Two new α,β-unsaturated butyrolactone derivatives, 4-(4″-hydroxybenzyl)-3-(3′-hydroxy-phenethyl)furan-2(5H)-one (1) and 3-(3′-hydroxyphenethyl)furan-2(5H)-one (2), together with one known phenolic compound (3), w...Two new α,β-unsaturated butyrolactone derivatives, 4-(4″-hydroxybenzyl)-3-(3′-hydroxy-phenethyl)furan-2(5H)-one (1) and 3-(3′-hydroxyphenethyl)furan-2(5H)-one (2), together with one known phenolic compound (3), were isolated from the tubers of Pleione bulbocodioides (Franch.) Rolfe. Their structures were elucidated by analysis of spectroscopic data.展开更多
A new butyrolactone derivative,namely butyrolactone Ⅷ （1）,and six known butyrolactones （2-7） were separated from the ethyl acetate （EtOAc） extract of the fermentation broth of a fungus,Aspergillus terreus MXH-2...A new butyrolactone derivative,namely butyrolactone Ⅷ （1）,and six known butyrolactones （2-7） were separated from the ethyl acetate （EtOAc） extract of the fermentation broth of a fungus,Aspergillus terreus MXH-23.The chemical structures of these metabolites were identified by analyzing their nuclear magnetic resonance （NMR） and mass spectrometry （MS）.Known butyrolactone derivatives contain an α,β-unsaturated γ-lactone ring with α-hydroxyl and y-benzyl,and butyrolactone Ⅷ （1） was the first butyrolactones contains α-benzyl and γ-hydroxyl on α,β-unsaturated lactone ring.All of the butyrolactone derivatives were tested for their anti-influenza （H 1N 1） effects.Derivatives 4 and 7 showed moderate antiviral activities while the newly-identified,derivative 1,did not.展开更多
Eleven (S)-(-)-bishydrocarbyl-(1-alkanoylpyrrolidin-2-yl)-methanol derivatives of three types were synthesized from L-proline, asymmtrically selective alkylation products were obtained by LDA treatment and alkylatio...Eleven (S)-(-)-bishydrocarbyl-(1-alkanoylpyrrolidin-2-yl)-methanol derivatives of three types were synthesized from L-proline, asymmtrically selective alkylation products were obtained by LDA treatment and alkylation using methyl 2-bromoethyl ether, and three types of chiral α-substituted-γ-butyrolactones were obtained by hydrolyzing the alkylation products, with %e.e. being up to 89 percent.展开更多
A pair of Z and E isomers of cyclization of γ-ketoacid 7, which was prepared in six steps from 2,5-dimethoxyphenyl acetic acid 1, gave a pair of Z(20%) and E (4%) isomers of (2,5-dimethoxyphenyl)-methylene-butyrolact...A pair of Z and E isomers of cyclization of γ-ketoacid 7, which was prepared in six steps from 2,5-dimethoxyphenyl acetic acid 1, gave a pair of Z(20%) and E (4%) isomers of (2,5-dimethoxyphenyl)-methylene-butyrolactones展开更多
The somatic cell nuclear transfer （SCNT） technique has been applied successfully in a range of mammalian species giving rise to offspring, however, the efficiency of development to term has remained low. Oocyte meio...The somatic cell nuclear transfer （SCNT） technique has been applied successfully in a range of mammalian species giving rise to offspring, however, the efficiency of development to term has remained low. Oocyte meiotic arrest is an important option to make the SCNT more flexible and increase the number of cloned embryos produced. This paper showed that the use of butyrolactone I to arrest the meiotic division for 24 h prior to in vitro maturation （IVM） provided bovine oocytes capability of supporting development of blastocysts as efficiently as non arrested oocytes. In the SCNT group, cleavage rates were not affected by prematuration when adding butyrolactone I during IVM （57.9% vs. 62.4%; control vs. 10 μmol.L^-1 butyrolactone I）, developmental rates to biastocyst were unaffected （22.0% vs. 20.3%; control vs. 10 μmol.L^-1 butyrolactone I, p〉0.05） by the addition ofbutyrolactone I during IVM in cloned embryos. Moreover, the total cell numbers of blastocyst were not affected by butyrolactone I （total nucleus numbers, 132±16.5 vs. 128±19.4, p〉0.05）. In conclusion, the SCNT embryos from butyrolactone I- prematured bovine oocytes had the same developmental potential as the non treated one. The present study provided a method for laboratories of in vitro embryos production, mainly those working on the SCNT, where prematuration could be used to iiacrease the flexibility of the procedure.展开更多
A series of trans-4, 5-disubstituted -γ-butyrolactones are found to assume two different envelope conformations by means of nuclear magnetic resonance spectroscopy.
