Category: 617-55-0

Jin, Tianyun; Shen, Tao; Zhou, Mingxing; Li, Ailing; Feng, Da; Zheng, Bolun; Gong, Jie; Sun, Jiawei; Li, Lingyu; Xiang, Lan published the artcile< Chemical constituents from Portulaca oleracea and their bioactivities>, Formula: C6H10O5, the main research area is Portulaca organic acid antiinflammation.

In the present study, we aimed to intensively study the chem. constituents, especially organic acids from a medicinal plant Portulaca oleracea L., and screen their anti-inflammatory and quinone reductase (QR, a phase II detoxyfication enzyme) inductive activity. A total of 20 compounds were isolated and identified based on spectroscopic methods, as succinic acid (1), mono-Me succinate (2), L-malic acid (3), L-1-Me malate (4), L-4-Me malate (5), L-dimethyl malate (6), L-6-Et citrate (7), L-1-Me citrate (8), L-1,5-dimethyl citrate (9), 4-hydroxy-5-methylfuran-3-carboxylic acid (10), 5-hydroxymethyl-furoic acid (11), stearic acid (12), L-pyroglutamic acid (13), cyclo-(tyrosine-leucine) (14), L-isoleucine (15), (-)-dehydrovomifoliol (16), (-)-epiloliolide (17), 3,4-dihydroxyphenylethanol (18), succinimide (19), and uracil (20). Among them, 14 compounds (2, 4-8, 10, 11, 13-18) were isolated from P. oleracea for the first time. Compound 18 (12.5 μM) exhibited potent anti-inflammatory effect in lipopolysaccharide (LPS)-induced macrophage cells (RAW264.7) by reducing NO production, and it also increased QR activity in Hepa lclc7 cells. Compound 16 (50 μM) showed weak QR inductive activity. None of other compounds showed anti-inflammatory or QR inductive activities.

Journal of Chinese Pharmaceutical Sciences published new progress about Portulaca oleracea. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Formula: C6H10O5.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Dayaker, Gandrath; Krishna, Palakodety Radha published the artcile< Olefin Cross-Metathesis: Studies towards the Total Synthesis of (+)-Bitungolide F>, Formula: C6H10O5, the main research area is bitungolide preparation total synthesis.

S stereoselective synthesis of (5S,6S)-6-[(2S,5S,7R,8E,10E)-5-(benzyloxy)-7-{[(tert-butyl)dimethylsilyl]oxy}-11-phenylundeca-8,10-dien-2-yl]-5-ethyl-5,6-dihydro-2H-pyran-2-one [i.e., 9-O-benzyl-11-O-[(tert-butyl)dimethylsilyl]bitungolide F] is reported. The strategy involves Gilman reaction, olefin cross-metathesis, and Horner-Wadsworth-Emmons olefination as key steps. The synthesis of the target compound was achieved using((2S)-2-(hydroxy)butanedioic acid (L-malic acid) as a simple starting material.

Helvetica Chimica Acta published new progress about Alkenylation. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Formula: C6H10O5.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Ikura, Masahiro; Nakatani, Shingo; Yamamoto, Shingo; Habashita, Hiromu; Sugiura, Tsuneyuki; Takahashi, Kanji; Ogawa, Koji; Ohno, Hiroyuki; Nakai, Hisao; Toda, Masaaki published the artcile< Discovery of a new chemical lead for a matrix metalloproteinase inhibitor>, COA of Formula: C6H10O5, the main research area is benzoyl aminobutyric hydroxamic acid derivative preparation matrix metalloproteinase inhibitor.

A series of N-benzoyl γ-aminobutyric hydroxamic acids were synthesized and evaluated as matrix metalloproteinase inhibitors. First, the authors focused on chem. modification of the N-benzoyl residue. Introduction of electron-rich para-substituents was effective to increase the inhibitory activity. Especially, some of the analogs with relatively more planar N-acyl residues, such as (I) and (II), demonstrated more potent activity. Second, chem. modification of the γ-aminobutyric hydroxamic acid moiety was carried out to optimize the three-dimensional arrangement of the two pharmacophores (hydroxamic acid and N-acyl residues). Among the tested, the γ-aminobutyric hydroxamic acid moiety was found to be the best spacer for connecting the above-mentioned two pharmacophores. Synthesis and structure-activity relationships are discussed.

