High performance polymers have received considerable attention over the past decade owing to their increased demands as replacements for metals or ceramics in automotive, aerospace, and microelectronic industries. Pol...High performance polymers have received considerable attention over the past decade owing to their increased demands as replacements for metals or ceramics in automotive, aerospace, and microelectronic industries. Poly（aryl ether ketone）s（PAEKs） are a class of important high-performance aromatic polymers with excellent mechanical properties, good solvent resistance, size-accuracy, electrical characteristics, and superior thermal stability. However,展开更多
1,3-disubstituted ureas of adamantine series are potent for hypertension and inflammatory treatment. The most valuable parameters of these compounds are melting point and solubility. Higher melting point leads to lowe...1,3-disubstituted ureas of adamantine series are potent for hypertension and inflammatory treatment. The most valuable parameters of these compounds are melting point and solubility. Higher melting point leads to lower bioavailability and for most of the compounds investigated before it was very high. Usage of isocyanates containing 1,3-dimethyladamantane fragment will significantly decrease the melting point, improve solubility and therefore improve bioavailability of 1,3-disubstituted ureas and other biologically active compounds produced on its base. This article presents new 1,3-disubstituted ureas and biureas synthesized by the authors.展开更多
The crystal structure of N-（1-adamantyl）urea （tricyclo[3,3,1, 1^3.7]decan-1-urea, C11H18N2O） has been determined by X-ray diffraction. The crystal belongs to the monoclinic system, space group P2（1/c） with a = 1...The crystal structure of N-（1-adamantyl）urea （tricyclo[3,3,1, 1^3.7]decan-1-urea, C11H18N2O） has been determined by X-ray diffraction. The crystal belongs to the monoclinic system, space group P2（1/c） with a = 13.070（2）, b = 8.942（1）, c = 9.390（1） A^°, β= 109.819（8）°, V= 1032.5（2） A^°3, Mr= 194.27, Z = 4, Dc = 1.250 g/cm^3,μ = 0.081 mm^-1, F（000） = 424, R= 0.0427 and wR = 0.1076 for 1105 observed reflections with I〉 2σ（I）. The structure of the title compound consists of an adamantly cage which is a stable tricyclo structure with chair conformation and the substituted urea forms the interlayer-type crystal structure via hydrogen bonds between the molecules.展开更多
A series of adamantyl nitrates have been theoretically studied from gas to solid to search for new po-tential high energy density compounds (HEDCs). The heats of formation (HOFs) for the 26 title com-pounds were calcu...A series of adamantyl nitrates have been theoretically studied from gas to solid to search for new po-tential high energy density compounds (HEDCs). The heats of formation (HOFs) for the 26 title com-pounds were calculated by designing isodesmic reactions at the B3LYP/6-31G level. It was found that the HOFs of the 26 isomers with the same number of —ONO2 groups (n) are not correlated well with the corresponding substituted positions. According to the obtained heats of detonation (Q),detonation velocities (D),and detonation pressures (P) using the Kamlet-Jacobs equations,it was found that when n=7～8,the adamantyl nitrates meet the criterion as an HEDC. The calculations on bond dissociation energies of O—N (EO—N) showed that the adamantyl nitrates with gemi —ONO2 always have the worst stability among the isomers,and all the adamantyl nitrates with gemi —ONO2 have similar stability. Due to the complexity of their structures,values of EO—N do not decrease with the increase of the substituent number n obviously,and the stability of adamantyl nitrates is not determined by only one structural parameter. Considering the stability requirement,only 1,2,4,6,8,9,10-adamantyl heptanitrate is recom-mended as a feasible HEDC. Molecular packing searching for 1,2,4,6,8,9,10-adamantyl heptanitrate among 7 most possible space groups (P21/c,P-1,P212121,P21,Pbca,C2/c,and Pna21) using Compass and Dreiding force fields showed that this compound tends to crystallize in P21/c. Ab initio periodic calculations on the electronic structure of the predicted packing showed that the O—NO2 bond is the trigger bond during thermolysis,which agrees with the result derived from the study of dissociation energies of O—N bonds.展开更多
