Aminoacids Derivatives with a Potential Anti-inflammatory Activity

The paper presents the synthesis of benzimidazole derivatives starting from asparagic acid. The reaction products were analysed from physical and chemical point of view and their biological activity (acute toxicity, anti-inflammatory activity and gastric tolerance) was evaluated. The product association with acetylsalicylic acid (Aspirin) improves its anti-inflammatory activity (higher with 38%). For acetylsalicylic acid dosing, in mixtures with benzimidazole derivatives, a new HPLC method has been proposed. The method is reproducible, selective and easy to manipulate. The derivatives based on benzimidazole and asparagic acid and their associates with acetylsalicylic acid present good anti-inflammatory properties

Synthesis of New Methionine Derivatives for the Treatment of Paracetamol - Induced Hepatic Injury

The direct pharmacological properties of amino acids and the possibility of using them as carriers for other active pharmacological substances are well known. Methionine, being able to yield the methyl group, is very important in the treatment of hepatic diseases. Paracetamol acute poisoning causes liver injury in both humans and animals. The study is designed to synthesize some new methionine derivatives and to establish a possible correlation between the new structure and the pharmacological properties. To this end, acute experimental poisoning with PanadolВ® (paracetamol) was performed while, for the treatment of liver injury caused by this compound, two original synthesis derivatives of methionine, namely N-(m-nitrobenzoyl)- L-methionine and N-(m-aminobenzoyl)-L-methionine, were used. Male Wistar rats were administered PanadolВ® (paracetamol) per oral (7500 mg/kg). N-(m-nitrobenzoyl)-L-methionine (m-NBM) 50 mg/kg and N-(m-aminobenzoyl)-L-methionine (m-ABM) 50 mg/kg were given intraperitoneally, 30 minutes after PanadolВ® administration. Biochemical parameters such as SGOT, SGPT, serum bilirubin and glycemia were estimated to assess the liver function. PanadolВ® (paracetamol) poisoning produced an increase in serum transaminases, bilirubin and glicemia. These effects were reduced by treatment with m-NBM and especially m-ABM. These biochemical observations were supplemented by histopathological examination of liver sections. The results obtained with m-ABM were comparable with those reported on methionine, which is a recognised antidote in paracetamol poisoning

New di-(β-chloroethyl)-α-amides on N-(meta-Acylaminobenzoyl)-D, L-aminoacid supports with antitumoral activity

cited By 8International audienceIn order to obtain new compounds with antitumoural action the N-(meta-acylaminobenzoyl)-α-acylaminobenzoyl)-α-aminoacids 4-9 were prepared. These compounds were subsequently converted into the corresponding Δ2-oxazolin-5-ones 10-15, which in turn were submitted to a ring opening reaction with di-(β-chloroethyl)amine to afford the peptide supported N-mustards 16-21, which showed low toxicity and cytostatic activity similar to that of sarcolisine against the Ehrlich ascite and Walker 253 carcinosarcoma. © 2007 by MDPI

Synthesis and characterization of new heterocyclic compounds with potential antituberculosis activity and their immobilization on polymer supports

cited By 4International audienceNew biologically active compounds, obtained by synthesizing new hydrazides derived from benzoxazolyl-2mercaptoformic acid, respectively benzoxazolyl-2-mercaptoacetic acid, have been chemically immobilized onto poly(maleic anhydride-alt-vinyl acetate) supports, forming drug-polymer conjugates with controlled delivery. The reaction products were characterized by elemental and spectral analyses (FT-IR, 1H-NMR). Toxicological and tuberculostatic activity tests recommend certain reaction products as therapeutic candidates with pharmacological application

