Design, synthesis and biological evaluation of glutamic acid derivatives as anti-oxidant and anti-inflammatory agents

Pagire, Suvarna H.; Lee, Eun‐Hye; Pagire, Haushabhau S.; Bae, Eun Jung; Ryu, Soo Jung; Lee, Dong Hoon; Kim, Min Hee; Kim, Geum Ran; Hwang, Kyu-Seok; Ahn, Sukyung; Maeng, Jin Hee; Song, Jin Sook; Bae, Myung Ae; Lee, Don Hang; Ahn, Jin Hee

doi:10.1016/j.bmcl.2017.11.012

Cited by 8 publications

(4 citation statements)

References 15 publications

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“…The derivatives included in the first two classes were designed based on the specific chemical properties of amino acids resulting from reactions at the carboxyl and amino functional groups. Blocking these essential functional groups in the amino acid’s structure could bring significant changes in terms of its biochemical metabolism; consequently, derivatives with potential pharmaceutical effects are sought [ 24 , 25 , 26 , 27 ]. The following classes of compounds comprise structures containing pharmacophores responsible for the anti-cancer effect: thiazole derivatives, 1,3-oxazole derivatives [ 28 , 29 , 30 ], alkylating agents [ 28 , 31 , 32 , 33 , 34 , 35 ], inhibitors of histone deacetylase [ 36 , 37 , 38 , 39 ], ribonucleotide reductase [ 40 , 41 , 42 ], glutamate synthetase inhibitors, and mitochondrial transporters of the SLC25A family [ 43 , 44 , 45 , 46 , 47 , 48 , 49 , 50 , 51 , 52 , 53 , 54 , 55 , 56 , 57 , 58 , 59 , 60 ].…”

Section: Resultsmentioning

confidence: 99%

Identification of Some Glutamic Acid Derivatives with Biological Potential by Computational Methods

Moldovan,

Sandulea,

Lungu

et al. 2023

Molecules

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Glutamic acid is a non-essential amino acid involved in multiple metabolic pathways. Of high importance is its relationship with glutamine, an essential fuel for cancer cell development. Compounds that can modify glutamine or glutamic acid behaviour in cancer cells have resulted in attractive anticancer therapeutic alternatives. Based on this idea, we theoretically formulated 123 glutamic acid derivatives using Biovia Draw. Suitable candidates for our research were selected among them. For this, online platforms and programs were used to describe specific properties and their behaviour in the human organism. Nine compounds proved to have suitable or easy to optimise properties. The selected compounds showed cytotoxicity against breast adenocarcinoma, lung cancer cell lines, colon carcinoma, and T cells from acute leukaemia. Compound 2Ba5 exhibited the lowest toxicity, and derivative 4Db6 exhibited the most intense bioactivity. Molecular docking studies were also performed. The binding site of the 4Db6 compound in the glutamine synthetase structure was determined, with the D subunit and cluster 1 being the most promising. In conclusion, glutamic acid is an amino acid that can be manipulated very easily. Therefore, molecules derived from its structure have great potential to become innovative drugs, and further research on these will be conducted.

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Section: Resultsmentioning

confidence: 99%

Identification of Some Glutamic Acid Derivatives with Biological Potential by Computational Methods

Moldovan,

Sandulea,

Lungu

et al. 2023

Molecules

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“…Glutamic acid and aspartic acid are the fresh tasting amino acids of P. palustre and have important pharmacological effects. Glutamic acid has antioxidant, anti-in ammatory and anti-cancer effects [45][46][47] , while aspartic acid has anti-tumor and improves diabetic nephropathy 47,48 . Alanine is the sweet amino acid of P. palustre that improves diabetic blood glucose levels 49 .…”

Section: Analysis Of the Membership Function Values Of Various Indica...mentioning

confidence: 99%

Effects of different colors of plastic-film mulching on soil temperature, yield, and metabolites in Platostoma palustre

Huang,

Chen,

Quan

et al. 2023

Preprint

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Platostoma palustre is an annual herb and an important medicinal and edible plant in southern China. Plastic-film mulching is an effective agronomic practice in the cultivation system of P. palustre, of which the black film mulching is the most common. However, fewer researches have been focused on the use of the other colors of plastic films in P. palustre cultivation. In this study, different colors (white, black, red, and green) of plastic-film were adopted, and the effects of different colors of plastic-film mulching on the soil temperature, yield, and metabolites of P. palustre were investigated. The results showed that the fresh weight of single plant of the green film treatment was significantly higher than that of the white film treatment (n = top 28). Based on the results of three temperature measurements, the soil temperature was almost the highest in the red film treatment and lowest in the white film treatment. The metabolomic analysis revealed that a total of 103 differential metabolites were identified. Among these, the gluconic acid, deoxyribose, and N-Acetylmannosamine in the red film treatment presented the highest abundance compared with the other treatments, meanwhile, the abundances of the five monosaccharides in the red film treatment were significantly higher than those of the green film treatment. Moreover, the sucrose, trehalose, and D-(+)-trehalose in the green film treatment exhibited the highest abundance, and the abundances of eight different amino acids in red film treatment were almost the lowest while those in black film treatment were almost the highest. Further analysis of the membership function values indicated that the black and red film treatments might be more suitable for the cultivation and quality production of P. palustre in comparison with the other two treatments. This study will provide a theoretical basis for improving the efficient cultivation technology of P. palustre and forming a theoretical system of P. palustre film mulching cultivation.

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“…Reportedly, when ramalin is in the form of a dry solid, it is stable at room temperature (i.e., 25 • C); however, in an aqueous solution, it is unstable and this is considered a disadvantage [26]. Through HPLC analysis, the change in purity of ramalin and its derivatives (10 mM in water) at room temperature was measured by UV absorbance at 254 nm.…”

Section: Synthesis Of Ramalin and Its Derivativesmentioning

confidence: 99%

Potential of Ramalin and Its Derivatives for the Treatment of Alzheimer’s Disease

et al. 2021

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The pathogenesis of Alzheimer’s disease (AD) is still unclear, and presently there is no cure for the disease that can be used for its treatment or to stop its progression. Here, we investigated the therapeutic potential of ramalin (isolated from the Antarctic lichen, Ramalina terebrata), which exhibits various physiological activities, in AD. Specifically, derivatives were synthesized based on the structure of ramalin, which has a strong antioxidant effect, BACE-1 inhibition activity, and anti-inflammatory effects. Therefore, ramalin and its derivatives exhibit activity against multiple targets associated with AD and can serve as potential therapeutic agents for the disease.

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Design, synthesis and biological evaluation of glutamic acid derivatives as anti-oxidant and anti-inflammatory agents

Cited by 8 publications

References 15 publications

Identification of Some Glutamic Acid Derivatives with Biological Potential by Computational Methods

Identification of Some Glutamic Acid Derivatives with Biological Potential by Computational Methods

Effects of different colors of plastic-film mulching on soil temperature, yield, and metabolites in Platostoma palustre

Potential of Ramalin and Its Derivatives for the Treatment of Alzheimer’s Disease

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