Seven new 4-hydroxyben l-substituted amino acid derivatives (1-7), together with 11 known compounds, were isolated from an aqueous extract of the rhizomes of Go,arodia data Blume. Their structures were determined by s...Seven new 4-hydroxyben l-substituted amino acid derivatives (1-7), together with 11 known compounds, were isolated from an aqueous extract of the rhizomes of Go,arodia data Blume. Their structures were determined by spectroscopic and chemical methods. Compounds 1-3 are pyroglutamate derivatives containing 4-hydroxybenzyl units at the N atom and 4-7 are the first examples of natural products with the 4-hydroxybenzyl unit linked vici a thioether bond to 2-hydroxy-3mercaptopropanoic acid (4-6) and 2-hydroxy-4-mercaptobutanoic acid (7), which would be biogenetically derived from cysteine and homocysteine, respectively. The structures of 1 and 2 were verified hi synthesis, while the absolute configurations of 4, 5 and 7 were assigned using Mosher 's method based on the MPA determination rule of A5Rs values. The known compound 4-(hydroxymethy0-5-nifrobenzene1,2-diol (8) exhibited activity against Fe2 r--cysteine induced rat liver microsomal lipid peroxidation with 1050 values of 9.99 x 10 6 mon. (C) 2015 Chinese Pharmaceutical Association and Institute of Materia Medica, Chinese Academy of Medical Sciences. Production and hosting by Elsevier B.'s/. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).展开更多
Aromatic amino acid halides are valuable amino acid derivatives and fundamental building blocks that are used to various coupling reaction^1-3!,such as Heck,Suzuki and Ullmann reaction[4-7],and also important precurso...Aromatic amino acid halides are valuable amino acid derivatives and fundamental building blocks that are used to various coupling reaction^1-3!,such as Heck,Suzuki and Ullmann reaction[4-7],and also important precursors of active natural products,pharmaceuticals and chiral auxiliaries[8-9].展开更多
Ammo acid derivatives react with C60 at 110-120℃to form adduct compounds.The products were isolated by column chromatography and were identified by FD-MS,UV-Vis,FT-IR and 13C NMR spectroscopies.
A series of estrone derivatives of amino acids and peptides haze been synthesized by different coupling reagents and the binding affinity of deblocked derivatives to the estrogen receptor of rats uteri have been measu...A series of estrone derivatives of amino acids and peptides haze been synthesized by different coupling reagents and the binding affinity of deblocked derivatives to the estrogen receptor of rats uteri have been measured by a comptetive radiometric bind- ing assay.展开更多
A novel chirality pairing recognition was found between D-and L-amino acid derivatives.Novel spiral alkaloids formed in the recognition reaction.Possible mechanism was proposed for the stereoselective and chemoselecti...A novel chirality pairing recognition was found between D-and L-amino acid derivatives.Novel spiral alkaloids formed in the recognition reaction.Possible mechanism was proposed for the stereoselective and chemoselective reactions.展开更多
Five new coordination polymers Cu(phen)(H2O)(phth)·CH3OH(1), [Cu(2,2′-bipy)(H2O)](phth)·3.5H2O(2), Zn(phen)(phth)(H2O)·1.125H2O(3) and [M(4,4′-bipy)(H2O)2](phth)·2H2...Five new coordination polymers Cu(phen)(H2O)(phth)·CH3OH(1), [Cu(2,2′-bipy)(H2O)](phth)·3.5H2O(2), Zn(phen)(phth)(H2O)·1.125H2O(3) and [M(4,4′-bipy)(H2O)2](phth)·2H2O[M=Zn(4), Mn(5)](H2phth=phthalic acid, bipy=bipyridine, phen=1,10-phenanthroline) have been synthesized from the amino acid derivatives(phthalyl-l- valine, H2L) and structurally characterized. H2L was hydrolyzed into phth2- group during the reaction, but the strucure feature was different from that of the complex directly synthesized from H2phth in the reported literature, revealing that H2L played an important role in composing the novel compounds. Compounds 1, 2 and 3 are all 1D chains, but the differences are that compound 1 is further hydrogen-bonded into 2D networks, and compound 2 is further extended into 3D supramolecular network through π-π stacking and hydrogen-bonding interactions. However, compound 3 is a 1D helix chain structure and further links into 2D networks through π-π stacking. Compounds 4 and 5 are isostructural and exhibit the same 2D layers, which are further connected by hydrogen-bonding interactions to form 3D supramolecular network. Antiferromagnetic superexchange was observed for compounds 1, 2 and 5.展开更多