Bioorganic & Medicinal Chemistry published new progress about Homo sapiens. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, COA of Formula: C6H10O5.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Prior, S.; Wiegrebe, W. published the artcile< Intramolecular von Braun-reaction: evidence of inversion>, Related Products of 617-55-0, the main research area is von Braun degradation stereochem; cyanogen bromide benzylisoquinoline derivative; ozonolysis phenylisochromane derivative.

(R)-I and BrCN gave II which on ozonolysis gave 1,3-dimethylimidazolidine-2,4,5-trione and (S)-malic acid. The formation of the latter compound proved that inversion occurred in the von Braun degradation of (R)-I.

Scientia Pharmaceutica published new progress about Decomposition, von Braun. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Related Products of 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Striegler, Susanne; Fan, Qiu-Hua; Rath, Nigam P. published the artcile< Binuclear copper(II) complexes discriminating epimeric glycosides and α- and β-glycosidic bonds in aqueous solution>, Related Products of 617-55-0, the main research area is crystal mol structure binuclear copper complex; binuclear copper complex preparation enzyme mimetic epimeric glycoside; aryl glycoside chemoselective glycolysis binuclear copper complex enzyme mimetic; disaccharide chemoselective glycolysis binuclear copper complex enzyme mimetic; Catalysis; binuclear copper(II) complexes; chiral; glycosides; selective hydrolysis.

Two chiral binuclear copper(II) complexes were synthesized and characterized for the first time as efficient chemoselective catalysts for the hydrolysis of aryl glycosides and disaccharides in aqueous solution at near neutral pH. Under these conditions, discrimination of epimeric aryl α-glycopyranosides was observed by both 29-fold different reaction rates and 3-fold different proficiency of the catalyst (safety note: perchlorate salts are potentially explosive). Addnl., large differentiation of the nature of α- and β-glycosidic bond in aryl glycosides as model compounds is apparent, but also noted in selected disaccharides. The influence of the chirality of the complexes and the role of the configuration of the carbohydrate upon interaction with the catalyst is discussed in detail. Lastly, a putative mechanism for the metal complex-catalyzed hydrolysis is derived from the exptl. evidence pointing at deprotonation of the hydroxyl group at C-2 as a pre-requisite for glycoside hydrolysis.

Journal of Catalysis published new progress about Bond (glycosidic). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Related Products of 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Hoffman, Robert V.; Kim, Hwa Ok published the artcile< The preparation of 2-hydrazinyl esters in high optical purity from 2-sulfonyloxy esters>, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate, the main research area is hydrazine ester enantiospecific; sulfonyloxy hydrazine ester enantiospecific.

Chiral 2-triflyloxy esters, prepared from chiral 2-hydroxy esters, react enantiospecifically with BocNHNH2 to produce optically pure 2-hydrazinyl ester derivatives in high yields. The reaction of 2-nosyloxy esters with BocNHNH2 gives 2-(Boc-hydrazinyl) esters, thus providing an efficient (albeit slow) method for the conversion of esters to 2-hydrazinyl ester derivatives

Tetrahedron Letters published new progress about Carboxylic esters Role: SPN (Synthetic Preparation), PREP (Preparation). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Recommanded Product: (S)-Dimethyl 2-hydroxysuccinate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Zhang, Shiping; Yang, Jing; Liu, Xiaoyun; Chang, Jianhua; Cao, Amin published the artcile< Synthesis and Characterization of Poly(butylene succinate-co-butylene malate): A New Biodegradable Copolyester Bearing Hydroxyl Pendant Groups>, Related Products of 617-55-0, the main research area is biodegradable chiral polybutylene succinate malate synthesis thermal optical property.

