scaffold for the treatment of leishmaniasis and deserve further development.
文摘N-（4-Methyl-3-tolylthiazol-2（3H）-ylidene） substituted benzamides （2a-o） were synthesized in good to excellent yields by the base-catalyzed direct cyclization of corresponding 1-tolyl-3-aryl thioureas （la-o） with 2-bromoacetone through microwave irradiation in a solvent-free medium. Compared to traditional thermal heating, microwave irradiation provides a much more cleaner, efficient and faster method for synthesis of the title compounds. 2009 Aamer Saeed. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
文摘The synthesis of the title molecule was achieved by the reaction of 2,4-dichloro- benzoyl chloride with potassium thiocyanate in 1：1 molar ratio in dry acetonitrile to afford the corresponding isothiocyante in situ followed by the treatment with 2-aminobiphenyl. The structure of the target compound was established by elemental analysis, FTIR, 1H, 13C NMR and mass spectroscopy and unequivocally confirmed by the crystallographic data. The title compound crystallizes in the monoclinic space group P21/n with a = 13.356（2）, b = 7.0761（11）, c = 20.539（3） A, β = 105.723（4）°, V= 1868.5（5） A3 and Z = 4.
基金a research grant from the Higher EducationCommission of Pakistan under project No. 4-279/PAK-US/HEC 2010-917
文摘The title compound was synthesized by the direct reaction of 3,5-dichlorobenzoic acid with 2-methoxyaniline in the presence of DCC and HOBT. The structure was supported by the spectroscopic data and unambiguously confirmed by the single-crystal X-ray diffraction studies. It crystallizes from a methanol solution in the monoclinic space group P21/c with unit cell dimensions of a = 4.9369（16）, b = 13.351（5）, c = 20.168（7） A, β = 96.755（8）°, V= 1320.1（8） A^3 and Z=4.
基金a research grant from the Higher Education Commission of Pakistan under project No. 4-279/PAK-US/HEC 2010-917
文摘The title compound was synthesized from 3-（2-methylphenyl）-2-thioxo-2,3-dihy- droquinazolin-4（1H）-one （4） which was prepared from 2-methylaniline in two steps. The structure was supported by the spectroscopic data and unambiguously confirmed by single-crystal X-ray diffraction studies. It crystallizes in the orthorhombic space group Pbca with unit cell dimensions a = 6.687（4）, b = 24.788（16）, c = 30.453（19） V = 5048（5） 3 and Z = 8.
文摘The behaviour of poly(methyl methacrylate) was examined in the presence of phosphorus tri-bromide (PBr3) with varying concentrations. Films were cast from common solvent and subjected to TG, DTA, DTG, IR and Py-GC-MS for evaluating the degradation routes. Despite early decomposition of the blends, certain tempera-ture zones were identified for stabilization of the system. New products were found and mecha-nisms of their formation were proposed. Pyro-lysis of the blends was also carried out at dif-ferent temperatures to ascertain the nature of interaction between the constituents of the system.
文摘The work reports antibacterial and antifungal activity of some 3-(substituted phenyl) isocoumarins (1H-2-benzopyran-1-ones), isocarbostyrils 1(2H)-isoquinolones, the nitrogen analogues of isocoumarins and isocoumarin-1-thiones, the thio derivatives of isocoumarins. The antimicrobial activity was determined against ten different Gram positive and Gram negative bacterial strains and three fungal strains. The bacterial strains were Klebsiella pneumonae (ATCC 6633), Staphylococcus aureus (ATCC 29213), Micrococcus luteus (ATCC 9341), Pseudomonas aeruginosa (ATCC 33347), Escherichia coli (ATCC 25922), Salmonella typhi (ATCC 19430), Lactobacillus bulgaricus, (ATCC 25929), Pasteurella multocida A (ATCC 9150), Staphylococcus epidermidis (ATCC 29232) and Proteus vulgaris (ATCC 49565) and fungal strains were Aspergillus flavus, Aspergillus nigar and Aspergillus pterus. Agar well diffusion method was followed for antibacterial activity and poison plate method was adopted for antifungal assay. Chloramphenicol and fluconazole used as standard drugs for antibacterial and antifungal activity respectively. In general, these compounds exhibited high antibacterial potential than antifungal. Comparative study reveals that the 1-thio derivatives are more active than parent isocoumarins but 1(2H)-isoquinolones, are less active. Most of these compounds showed poor activity but some of these compounds exhibited moderate to good activity against Staphylococcus epidermidis, Klebsiella pneumonae, Escherichia coli and Proteus vulgaris, compared with the standard drug.
