95585-78-7Relevant academic research and scientific papers
Synthesis and antimicrobial activities of novel sorbic and benzoic acid amide derivatives
Wei, Qingyi,Wang, Xiaomei,Cheng, Jun-Hu,Zeng, Guangxiang,Sun, Da-Wen
, p. 220 - 232 (2018/06/26)
A series of sorbic and benzoic acid amide derivatives were synthesized by conjugating sorbic acid (SAAD, a1–a7) or benzoic acid (BAAD b1–b6) with amino acid esters and their antimicrobial activities were investigated against Escherichia coli, Bacillus subtilis and Staphylococcus aureus, mixed bacteria from rancid milk, Saccharomyces cerevisiae, and Aspergillus niger. The antimicrobial activity of sorbic acid amides was better than that of benzoic acid amides. The minimum inhibitory concentrations (MIC) of compound isopropyl N-[1-oxo-2, 4-hexadien-1-yl]-L-phenylalaninate (a7) were 0.17 mM against B. subtilis, and 0.50 mM against S. aureus, while the MIC values of sorbic acid were more than 2 mM respectively. Also, compound a7 displayed pH-independent antimicrobial activity in the range of pH 5.0–9.0 and was effective at pH 9.0. These results demonstrated that the conjugation of sorbic acid with amino acid esters led to significant improvement of in vitro antimicrobial attributes, but little effect was observed for benzoic acid amide derivatives.
Synthesis and Biological Evaluation of a Series of Novel Celastrol Derivatives with Amino Acid Chain
Pang, Chaohai,Luo, Jinhui,Liu, Chunhua,Wu, Xuejin,Wang, Dingyong
, (2018/05/04)
The synthesis of celastrol analogues containing amino acid ester at the C(29) position and their evaluation for cytotoxic activities in?vitro were reported. The MTT test showed that a set of derivatives with lower IC50 values than that of the positive control group cisplatin and the parent compound celastrol, which exhibited greater antiproliferative activities. The most potent title compounds 2a and 2e exhibited cytotoxic activities in?vitro against HeLa and A549 cell lines with IC50 values of 0.371 and 0.237?μm, 0.235 and 0.109?μm, respectively. The apoptosis assay demonstrated that 2a and 2e can induces of A549 cell apoptosis in low concentrations. These results showed that 2a and 2e may be promising for further research as antitumor agents.
Discovery of 2'-α-C-Methyl-2'-β-C-fluorouridine Phosphoramidate Prodrugs as Inhibitors of Hepatitis C Virus
Zeng, Debin,Zhang, Rui,Nie, Quandeng,Cao, Lin,Shang, Luqing,Yin, Zheng
supporting information, p. 1197 - 1201 (2016/12/18)
2′-α-C-Methyl-2′-β-C-fluorouridine and its phosphoramidate prodrugs were synthesized and evaluated for their inhibitory activity against HCV. The structure?activity relationship analysis of the phosphoramidate moiety found that 17m, 17q, and 17r exhibit potent activities against HCV, with EC50 values of 1.82 ± 0.19, 0.88 ± 0.12, and 2.24 ± 0.22 μM, respectively. The docking study revealed that the recognition of the 2′-β-F by Arg158, 3′-OH by N291, and the Watson?Crick pairing with the template allowed 23 to form the in-line conformation necessary for its incorporation into the viral RNA chain.
Antibacterial preservative is sorbic acid amino ester derivative and its preparation method
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Paragraph 0062, (2016/11/02)
The invention belongs to the field of synthesis of a drug, and relates to a sorbic acid-amino acid ester derivate of an antimicrobial preservative and a preparation method thereof. The preparation method comprises the steps of: enabling amino acid and alcohol to react to generate amino-acid ester by utilizing an acyl chloride method, and then reacting with amino-acid ester by sorbic acid after acylating chlorination, so as to synthesize the amino acid ester derivate of the sorbic acid. The amino acid ester derivate of the novel compound sorbic acid obtained by the method has no sensitization on skin of a human body, is suitable for different pH systems with large ranges, has antibacterial broad-spectrum property and good potential application value, and can be used as the antimicrobial preservative applied to corrosion prevention and antibiosis of foods, drugs, cosmetics, pesticides, leather products and wood materials.
Chiral recognition of carboxylates by a static library of thiourea receptors with amino acid arms
Ulatowski, Filip,Jurczak, Janusz
, p. 4235 - 4243 (2015/05/13)
Chiral recognition is based on a large network of very subtle interactions whose outcome is difficult to predict. A combinatorial approach is therefore the most suitable to search for the most efficient receptor and obtain a structure-enantioselectivity correlation. We synthesized a set of 12 receptors constructed with 1,9-diaminoantracene and α-amino acid esters, linked via thiourea groups. The association constants and enantioselectivities for the complexes with mandelate and N-acetylphenylalanine were determined by competitive NMR titrations. Association constants quite regularly depend on the substituents in the receptor structure, but the distribution of enantioselectivities across the library could not easily be rationalized.
ASYMMETRIC SYNTHESIS OF AMINO ACIDS VIA THE CATALYTIC REDUCTION OF ACYLAMINOACRYLIC ACID AZLACTONE DERIVATIVES. 24. REDUCTIVE AMINOLYSIS OF 2-METHYL-4-BENZYLIDENE-Δ2-OXAZOLIN-5-ONE UPON TREATMENT WITH A CATALYTIC SYSTEM BASED ON S-PHENYLALANINE DERIVATIVES
Lyubeznova, M. R.,Karpeiskaya, E. I.,Klabunovskii, E. I.
, p. 720 - 726 (2007/10/02)
Reductive aminolysis of 2-methyl-4-benzylidene-Δ2-oxazolin-5-one upon treatment with a PdCl2-S-phenylalanine ester (dimethylamide) catalytic system leads to the formation of the corresponding acylated dipeptide derivatives, with the R,S-configuration (diastereomer) predominating (DE 9-27percent).The reaction stereoselectivity in dimethoxyethane increases sharply in the presence of triethylamine additive, and in the case of S-phenylalanine methyl ester reaches 47percent.The stepwise mechanism for this process has been studied.