This paper provides a simple, convenient and mild condition method for -alkylation of g-butyrolactone. Three types of (E)-a-alkenyl-g-butyrolactone compounds were synthesized by condensation of corresponding aldehyd...This paper provides a simple, convenient and mild condition method for -alkylation of g-butyrolactone. Three types of (E)-a-alkenyl-g-butyrolactone compounds were synthesized by condensation of corresponding aldehydes and g-butyrolactone, using MeONa and EtONa as base. Then the a-alkyl-g-butyrolactones were gained by reducing the former alkenyl compounds through catalytic transfer hydrogenation under Pd/C catalyst with sodium hypophosphite at room temperature.展开更多
The conformations ofγ-butyrolactone ring in solution were deduced on the basis of ~1H NMR spectra of geminal protons of the butyrolactone ring.A series of optically pure(Z)-(-)-4-(1 -alkoxyl-1 -carbalkoxy-methylene)-...The conformations ofγ-butyrolactone ring in solution were deduced on the basis of ~1H NMR spectra of geminal protons of the butyrolactone ring.A series of optically pure(Z)-(-)-4-(1 -alkoxyl-1 -carbalkoxy-methylene)-5(R)[(1R)-menthyloxy]-γ-butyr-olactones with a stable planar conformation of γ-butyrolactone ring were found.展开更多
New heteroleptic lanthanide complex [L1ILaN{Si(CH3)2}] (1) containing tridentate [ONO] ancillary ligand was synthesized from an acid-base ligand exchange reaction with ligands H2L1 and corresponding homoleptic lanthan...New heteroleptic lanthanide complex [L1ILaN{Si(CH3)2}] (1) containing tridentate [ONO] ancillary ligand was synthesized from an acid-base ligand exchange reaction with ligands H2L1 and corresponding homoleptic lanthanide compound La[N{Si(CH3)3}2]3. Meanwhile, dimeric complexes [L1LaCl] (2) and [L1ILaCl] (3) were prepared from salt metathesis reaction between one equivalent of ligands H2LI,II, three equivalent of NaN{Si(CH3)3}2, and one equivalent of LaCl3. These compounds were characterized by nuclear magnetic resonance (300 MHz) and elemental analysis. These complexes were used as catalysts in the ring-opening homopolymerization of α-methylene-γ-butyrolactone. While compound 1 did not show any significant reactivity, compounds 2 and 3 gave significant amount of highly branched poly(α-methylene-γ-butyrolactone) as confirmed by 1H NMR spectroscopy and Malvern’s triple detector GPCMax analysis in DMSO with molecular weights of over 500,000 Dalton. The glass-transition temperatures of the branched polymer samples were determined using a Dynamic Mechanical Analyzer, DMA Q800.展开更多
文摘Two new α,β-unsaturated butyrolactone derivatives, 4-(4″-hydroxybenzyl)-3-(3′-hydroxy-phenethyl)furan-2(5H)-one (1) and 3-(3′-hydroxyphenethyl)furan-2(5H)-one (2), together with one known phenolic compound (3), were isolated from the tubers of Pleione bulbocodioides (Franch.) Rolfe. Their structures were elucidated by analysis of spectroscopic data.
基金supported by National Natural Science Foundation of China (Nos.41176120 and 30973627)the National High Technology Research and Development Program of China (No.2013AA092901)+3 种基金the Program for New Century Excellent Talents in University (No.NCET12-0499)Promotive Research Fund for Excellent Young and Middle-Aged Scientists of Shandong Province (BS 2010HZ027)the Public Projects of State Oceanic Administration (No. 2010418022-3)the Program for Changjiang Scholars and Innovative Research Team in University (No.IRT0944)
文摘A new butyrolactone derivative,namely butyrolactone Ⅷ （1）,and six known butyrolactones （2-7） were separated from the ethyl acetate （EtOAc） extract of the fermentation broth of a fungus,Aspergillus terreus MXH-23.The chemical structures of these metabolites were identified by analyzing their nuclear magnetic resonance （NMR） and mass spectrometry （MS）.Known butyrolactone derivatives contain an α,β-unsaturated γ-lactone ring with α-hydroxyl and y-benzyl,and butyrolactone Ⅷ （1） was the first butyrolactones contains α-benzyl and γ-hydroxyl on α,β-unsaturated lactone ring.All of the butyrolactone derivatives were tested for their anti-influenza （H 1N 1） effects.Derivatives 4 and 7 showed moderate antiviral activities while the newly-identified,derivative 1,did not.
