Design and synthesis of novel water-soluble amino acid derivatives of chlorin p6 ethers as photosensitizer

Abstract The kinetic characteristics, mechanisms of activity, and relationship between the antioxidant activity and the molecular and supramolecular structure of fullerene C60 and some of its N-monosubstituted amino acid derivatives have been studied. The introduction of an amino acid substituent in the C60 fullerene molecule led to an increase in its antiradical activity in the free radical oxidation of a water-soluble target (fluorescein). The mechanism of the antioxidant activity of amino acid derivatives of fullerene is not associated with the hydrogen atom transfer, electron donation, or catalysis of peroxide decomposition. It was demonstrated that the structure of the amino acid substituent does not affect the antiradical properties, which are thus determined only by the effective total surface area of the nanoparticles of the fullerene C60 derivatives and increase when their size decreases. This surface can be characterized as nanowalls on which the radical death occurs. A change in the concentration of the compounds in solution does not lead to a change in the relative antiradical activity and hence in the nanoparticle size. The results of this study are important for understanding the biological activity of this group of compounds.

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Prodrug forms for the sulfonamide group. II. Water-soluble amino acid derivatives of N-methylsulfonamides as possible prodrugs

International Journal of Pharmaceutics ◽

10.1016/0378-5173(88)90220-7 ◽

1988 ◽

Vol 47 (1-3) ◽

pp. 103-110 ◽

Cited By ~ 12

Author(s):

Jørn Drustrup Larsen ◽

Hans Bundgaard ◽

Vincent H.L. Lee

Keyword(s):

Amino Acid ◽

Water Soluble ◽

Amino Acid Derivatives ◽

Group Ii ◽

Derivatives Of ◽

Sulfonamide Group

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Three Amino Acid Derivatives of Valproic Acid: Design, Synthesis, Theoretical and Experimental Evaluation as Anticancer Agents

Anti-Cancer Agents in Medicinal Chemistry ◽

10.2174/1871520614666140127113218 ◽

2014 ◽

Vol 14 (7) ◽

pp. 984-993 ◽

Cited By ~ 3

Author(s):

Gabriela Luna-Palencia ◽

Federico Martinez-Ramos ◽

Ismael Vasquez-Moctezuma ◽

Manuel Fragoso-Vazquez ◽

Jessica Mendieta-Wejebe ◽

...

Keyword(s):

Valproic Acid ◽

Amino Acid ◽

Anticancer Agents ◽

Experimental Evaluation ◽

Amino Acid Derivatives ◽

Design Synthesis ◽

Derivatives Of

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Novel Amino Acid Derivatives of Quinolines as Potential Antibacterial and Fluorophore Agents

Scientia Pharmaceutica ◽

10.3390/scipharm88040057 ◽

2020 ◽

Vol 88 (4) ◽

pp. 57

Author(s):

Oussama Moussaoui ◽

Rajendra Bhadane ◽

Riham Sghyar ◽

El Mestafa El Hadrami ◽

Soukaina El Amrani ◽

...

Keyword(s):

Amino Acid ◽

Methyl Esters ◽

Amino Acid Derivatives ◽

Bacterial Strains ◽

Fluorescent Properties ◽

Topoisomerase Iv ◽

Microdilution Method ◽

Hydrolysis Of ◽

Derivatives Of

A new series of amino acid derivatives of quinolines was synthesized through the hydrolysis of amino acid methyl esters of quinoline carboxamides with alkali hydroxide. The compounds were purified on silica gel by column chromatography and further characterized by TLC, NMR and ESI-TOF mass spectrometry. All compounds were screened for in vitro antimicrobial activity against different bacterial strains using the microdilution method. Most of the synthesized amino acid-quinolines show more potent or equipotent inhibitory action against the tested bacteria than their correspond esters. In addition, many of them exhibit fluorescent properties and could possibly be utilized as fluorophores. Molecular docking and simulation studies of the compounds at putative bacterial target enzymes suggest that the antimicrobial potency of these synthesized analogues could be due to enzyme inhibition via their favorable binding at the fluoroquinolone binding site at the GyrA subunit of DNA gyrase and/or the ParC subunit of topoisomerase-IV.

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Synthesis of Some Amino Acid Derivatives of Styrene1

Journal of the American Chemical Society ◽

10.1021/ja01511a026 ◽

1959 ◽

Vol 81 (2) ◽

pp. 377-382 ◽

Cited By ~ 44

Author(s):

L. R. Morris ◽

R. A. Mock ◽

C. A. Marshall ◽

J. H. Howe

Keyword(s):

Amino Acid ◽

Amino Acid Derivatives ◽

Derivatives Of

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Synthesis of amino acid derivatives of indole-3-acetic acid

Journal of Chemical Research ◽

10.3184/030823405774663129 ◽

2005 ◽

Vol 2005 (10) ◽

pp. 640-642 ◽

Cited By ~ 1

Author(s):

Ying Liu ◽

Liang Zhao ◽

Liang Liu ◽

Lin-Yi Wei ◽

Lu-Hua Lai

Keyword(s):

Acetic Acid ◽

Amino Acid ◽

Amino Acid Derivatives ◽

H Nmr ◽

Derivatives Of ◽

Indole 3 Acetic Acid

Amino acid derivatives of a modified indole-3-acetic acid have been synthesised. Fourteen new dipeptide-like compounds 3–4 were obtained and their structures were elucidated based on the IR, 1H NMR, MS spectra.

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