New N-adamantyl-2-amino-acylamides（3a--3f） and N-adamantyl-2-phenoxy-acetamides（6a--6d） were designed and synthesized by the modification of the amino group of amantadine I and the structures were confirmed by mas...New N-adamantyl-2-amino-acylamides（3a--3f） and N-adamantyl-2-phenoxy-acetamides（6a--6d） were designed and synthesized by the modification of the amino group of amantadine I and the structures were confirmed by mass spectra（MS） and 1H NMR spectra. The antiviral potencies of the synthesized compounds were evaluated against the replication of influenza virus A/H3N2 subtype in Madin-Darby canine kidney（MDCK） cells. Among the amantadine derivatives, compound 3a bad the strongest antiviral potency and showed activity similar to that of amantadine. Interestingly, the bulky and extended lipophilic moieties on the a-position of the carbonyl group resulted in decreases in potency.展开更多
Objective： To study apoptotic effects of synthetic retinoic acid 6-[3-（1-adamantyl）-4-hydroxyphenyl]-2-naphthalene carboxylic acid（AHPN） on human skin malignant melanoma A375 cells in comparison with the natural ...Objective： To study apoptotic effects of synthetic retinoic acid 6-[3-（1-adamantyl）-4-hydroxyphenyl]-2-naphthalene carboxylic acid（AHPN） on human skin malignant melanoma A375 cells in comparison with the natural ligand all-trans-retinoic acid（ATRA） in vitro and the mechanisms related to the actions of AHPN. Methods：MTT assay was used to determine the anti-proliferative effects of AHPN and ATRA on A375 cells. Flow cytometry was performed to investigate the influence of AHPN and ATRA on cell cycle and cell apoptosis. In addition, transfection and luciferase activity assays were employed to explore the mechanisms of how AHPN executes its proapoptotic function. Results：Firstly, AHPN promoted apoptosis and GI arrest in A375 cells compared with ATRA. Secondly, the activity of NF-K B in A375 cells treated with AHPN increased 2-3 times compared with solvent DMSO treatment. Conclusion：AHPN, in comparison with ATRA, is a more effective alternative for therapy of malignant melanoma. The potentially proapoptotic function of AHPN requires activation of NF-K B.展开更多
基金Supported by the National High Technology Research and Development Program of China(No.2006AA03Z543).
文摘High performance polymers have received considerable attention over the past decade owing to their increased demands as replacements for metals or ceramics in automotive, aerospace, and microelectronic industries. Poly（aryl ether ketone）s（PAEKs） are a class of important high-performance aromatic polymers with excellent mechanical properties, good solvent resistance, size-accuracy, electrical characteristics, and superior thermal stability. However,
文摘1,3-disubstituted ureas of adamantine series are potent for hypertension and inflammatory treatment. The most valuable parameters of these compounds are melting point and solubility. Higher melting point leads to lower bioavailability and for most of the compounds investigated before it was very high. Usage of isocyanates containing 1,3-dimethyladamantane fragment will significantly decrease the melting point, improve solubility and therefore improve bioavailability of 1,3-disubstituted ureas and other biologically active compounds produced on its base. This article presents new 1,3-disubstituted ureas and biureas synthesized by the authors.
基金Supported by the National Natural Science Foundation of China (20571012) and Natural Science Foundation of Beijing (2042013)
文摘The crystal structure of N-（1-adamantyl）urea （tricyclo[3,3,1, 1^3.7]decan-1-urea, C11H18N2O） has been determined by X-ray diffraction. The crystal belongs to the monoclinic system, space group P2（1/c） with a = 13.070（2）, b = 8.942（1）, c = 9.390（1） A^°, β= 109.819（8）°, V= 1032.5（2） A^°3, Mr= 194.27, Z = 4, Dc = 1.250 g/cm^3,μ = 0.081 mm^-1, F（000） = 424, R= 0.0427 and wR = 0.1076 for 1105 observed reflections with I〉 2σ（I）. The structure of the title compound consists of an adamantly cage which is a stable tricyclo structure with chair conformation and the substituted urea forms the interlayer-type crystal structure via hydrogen bonds between the molecules.
