New amino acid-Schiff base derived from s-allyl cysteine and methionine alleviates carbon tetrachloride-induced liver dysfunction

Ratha, Periyasamy; Loganathan, Chitra; Iruthayaraj, Ancy; Kumaradhas, Poomani; Palvannan, Thayumanavan

doi:10.1016/j.biochi.2017.04.010

Cited by 6 publications

(5 citation statements)

References 69 publications

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“…A new formed compound, 2-((2-((2-(allylthio)-1-carboxyethyl) imino)ethylidene)amino)-4-(methylthio)butanoic acid (ACEMB) has been categorized. ACEMB has shown potent in vitro antioxidant (12) .…”

Section: Part One: Sb Of Amino Acidmentioning

confidence: 99%

Biological Activity of Complexes of Some Amino Acid: Review

Lekaa K. Abdul Karem, Israa M. Radhi, Suhad S. Mohammed

2020

Indian Journal of Forensic Medicine & Toxicology

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Schiff bases (SBs) based on amino acid derivative stand for multipurpose ligands that formed by condensing amino acids with carbonyl groups. They are significant in pharmaceutical and medical areas due to their widespread biological actions such as antiseptic, antifungal, along with antitumor actions. Transition metallic complexes resulting from SB ligands with biological activity were extensively experimented in the literature. In this article, we review, in details, about synthesizing and biological performances of SBs along with its complexes.

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Section: Part One: Sb Of Amino Acidmentioning

confidence: 99%

Biological Activity of Complexes of Some Amino Acid: Review

Lekaa K. Abdul Karem, Israa M. Radhi, Suhad S. Mohammed

2020

Indian Journal of Forensic Medicine & Toxicology

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“…Some sodium-Schiff bases derived from alanine, valine and phenylalanine were found to be have SC50 value of 1.38 mg/mL, 3.11 mg/mL and 0.45 mg/mL in methanol, respectively [18]. A novel Schiff base including s-allyl cystiene and methionine had lower SC50 value (52.5 µg/ mL), which was related to a higher radical scavenging activity [46]. Oxo-vanadium complexes of N-salicyldene-amino acid sodium sulfonate ligands (amino acid = alanine, leucine, glycine and tryptophan) were also reported to have high scavenging potential in methanol [47].…”

Section: Figure 2 Comparable Chart For Sc50 Values (µM) Of Schiff Bases the Set Concentration Of Dpph Was 25 μM Data Are The Means Of Thrmentioning

confidence: 99%

Antioxidant and Cytotoxic Activity Studies in Series of Higher Amino Acid Schiff Bases

Özdemir

Gürkan

Demir

et al. 2020

Gazi University Journal of Science

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“…[18][19][20][21][22] In this study, acute liver injury caused by carbon tetrachloride (CCl 4 ) was selected as an animal model to evaluate the biological activity of the two Schiff base derivatives. CCl 4 -induced liver injury has been widely used as a classical model of acute liver injury to measure the hepatoprotective activity of drugs; [23][24][25][26] additionally, the pathological mechanisms of inflammation and apoptosis induced by CCl 4 in the liver can better simulate acute chemical liver injury in humans. In response to these two aspects of disease pathogenesis, silibinin has shown some therapeutic effects in the study of a variety of conditions.…”

Section: Introductionmentioning

confidence: 99%

Silibinin Schiff Base Derivatives Counteract CCl4-Induced Acute Liver Injury by Enhancing Anti-Inflammatory and Antiapoptotic Bioactivities

Xu¹,

Qiu²,

Zhang³

et al. 2022

DDDT

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Background: Silibinin (Sil), a flavonoid lignan-like natural compound derived from milk thistle seeds, has been used to treat hepatic diseases, including early-phase hepatocirrhosis and fatty liver, for many years. However, its poor water solubility limits its gastrointestinal absorption and bioavailability. It clinical use has been limited due to its slow onset of action. Faced with this problem, research on the derivatives of silibinin has been receiving much attention. Purpose: A series of silibinin derivatives with good biosafety and higher hepatoprotective activity were obtained by a safe, efficient and green chemical synthesis method. Patients and Methods: First, the carbonyl group in the structure of silibinin was used to obtain silibinin Schiff base derivatives by dehydration condensation with the carboxyl group in the sulfur-containing amino acid. Next, relevant experiments were performed to characterize the structure, physical form and solubility of the derivatives. Then, toxicity tests of the derivatives were performed in LO-2 cells and SD rats to evaluate their biosafety. Finally, the anti-inflammatory and antiapoptotic activities were observed using a carbon tetrachloride (CCl 4 )-induced acute liver injury model in C57BL/6J mice using silibinin as a control. Results:The studies showed that SS and ST behaved as amorphous substances and showed a significant increase in solubility compared to silibinin. These two derivatives showed low toxicity in biosafety tests and higher bioactivity (anti-inflammatory and antiapoptotic) than silibinin against acute liver injury induced by CCl 4 . Conclusion: Two silibinin derivatives (SS and ST) obtained by the Schiff base reaction improved the solubility of the silibinin parent nucleus in biological media with the help of the hydrophilic and amorphous morphology of the ligand. The low toxicity in vivo and in vitro ensures the biosafety of the derivatives. The hepatoprotective activity (anti-inflammatory and anti-apoptotic) was significantly improved compared to silibinin.

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New amino acid-Schiff base derived from s-allyl cysteine and methionine alleviates carbon tetrachloride-induced liver dysfunction

Cited by 6 publications

References 69 publications

Biological Activity of Complexes of Some Amino Acid: Review

Biological Activity of Complexes of Some Amino Acid: Review

Antioxidant and Cytotoxic Activity Studies in Series of Higher Amino Acid Schiff Bases

Silibinin Schiff Base Derivatives Counteract CCl4-Induced Acute Liver Injury by Enhancing Anti-Inflammatory and Antiapoptotic Bioactivities

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