Three novel chiral selectors 4a-c were synthesized from (S)-amino acids and (R)-1-phenyl-2-(4-methylphenyl)ethylamine. 4a-c were connected to 3-aminopropylsilanized silica gel to be used as the chiral stationary...Three novel chiral selectors 4a-c were synthesized from (S)-amino acids and (R)-1-phenyl-2-(4-methylphenyl)ethylamine. 4a-c were connected to 3-aminopropylsilanized silica gel to be used as the chiral stationary phase for HPLC. Five amino acid derivatives and two pyrethroid insecticides were fairly resolved on these three new chiral stationary phases under normal phase condition.展开更多
Six new aminocarboxylic ligands were synthesized by reactions of EDTA (ethylenediaminetetraacetic acid) dianhydride or DTPA (dlethylenetriaminepenta-acetic acid) dianhydride and ethyl ester of serine,threonine and tyr...Six new aminocarboxylic ligands were synthesized by reactions of EDTA (ethylenediaminetetraacetic acid) dianhydride or DTPA (dlethylenetriaminepenta-acetic acid) dianhydride and ethyl ester of serine,threonine and tyrosine. Their paramagnetic metal complexes were also synthesized.All ligands and paramagnetic metal complexes were characterized by IR spectra,IH NMR and elemental analyses.Relaxivity study showed that the metal complexes had higher relaxation effectiveness as compared to corresponding unmodified metal complexes. Imaging study of gadolinium complex of tyrosine ethyl ester modified DTPA in mice demonstrated that this metal complex could apparently increase the signal intensity of MR images.展开更多
Asymmetric syntheses of (S)-α-amino acids in 28--98% optical yields via double chiral induction in alkylations of ketimine 1 derived from (+)-2-hydroxypinan-3-one and (-)-men- thyl glycinate which is a chiral match p...Asymmetric syntheses of (S)-α-amino acids in 28--98% optical yields via double chiral induction in alkylations of ketimine 1 derived from (+)-2-hydroxypinan-3-one and (-)-men- thyl glycinate which is a chiral match pair have been studied. The factors controlling the diastereoselec- tivities in alkylation reactions of the ketimine, the properties of alkylating agents and various alkylation conditions are examined.展开更多
A library of novel 3-aryl isoindolinone derivatives with aromatic amino acid derivative fragments was designed and synthesized. Two synthetic routes were employed to construct 3-aryl isoindolinone ring system for diff...A library of novel 3-aryl isoindolinone derivatives with aromatic amino acid derivative fragments was designed and synthesized. Two synthetic routes were employed to construct 3-aryl isoindolinone ring system for different amino acid derivatives.展开更多
基金the National Natural Science Foundation of China (NNSFC Nos. 30825044 and 20932007)+1 种基金the Program for Changjiang Scholars and Innovative Research Team in University (PCSIRT, No. IRT1007)the National Science and Technology Project of China (Nos. 2012ZX09301002-002 and 2011ZX09307002-01) is acknowledged
文摘Seven new 4-hydroxyben l-substituted amino acid derivatives (1-7), together with 11 known compounds, were isolated from an aqueous extract of the rhizomes of Go,arodia data Blume. Their structures were determined by spectroscopic and chemical methods. Compounds 1-3 are pyroglutamate derivatives containing 4-hydroxybenzyl units at the N atom and 4-7 are the first examples of natural products with the 4-hydroxybenzyl unit linked vici a thioether bond to 2-hydroxy-3mercaptopropanoic acid (4-6) and 2-hydroxy-4-mercaptobutanoic acid (7), which would be biogenetically derived from cysteine and homocysteine, respectively. The structures of 1 and 2 were verified hi synthesis, while the absolute configurations of 4, 5 and 7 were assigned using Mosher 's method based on the MPA determination rule of A5Rs values. The known compound 4-(hydroxymethy0-5-nifrobenzene1,2-diol (8) exhibited activity against Fe2 r--cysteine induced rat liver microsomal lipid peroxidation with 1050 values of 9.99 x 10 6 mon. (C) 2015 Chinese Pharmaceutical Association and Institute of Materia Medica, Chinese Academy of Medical Sciences. Production and hosting by Elsevier B.'s/. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).
基金supported by the National Key R&D Program of China(No.2019YFE0119300)the National Natural Science Foundation of China(Nos.32088101,91853101)+3 种基金the Grant from Chinese Academy of Sciences(No.ZDBSLY-SLH032)the Natural Science Foundation of Liaoning Province,China(No.2019-YQ-07)the Dalian Science and Technology Innovation Foundation,China (No.2019J11CY019)the Grant from Dalian Institute of Chemical Physics,CAS(No.DICP I202007).
文摘Aromatic amino acid halides are valuable amino acid derivatives and fundamental building blocks that are used to various coupling reaction^1-3!,such as Heck,Suzuki and Ullmann reaction[4-7],and also important precursors of active natural products,pharmaceuticals and chiral auxiliaries[8-9].
文摘Ammo acid derivatives react with C60 at 110-120℃to form adduct compounds.The products were isolated by column chromatography and were identified by FD-MS,UV-Vis,FT-IR and 13C NMR spectroscopies.
文摘A series of estrone derivatives of amino acids and peptides haze been synthesized by different coupling reagents and the binding affinity of deblocked derivatives to the estrogen receptor of rats uteri have been measured by a comptetive radiometric bind- ing assay.
基金supports from NSFC(30873141)973 Program(2009CB522300)Hebei University and the State Key Laboratory of Phytochemistry and Plant Resources in West China.
文摘A novel chirality pairing recognition was found between D-and L-amino acid derivatives.Novel spiral alkaloids formed in the recognition reaction.Possible mechanism was proposed for the stereoselective and chemoselective reactions.
基金Supported by the National Natural Science Foundation of China(Nos.20601007, 20773034)the Natural Science Foundation of Hebei Province, China (No.B2008000143)+1 种基金the Natural Science Foundation of Hebei Education Department, China(No. ZH2006002)the Doctoral Foundation of Hebei Normal University, China (No.103261)
文摘Five new coordination polymers Cu(phen)(H2O)(phth)·CH3OH(1), [Cu(2,2′-bipy)(H2O)](phth)·3.5H2O(2), Zn(phen)(phth)(H2O)·1.125H2O(3) and [M(4,4′-bipy)(H2O)2](phth)·2H2O[M=Zn(4), Mn(5)](H2phth=phthalic acid, bipy=bipyridine, phen=1,10-phenanthroline) have been synthesized from the amino acid derivatives(phthalyl-l- valine, H2L) and structurally characterized. H2L was hydrolyzed into phth2- group during the reaction, but the strucure feature was different from that of the complex directly synthesized from H2phth in the reported literature, revealing that H2L played an important role in composing the novel compounds. Compounds 1, 2 and 3 are all 1D chains, but the differences are that compound 1 is further hydrogen-bonded into 2D networks, and compound 2 is further extended into 3D supramolecular network through π-π stacking and hydrogen-bonding interactions. However, compound 3 is a 1D helix chain structure and further links into 2D networks through π-π stacking. Compounds 4 and 5 are isostructural and exhibit the same 2D layers, which are further connected by hydrogen-bonding interactions to form 3D supramolecular network. Antiferromagnetic superexchange was observed for compounds 1, 2 and 5.
基金the National Natural Science Foundation of China (No. 20472111) is gratefully acknowledged.
文摘Three novel chiral selectors 4a-c were synthesized from (S)-amino acids and (R)-1-phenyl-2-(4-methylphenyl)ethylamine. 4a-c were connected to 3-aminopropylsilanized silica gel to be used as the chiral stationary phase for HPLC. Five amino acid derivatives and two pyrethroid insecticides were fairly resolved on these three new chiral stationary phases under normal phase condition.
文摘Six new aminocarboxylic ligands were synthesized by reactions of EDTA (ethylenediaminetetraacetic acid) dianhydride or DTPA (dlethylenetriaminepenta-acetic acid) dianhydride and ethyl ester of serine,threonine and tyrosine. Their paramagnetic metal complexes were also synthesized.All ligands and paramagnetic metal complexes were characterized by IR spectra,IH NMR and elemental analyses.Relaxivity study showed that the metal complexes had higher relaxation effectiveness as compared to corresponding unmodified metal complexes. Imaging study of gadolinium complex of tyrosine ethyl ester modified DTPA in mice demonstrated that this metal complex could apparently increase the signal intensity of MR images.
基金the National Natural Science Foundation of China.
文摘Asymmetric syntheses of (S)-α-amino acids in 28--98% optical yields via double chiral induction in alkylations of ketimine 1 derived from (+)-2-hydroxypinan-3-one and (-)-men- thyl glycinate which is a chiral match pair have been studied. The factors controlling the diastereoselec- tivities in alkylation reactions of the ketimine, the properties of alkylating agents and various alkylation conditions are examined.
基金Supported by the National Natural Science Foundation of China(No.81072526) and the Fund of the Department of Science and Technology of Jilin Province of China(No.20106039).
文摘A library of novel 3-aryl isoindolinone derivatives with aromatic amino acid derivative fragments was designed and synthesized. Two synthetic routes were employed to construct 3-aryl isoindolinone ring system for different amino acid derivatives.