A new biodegradable copolyester, poly(butylene succinate-co-butylene malate) P(BS-co-BM), has been preliminarily prepared with optically active centers and lateral hydroxyl functional groups via a four-step synthetic strategy. First, an optically active benzyl-protected di-Me malate was synthesized from a starting material of (S)-di-Me malate and purified with good yield. Then, copolyester poly(butylene succinate-co-benzyl-protected butylene malate), P(BS-co-BBM), was prepared through a skilled condensation copolymerization of the benzyl-protected di-Me malate, di-Me succinate, and 1,4-butanediol in the presence of titanium tetraisopropoxide as the catalyst. Finally, a Pd/C catalyzed hydrogenation was applied to eliminate the benzyl protection group in a mixed solution of THF and methanol; thus the target copolyester P(BS-co-BM) was attained. On the other hand, phys. properties of the synthesized copolyesters were systematically characterized by means of NMR spectrometer, Fourier transformed IR spectrometer, gel permeation chromatog., optical polarimeter, quant. hydroxyl titration, and thermal anal. instruments. The exptl. evidence demonstrated a successful construction of the product P(BS-co-BM) bearing lateral hydroxyl functional groups. It was also revealed that the lower BBM unit content was in the benzyl-protected optically active P(BS-co-BBM) copolyester, the higher m.p. Tm, crystallinity, the broader mol. distribution, and the lower glass transition temperature Tg would be detected, and these results can be accounted for the presence of bulky lateral benzyl moieties. In contrast, the deprotected product P(BS-co-55 mol % BM) showed a higher Tm, crystallinity and lower Tg than its counterpart P(BS-co-55 mol % BBM). Interestingly, a thermal stability as high as that of the linear PBS was observed for P(BS-co-55 mol % BM) while a strong BBM unit content dependence of thermal stability was detected for the benzyl-protected copolyester P(BS-co-BBM)s. Therefore, these results may be beneficial for the new optically active P(BS-co-BM) bearing hydrophilic hydroxyl functional groups as a potential biomaterial.

Biomacromolecules published new progress about Fusion enthalpy. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Related Products of 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Boerjesson, Lena; Welch, Christopher J. published the artcile< Synthesis of 2-hydroxymethyl-1-oxaquinolizidine>, Application In Synthesis of 617-55-0, the main research area is hydroxymethyloxaquinolizidine stereoselective preparation; oxaquinolizidinemethanol stereoselective preparation.

(2S,5R,10S)-2-Hydroxymethyl-1-oxaquinolizidine, a xestospongine intermediate, was prepared stereospecifically from L-malic acid and 1,5-pentanediol.

Tetrahedron published new progress about 617-55-0. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Application In Synthesis of 617-55-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Wiesler, Stefan; Bau, Michael A.; Niepel, Thomas; Younas, Sara L.; Luu, Hieu-Trinh; Streuff, Jan published the artcile< Synthesis of α,ω-Bis-Enones by the Double Addition of Alkenyl Grignard Reagents to Diacid Weinreb Amides>, Safety of (S)-Dimethyl 2-hydroxysuccinate, the main research area is enone preparation double addition alkenyl Grignard diacid Weinreb amide.

An efficient double addition of substituted alkenylmagnesium bromides to bis-Weinreb amides has been developed, giving α,ω-bis-enones that are building blocks for certain drugs and polymers. Furthermore, reliable protocols for the preparation of the required substituted alkenylmagnesium reagents from substituted non-activated alkenyl bromides are reported. The double addition is demonstrated on 25 examples, including enantiopure as well as conjugated and cross-conjugated bis-enones. The addition to a cyclohexane-1,2-dicarboxamide was found to lead to a selective mono addition, giving access to cyclohexyl γ-ketoamides that are core motifs of several pharmaceutical agents and promising drug candidates.

European Journal of Organic Chemistry published new progress about Addition reaction (double). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Safety of (S)-Dimethyl 2-hydroxysuccinate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Thiam, Mohamadou; Slassi, Abdelmalik; Chastrette, Francine; Amouroux, Roger published the artcile< Malic acid as a chiral synthon: synthesis of 1,2 and 1,3 optically active diols>, Name: (S)-Dimethyl 2-hydroxysuccinate, the main research area is chiral synthon malic acid; diol optically active.

Com. malic acid is used for the synthesis of substituted 1,2 and 1,3 optically active diols. Thus, diol I was prepared in 70% yield from II via the key intermediate acetonide III.

Synthetic Communications published new progress about Chiral synthons. 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Name: (S)-Dimethyl 2-hydroxysuccinate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics