Twenty novel furanone derivatives, based on the structure of raltegravir which was the first HIV-1 inte- grase（IN） inhibitor approved by the United States Food and Drug Administration（US FDA）, were designed, synth...Twenty novel furanone derivatives, based on the structure of raltegravir which was the first HIV-1 inte- grase（IN） inhibitor approved by the United States Food and Drug Administration（US FDA）, were designed, synthesized and characterized by ^1H NMR, IR and MS. The biological activities of these compounds against HIV-1 IN in vitro were evaluated. The assay results indicate that the replacement of pyrimidinone with furanone decreased the inhibitory activity of the compounds to HIV-1 IN. Compounds 3i, 3j and 3t show moderate inhibitory activity against HIV-1 IN and selectively inhibit the strand transfer reaction.展开更多
A series of enantiomencally pure (4R,5R)-(-)-4-alkryloxy-5-[(1R,2dihydro-2(5H)-furanones (2) have been synthesized in excellent yields via asymmetric conjugateadditions of primary alcohols to (R)-(-)-5-[(1R,2S,5R)-men...A series of enantiomencally pure (4R,5R)-(-)-4-alkryloxy-5-[(1R,2dihydro-2(5H)-furanones (2) have been synthesized in excellent yields via asymmetric conjugateadditions of primary alcohols to (R)-(-)-5-[(1R,2S,5R)-menthyloxy]-2(5H)-furanone (1) in the presenceof a catalytic amount of sodium in DMF, which provides access to new multifunctional homochiralbuilding blocks, optically. pure (R) or (S)-2-alkyloxy- 1,4-butanediols (3).展开更多
The crystal structure of the title compound 1, C 22 H 30 BrNO 3, was determined by X ray analysis at 296(1)K. The crystal belongs to othorhombic system, space group P2 12 12 1 with a=9.842(5), b=12....The crystal structure of the title compound 1, C 22 H 30 BrNO 3, was determined by X ray analysis at 296(1)K. The crystal belongs to othorhombic system, space group P2 12 12 1 with a=9.842(5), b=12.510(5), c=17.763(6) , V=2187(3) 3, Z=4, M r=436.37, D x =1.33 g/cm 3, μ =18.79 cm 1 , F(000) =912 and the final R=0.047 and R w=0.053 for 1429 observed reflections with I≥3σ(I). Structure analysis reveals that the absolute configuration at C 14 of the acetal carbon of the title compound is S.展开更多
5-(1-Menthyloxy)-2(5-H)-furanone is used as s chiral dipolarophile for thermal asymmetric 1,3-dipolar cycloaddition reaction with C-phenyl-N-phenyl nitrone to give the diastereomerically pure cycloaddition product.
The HeI photoelectron (PE) spectra of both 2(5H) furanone and its trans-chair-dimenc-compound (t-c-DFN) are reported.The assignment of the PES bands is made on the basis of band shapes,the PES results of the molecules...The HeI photoelectron (PE) spectra of both 2(5H) furanone and its trans-chair-dimenc-compound (t-c-DFN) are reported.The assignment of the PES bands is made on the basis of band shapes,the PES results of the molecules which have the similar atomic groups,and the restricted Hartree-Fock (RHF) calculations for the molecules studied.From the results of both PES experimental and theoretical calculations,it is proved that the ionization potential (IPs) of the HOMO for the dimenc-compound is lower than that of the HOMO for the monomer.And the total energy computed for the t-c-DFN is the lowest in the four possible configurations of dimeric-compounds of 2(5H) furanone Therefore the synthesis of t-c-DFN is also the easiest.展开更多
An efficient synthesis of tetrahydrofuro[3,2-b]quinolin-2（3H）-ones from α-angelica lactone and 2-aminobenzaldehydes via a tandem Aldol-Michael addition is described. The reactions were carried out using DBU as the ...An efficient synthesis of tetrahydrofuro[3,2-b]quinolin-2（3H）-ones from α-angelica lactone and 2-aminobenzaldehydes via a tandem Aldol-Michael addition is described. The reactions were carried out using DBU as the base in i-Pr OH at 0 ℃, affording tetrahydrofuro[3,2-b]quinolin-2（3H）-ones in moderate to good yields.展开更多
Removal of copper ions from copper sulphate solutions on a rotating zinc rod in absence and in presence of 3(2H)-furanones and 4H-pyran-4-one derivatives was investigated experimentally. Variables studied were initial...Removal of copper ions from copper sulphate solutions on a rotating zinc rod in absence and in presence of 3(2H)-furanones and 4H-pyran-4-one derivatives was investigated experimentally. Variables studied were initial copper ions concentration, rotational speed of the zinc rod, temperature and concentration of organic additives. It was found that cementation reaction is first order in presence and in absence of additives. Increasing concentration of initial copper ions, rotational speed of the zinc rod and temperature were found to increase the rate of cementation. In presence of organic additives an enhancement of the rate was observed, except in presence of methoxyfuranone the rate was found to decrease by an amount ranging from 11.74% to 33.79%. Rate acceleration or inhibition is associated mainly with changes in the structure of the additives as well as its concentration. The apparent activation energy for the cementation process in presence of different additives was estimated and was found to be ranged between 11.8 kJ/mol and 25.95 kJ/mol. These values suggest that the copper removal process in presence of these additives is controlled by diffusion. A scanning electron microscopy study of copper deposits obtained in presence of tolylfuranone, phenylpyrone and methoxyfuranone correlate with their behaviour during the kinetic study. Different reaction conditions and the physical properties of solutions were studied to obtain dimensionless correlation among all these parameters. It was found that on applying cementation reaction on a sample from industrial wastewater in presence of phenylpyrone about 91.9% of Cu2+ are removed.展开更多