Synthesis and biological activity of some new 1,3,4-thiadiazole and 1,2,4-triazole compounds containing a phenylalanine moiety

cited By 48International audienceNew 1,3,4-thiadiazole, 6, 7 and 1,2,4-triazole derivatives, 8, 9 containing a phenylalanine moiety have been synthesized by intramolecular cyclization of 1,4- disubstituted thiosemicarbazides, 4, 5, in acid and alkaline media, respectively; the thiosemicarbazides were obtained by reaction of hydrazide 3 with appropriate aromatic isothiocyanates. The toxicity of the synthesized compounds was evaluated and the antiinflammatory study of the triazole compound 9 established an appreciable antiinflammatory activity that is comparable with that of other nonsteroidal anti-inflammatory agents. © 2009 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland

Double crosslinked chitosan and gelatin submicronic capsules entrapping aminoacid derivatives with potential antitumoral activity

cited By 6International audienceThe aim of the article was the synthesis of novel L-phenylalanine derivatives with biological activity and their immobilization into polymeric particles. Thus, new formyl, acetyl and p-methoxy derivatives of L-phenylalanine with antitumor activity were synthesized by reaction with p-nitrobenzoyl chloride, followed by the reduction of nitro group and acylation of the new formed amino group. The chemical structures of the obtained aminoacid derivatives were determined by FT-IR, NMR, MS and elemental analyses. The compounds were encapsulated into chitosan- and gelatin-based submicronic capsules, prepared by double crosslinking (ionic and covalent) in a O/W/O double emulsion. The varying parameter polymer/ionic crosslinker molar ratio was seen to influence particle size, morphology, swelling degree, thermal properties, as well as their capacity to incorporate and release the new active principles. The in vivo acute toxicity and antitumoral effect of aminoacid derivatives in free form or encapsulated were evaluated on rats. Drug encapsulation into polymeric systems was proven to enhance antitumoral activity against implanted Guerin's carcinoma. © Springer Science+Business Media, LLC 2012

Polyelectrolyte complex based nanocapsules carrying novel 5-nitroindazole thiazolidines with potential use in treating oral infections

International audienceThe aim of this research was the synthesis of novel 2,3-disubstituted 1,3 thiazolidines, derived from 5- nitroindazole with antimicrobial activity and their encapsulation into polymer nanocapsules. Starting from previously synthesised hydrazones, there have been obtained novel thiazolidines by reaction with thioglycolic acid. The envisaged chemical structures were confirmed by spectral and elemental analysis. Two of the obtained thiazolidines were encapsulated into cationic Eudragit E100 nanocapsules, obtained by nanoprecipitation. In order to enhance drug release characteristics and particle stability, Eudragit E100 nanocapsules were covered with anionic polysaccharide (sodium alginate), thus forming a complex polyelectrolyte based membrane. The obtained nanocapsules presented a slower and more controlled drug release. The synthesized active principles, in free state and encapsulated into polymer nanocapsules, were tested for their acute toxicity and their influence on the development of model bacterial strains (Staphylococcus mutans, Actinobacillus actinomycetemcomitans, Bacillus subtilis, Bacillus cereus, Salmonella enteritidis, Escherichia coli and Staphylococcus aureus)

Synthesis and antimicrobial activity of new amidic derivatives of 5-nitroindazol-1-yl acetic acid encapsulated into alginate/pectin particles

International audienceNew amidic compounds with biologic activity, derived from 5-nitroindazol-1-yl-acetic acid have been synthesised and their chemical structure was confirmed by elemental and spectral analysis (FT-IR, 1H-NMR, 13C-NMR and mass spectrometry). The incorporation of some of the amides into sodium alginate and pectin based microcapsules, prepared by polymer ionotropic gelation in OAV emulsion determined the augmentation of their antibacterial potential against bacterial strains

OPTIMIZATION REACTION FOR OBTAINING SOME N-[P-(R)-BENZOYL]-L- GLUTAMINE DERIVATIVES WITH PHARMACEUTICAL ACTION

The conditions in which the obtaining reactions of some N-[p-(R)-Benzoyl]-L-Glutamine derivatives are made with the highest yield were established in this paper. Due to their antitumoral effects, the action of glutamine derivatives on the digestive enzymes has been evaluated