基金the National Natural Science Foundation of China (Grant Nos. 10576016 and 10576030)the National 973 Project
文摘A series of adamantyl nitrates have been theoretically studied from gas to solid to search for new po-tential high energy density compounds (HEDCs). The heats of formation (HOFs) for the 26 title com-pounds were calculated by designing isodesmic reactions at the B3LYP/6-31G level. It was found that the HOFs of the 26 isomers with the same number of —ONO2 groups (n) are not correlated well with the corresponding substituted positions. According to the obtained heats of detonation (Q),detonation velocities (D),and detonation pressures (P) using the Kamlet-Jacobs equations,it was found that when n=7～8,the adamantyl nitrates meet the criterion as an HEDC. The calculations on bond dissociation energies of O—N (EO—N) showed that the adamantyl nitrates with gemi —ONO2 always have the worst stability among the isomers,and all the adamantyl nitrates with gemi —ONO2 have similar stability. Due to the complexity of their structures,values of EO—N do not decrease with the increase of the substituent number n obviously,and the stability of adamantyl nitrates is not determined by only one structural parameter. Considering the stability requirement,only 1,2,4,6,8,9,10-adamantyl heptanitrate is recom-mended as a feasible HEDC. Molecular packing searching for 1,2,4,6,8,9,10-adamantyl heptanitrate among 7 most possible space groups (P21/c,P-1,P212121,P21,Pbca,C2/c,and Pna21) using Compass and Dreiding force fields showed that this compound tends to crystallize in P21/c. Ab initio periodic calculations on the electronic structure of the predicted packing showed that the O—NO2 bond is the trigger bond during thermolysis,which agrees with the result derived from the study of dissociation energies of O—N bonds.
文摘New N-adamantyl-2-amino-acylamides（3a--3f） and N-adamantyl-2-phenoxy-acetamides（6a--6d） were designed and synthesized by the modification of the amino group of amantadine I and the structures were confirmed by mass spectra（MS） and 1H NMR spectra. The antiviral potencies of the synthesized compounds were evaluated against the replication of influenza virus A/H3N2 subtype in Madin-Darby canine kidney（MDCK） cells. Among the amantadine derivatives, compound 3a bad the strongest antiviral potency and showed activity similar to that of amantadine. Interestingly, the bulky and extended lipophilic moieties on the a-position of the carbonyl group resulted in decreases in potency.
文摘Objective： To study apoptotic effects of synthetic retinoic acid 6-[3-（1-adamantyl）-4-hydroxyphenyl]-2-naphthalene carboxylic acid（AHPN） on human skin malignant melanoma A375 cells in comparison with the natural ligand all-trans-retinoic acid（ATRA） in vitro and the mechanisms related to the actions of AHPN. Methods：MTT assay was used to determine the anti-proliferative effects of AHPN and ATRA on A375 cells. Flow cytometry was performed to investigate the influence of AHPN and ATRA on cell cycle and cell apoptosis. In addition, transfection and luciferase activity assays were employed to explore the mechanisms of how AHPN executes its proapoptotic function. Results：Firstly, AHPN promoted apoptosis and GI arrest in A375 cells compared with ATRA. Secondly, the activity of NF-K B in A375 cells treated with AHPN increased 2-3 times compared with solvent DMSO treatment. Conclusion：AHPN, in comparison with ATRA, is a more effective alternative for therapy of malignant melanoma. The potentially proapoptotic function of AHPN requires activation of NF-K B.