This study reports the synthesis and evaluation of a novel furanone-containing antibacterial resin composite. Compres-sive strength (CS) and S. mutans viability were used to evaluate the mechanical strength and antiba...This study reports the synthesis and evaluation of a novel furanone-containing antibacterial resin composite. Compres-sive strength (CS) and S. mutans viability were used to evaluate the mechanical strength and antibacterial activity of the composites. With 5% to 30% addition of the furanone derivative, the composite showed no change in CS but a significant antibacterial activity with a 16% - 68% reduction in the S. mutans viability. Further, the antibacterial activity of the modified composite was not affected by human saliva. The aging study implies that the modified composite may have a long-lasting antibacterial function. Within the limitations of this study, it appears that this experimental resin composite may potentially be developed into a clinically attractive dental restorative due to its high mechanical strength and antibacterial function.展开更多
The preparation of several functionalized furan derivatives and attempts to transform them into a derivative containing 6H-furo[3,4-b]furanone skeleton towards the construction of naphtho[2,3-b] furan are described. A...The preparation of several functionalized furan derivatives and attempts to transform them into a derivative containing 6H-furo[3,4-b]furanone skeleton towards the construction of naphtho[2,3-b] furan are described. Attempted Pummerer reaction of a furan sulfoxide derivative produced four interesting furan derivatives. Base promoted annulation between methyl 2-(phenylsulfinylmethyl)-3-furoate and 2-cyclohexenone proceeded to give dihydro naphtho[2,3-b]furanone derivative in a regiospecific manner.展开更多
Two series of p-alkoxybenzoates Ia-If and p-alkoxycinnamates IIa-IIf, each species beating one terminal furanone, have been synthesized and characterized by IR, ^13C NMR, ^1H NMR, MS spectra and elemental analysis. Th...Two series of p-alkoxybenzoates Ia-If and p-alkoxycinnamates IIa-IIf, each species beating one terminal furanone, have been synthesized and characterized by IR, ^13C NMR, ^1H NMR, MS spectra and elemental analysis. The mesogenic properties of both series of furanones have been studied by polarizing optical microscopy and differential scanning calorimetry （DSC）. The relationship between structures and mesogenic properties was discussed. The results show that the increased alkoxy chain length （C7-C12） and the bridging groups between the benzene ring and the furanone ring affected the mesomorphic properties greatly, and the two series of furanones might display monotropic or enantiotropic nematic （N） or semetic C （SmC） mesophases and different mesomorpic phase temperature ranges corresponding to different carbon chain length.展开更多
基金Supported by the National Natural Science Foundation of China(No.20872082)the Natural Science Foundation of Shandong Province,China(No.Y2007C060)
文摘Twenty novel furanone derivatives, based on the structure of raltegravir which was the first HIV-1 inte- grase（IN） inhibitor approved by the United States Food and Drug Administration（US FDA）, were designed, synthesized and characterized by ^1H NMR, IR and MS. The biological activities of these compounds against HIV-1 IN in vitro were evaluated. The assay results indicate that the replacement of pyrimidinone with furanone decreased the inhibitory activity of the compounds to HIV-1 IN. Compounds 3i, 3j and 3t show moderate inhibitory activity against HIV-1 IN and selectively inhibit the strand transfer reaction.
文摘A series of enantiomencally pure (4R,5R)-(-)-4-alkryloxy-5-[(1R,2dihydro-2(5H)-furanones (2) have been synthesized in excellent yields via asymmetric conjugateadditions of primary alcohols to (R)-(-)-5-[(1R,2S,5R)-menthyloxy]-2(5H)-furanone (1) in the presenceof a catalytic amount of sodium in DMF, which provides access to new multifunctional homochiralbuilding blocks, optically. pure (R) or (S)-2-alkyloxy- 1,4-butanediols (3).
文摘The crystal structure of the title compound 1, C 22 H 30 BrNO 3, was determined by X ray analysis at 296(1)K. The crystal belongs to othorhombic system, space group P2 12 12 1 with a=9.842(5), b=12.510(5), c=17.763(6) , V=2187(3) 3, Z=4, M r=436.37, D x =1.33 g/cm 3, μ =18.79 cm 1 , F(000) =912 and the final R=0.047 and R w=0.053 for 1429 observed reflections with I≥3σ(I). Structure analysis reveals that the absolute configuration at C 14 of the acetal carbon of the title compound is S.