文摘Synthesis of the title compound was carried out by base-catalyzed cyclization of 1-pivaloyl-3-(2-chloro-4-nitrophenyl) thiourea with α-bromoacetone produced in situ. The structure was confirmed by the spectroscopic and elemental analysis and single crystal X-ray diffraction data. It crystallizes in the triclinic space group P-1 with unit cell dime sions a = 8.7137(10), b = 10.2010(14), c = 10.6593(13), α = 62.671(9), β = 82.701(10), γ = 79.762(10), V = 827.21(8) ?3, Z = 2.
文摘Owing to the directional H-bonding,coordination and π-stacking abilities,terpyridines have been widely used as supramolecular tectons in molecular architectures,skeletons in molecular devices and metallopolymers,and are gaining importance in medicinal chemistry.In this paper,we have synthesized,characterized and applied deep eutectic ionic liquids (DEILs) based on 1,4-diazabicyclo[2.2.2]octane;triethylenediamine (DABCO)-derived quatemary ammonium salts for the preparation ofterpyridines.These DEILs were synthesized through N-alkylation of DABCO with haloalkanes (1-bromopentane or 1-bromoheptane) followed by mixing and heating with methanol or polyethylene glycol as a hydrogen bond donor.The synthesized DEILs were structurally characterized by IR and NMR.The formation of deep eutectic solvent was confirmed by freezing point depression,it composition was investigated through phase diagram,and its thermal stability was determined through differential scanning calorimetry,derivative thermogravimetry and thermal gravimetric analysis studies.Further,these DEILs were investigated for their effectiveness towards synthesis of 2,2':6',2"-terpyridine,3,2':6',3"-terpyridineand 4,2':6',4"-terpyridine derivatives through Kr(o)hnke reaction.The results show that these three types ofterpyridines can be obtained in reasonable yields (80%-97%) by the one-pot reaction of 2-,3-or 4-acetylpyridine with a variety of aromatic aldehydes in the presence of DEIL as a reaction medium,sodium hydroxide as a base and ammonium acetate as a cyclizing agent.This methodology is highly efficient and cost-effective for synthesis of symmetrical as well as unsymmetrical terpyridines.Importantly,these DEILs can be reused several times without an obvious loss of activity and are non-toxic,low-volatile,biodegradable and highly thermally stable.Therefore,these DEILs as a non-conventional reaction medium for the synthesis of terpyridines provides appealing opportunities to be investigated in the domain of green synthesis.
基金Financial support of the Higher Education Commission(HEC)Pakistan,by awarding indigenous fellowship batch-1 phase-ΙΙfor M.Phil leading to Ph.D。
文摘The present research paper presents the synthesis, characterization, biological and computational studies of 4-(benzylideneamino) benzoic acid derivatives(3a~3g). Derivatives 3a~3c displayed best antidiabetic potential with a glucose-lowering effect compared to the reference drug Glibenclamide. Biochemical parameters including plasma glucose, serum triglycerides, cholesterol, alanine amino transferase and aspartate amino transferase levels showed significant alterations in concentrations relative to the control. Similarly, the derivatives 3a, 3d and 3e displayed potent in vitro antibacterial potential. Molecular docking simulations delineated that the ligands and complexes were stabilized at the active site by electrostatic and hydrophobic forces, consistent with the corresponding experimental results. In silico study of the binding pattern predicted that the synthesized ligands, 3d and 3a could serve as a potential surrogate for hit-to-lead generation and the design of novel antibacterial drugs.