文摘Eleven (S)-(-)-bishydrocarbyl-(1-alkanoylpyrrolidin-2-yl)-methanol derivatives of three types were synthesized from L-proline, asymmtrically selective alkylation products were obtained by LDA treatment and alkylation using methyl 2-bromoethyl ether, and three types of chiral α-substituted-γ-butyrolactones were obtained by hydrolyzing the alkylation products, with %e.e. being up to 89 percent.
文摘A pair of Z and E isomers of cyclization of γ-ketoacid 7, which was prepared in six steps from 2,5-dimethoxyphenyl acetic acid 1, gave a pair of Z(20%) and E (4%) isomers of (2,5-dimethoxyphenyl)-methylene-butyrolactones
基金Supported by the Scientific Research Fund of Heilongjiang Provincial Education Department (11531028)Heilongjiang Postdoctoral Fund (LBH-Z11245)
文摘The somatic cell nuclear transfer （SCNT） technique has been applied successfully in a range of mammalian species giving rise to offspring, however, the efficiency of development to term has remained low. Oocyte meiotic arrest is an important option to make the SCNT more flexible and increase the number of cloned embryos produced. This paper showed that the use of butyrolactone I to arrest the meiotic division for 24 h prior to in vitro maturation （IVM） provided bovine oocytes capability of supporting development of blastocysts as efficiently as non arrested oocytes. In the SCNT group, cleavage rates were not affected by prematuration when adding butyrolactone I during IVM （57.9% vs. 62.4%; control vs. 10 μmol.L^-1 butyrolactone I）, developmental rates to biastocyst were unaffected （22.0% vs. 20.3%; control vs. 10 μmol.L^-1 butyrolactone I, p〉0.05） by the addition ofbutyrolactone I during IVM in cloned embryos. Moreover, the total cell numbers of blastocyst were not affected by butyrolactone I （total nucleus numbers, 132±16.5 vs. 128±19.4, p〉0.05）. In conclusion, the SCNT embryos from butyrolactone I- prematured bovine oocytes had the same developmental potential as the non treated one. The present study provided a method for laboratories of in vitro embryos production, mainly those working on the SCNT, where prematuration could be used to iiacrease the flexibility of the procedure.
文摘A series of trans-4, 5-disubstituted -γ-butyrolactones are found to assume two different envelope conformations by means of nuclear magnetic resonance spectroscopy.
文摘This paper provides a simple, convenient and mild condition method for -alkylation of g-butyrolactone. Three types of (E)-a-alkenyl-g-butyrolactone compounds were synthesized by condensation of corresponding aldehydes and g-butyrolactone, using MeONa and EtONa as base. Then the a-alkyl-g-butyrolactones were gained by reducing the former alkenyl compounds through catalytic transfer hydrogenation under Pd/C catalyst with sodium hypophosphite at room temperature.
文摘The conformations ofγ-butyrolactone ring in solution were deduced on the basis of ~1H NMR spectra of geminal protons of the butyrolactone ring.A series of optically pure(Z)-(-)-4-(1 -alkoxyl-1 -carbalkoxy-methylene)-5(R)[(1R)-menthyloxy]-γ-butyr-olactones with a stable planar conformation of γ-butyrolactone ring were found.
文摘New heteroleptic lanthanide complex [L1ILaN{Si(CH3)2}] (1) containing tridentate [ONO] ancillary ligand was synthesized from an acid-base ligand exchange reaction with ligands H2L1 and corresponding homoleptic lanthanide compound La[N{Si(CH3)3}2]3. Meanwhile, dimeric complexes [L1LaCl] (2) and [L1ILaCl] (3) were prepared from salt metathesis reaction between one equivalent of ligands H2LI,II, three equivalent of NaN{Si(CH3)3}2, and one equivalent of LaCl3. These compounds were characterized by nuclear magnetic resonance (300 MHz) and elemental analysis. These complexes were used as catalysts in the ring-opening homopolymerization of α-methylene-γ-butyrolactone. While compound 1 did not show any significant reactivity, compounds 2 and 3 gave significant amount of highly branched poly(α-methylene-γ-butyrolactone) as confirmed by 1H NMR spectroscopy and Malvern’s triple detector GPCMax analysis in DMSO with molecular weights of over 500,000 Dalton. The glass-transition temperatures of the branched polymer samples were determined using a Dynamic Mechanical Analyzer, DMA Q800.