文摘5-(1-Menthyloxy)-2(5-H)-furanone is used as s chiral dipolarophile for thermal asymmetric 1,3-dipolar cycloaddition reaction with C-phenyl-N-phenyl nitrone to give the diastereomerically pure cycloaddition product.
基金Project supported by the National Natural Science Foundation of China
文摘The HeI photoelectron (PE) spectra of both 2(5H) furanone and its trans-chair-dimenc-compound (t-c-DFN) are reported.The assignment of the PES bands is made on the basis of band shapes,the PES results of the molecules which have the similar atomic groups,and the restricted Hartree-Fock (RHF) calculations for the molecules studied.From the results of both PES experimental and theoretical calculations,it is proved that the ionization potential (IPs) of the HOMO for the dimenc-compound is lower than that of the HOMO for the monomer.And the total energy computed for the t-c-DFN is the lowest in the four possible configurations of dimeric-compounds of 2(5H) furanone Therefore the synthesis of t-c-DFN is also the easiest.
基金National Natural Science Foundation of China(Grant No.21372019)
文摘An efficient synthesis of tetrahydrofuro[3,2-b]quinolin-2（3H）-ones from α-angelica lactone and 2-aminobenzaldehydes via a tandem Aldol-Michael addition is described. The reactions were carried out using DBU as the base in i-Pr OH at 0 ℃, affording tetrahydrofuro[3,2-b]quinolin-2（3H）-ones in moderate to good yields.
文摘Removal of copper ions from copper sulphate solutions on a rotating zinc rod in absence and in presence of 3(2H)-furanones and 4H-pyran-4-one derivatives was investigated experimentally. Variables studied were initial copper ions concentration, rotational speed of the zinc rod, temperature and concentration of organic additives. It was found that cementation reaction is first order in presence and in absence of additives. Increasing concentration of initial copper ions, rotational speed of the zinc rod and temperature were found to increase the rate of cementation. In presence of organic additives an enhancement of the rate was observed, except in presence of methoxyfuranone the rate was found to decrease by an amount ranging from 11.74% to 33.79%. Rate acceleration or inhibition is associated mainly with changes in the structure of the additives as well as its concentration. The apparent activation energy for the cementation process in presence of different additives was estimated and was found to be ranged between 11.8 kJ/mol and 25.95 kJ/mol. These values suggest that the copper removal process in presence of these additives is controlled by diffusion. A scanning electron microscopy study of copper deposits obtained in presence of tolylfuranone, phenylpyrone and methoxyfuranone correlate with their behaviour during the kinetic study. Different reaction conditions and the physical properties of solutions were studied to obtain dimensionless correlation among all these parameters. It was found that on applying cementation reaction on a sample from industrial wastewater in presence of phenylpyrone about 91.9% of Cu2+ are removed.
文摘This study reports the synthesis and evaluation of a novel furanone-containing antibacterial resin composite. Compres-sive strength (CS) and S. mutans viability were used to evaluate the mechanical strength and antibacterial activity of the composites. With 5% to 30% addition of the furanone derivative, the composite showed no change in CS but a significant antibacterial activity with a 16% - 68% reduction in the S. mutans viability. Further, the antibacterial activity of the modified composite was not affected by human saliva. The aging study implies that the modified composite may have a long-lasting antibacterial function. Within the limitations of this study, it appears that this experimental resin composite may potentially be developed into a clinically attractive dental restorative due to its high mechanical strength and antibacterial function.
文摘The preparation of several functionalized furan derivatives and attempts to transform them into a derivative containing 6H-furo[3,4-b]furanone skeleton towards the construction of naphtho[2,3-b] furan are described. Attempted Pummerer reaction of a furan sulfoxide derivative produced four interesting furan derivatives. Base promoted annulation between methyl 2-(phenylsulfinylmethyl)-3-furoate and 2-cyclohexenone proceeded to give dihydro naphtho[2,3-b]furanone derivative in a regiospecific manner.
基金Project supported by the National Natural Science Foundation of China （Nos. 20402009 and 20490210）.
文摘Two series of p-alkoxybenzoates Ia-If and p-alkoxycinnamates IIa-IIf, each species beating one terminal furanone, have been synthesized and characterized by IR, ^13C NMR, ^1H NMR, MS spectra and elemental analysis. The mesogenic properties of both series of furanones have been studied by polarizing optical microscopy and differential scanning calorimetry （DSC）. The relationship between structures and mesogenic properties was discussed. The results show that the increased alkoxy chain length （C7-C12） and the bridging groups between the benzene ring and the furanone ring affected the mesomorphic properties greatly, and the two series of furanones might display monotropic or enantiotropic nematic （N） or semetic C （SmC） mesophases and different mesomorpic phase temperature ranges corresponding to different carbon chain length.
