Synthesis, characterization and toxicity studies of pyridinecarboxaldehydes and L-tryptophan derived Schiff bases and corresponding copper (II) complexes.
Schiff bases and their metal-complexes are versatile compounds exhibiting a broad range of biological activities and thus actively used in the drug development process. The aim of the present study was the synthesis and characterization of new Schiff bases and their copper (II) complexes, derived from L-tryptophan and isomeric (2-; 3-; 4-) pyridinecarboxaldehydes, as well as the assessment of their toxicityin vitro. The optimal conditions of the Schiff base synthesis resulting in up to 75-85% yield of target products were identified. The structure-activity relationship analysis indicated that the location of the carboxaldehyde group at 2-, 3- or 4-position with regard to nitrogen of the pyridine ring in aldehyde component of the L-tryptophan derivative Schiff bases and corresponding copper complexes essentially change the biological activity of the compounds. The carboxaldehyde group at 2- and 4-positions leads to the higher cytotoxic activity, than that of at 3-position, and the presence of the copper in the complexes increases the cytotoxicity. Based on toxicity classification data, the compounds with non-toxic profile were identified, which can be used as new entities in the drug development process using Schiff base scaffold.
Scientific Centre of Radiation Medicine and Burns, Ministry of Health, Yerevan, 0054, Armenia; Institute of Molecular Biology, National Academy of Sciences, Yerevan, 0014, Armenia.
Margarita
M
Malakyan
Institute of Molecular Biology, National Academy of Sciences, Yerevan, 0014, Armenia; Yerevan State University, Ministry of Education and Science, Yerevan, 0025, Armenia.
Nelly
N
Babayan
Institute of Molecular Biology, National Academy of Sciences, Yerevan, 0014, Armenia.
Ruzanna
R
Grigoryan
Institute of Molecular Biology, National Academy of Sciences, Yerevan, 0014, Armenia.
Natalya
N
Sarkisyan
Scientific Centre of Radiation Medicine and Burns, Ministry of Health, Yerevan, 0054, Armenia; Institute of Molecular Biology, National Academy of Sciences, Yerevan, 0014, Armenia.
Vahan
V
Tonoyan
Scientific Centre of Radiation Medicine and Burns, Ministry of Health, Yerevan, 0054, Armenia; Institute of Molecular Biology, National Academy of Sciences, Yerevan, 0014, Armenia.
Davit
D
Tadevosyan
Scientific Centre of Radiation Medicine and Burns, Ministry of Health, Yerevan, 0054, Armenia; Institute of Molecular Biology, National Academy of Sciences, Yerevan, 0014, Armenia.
Vladimir
V
Matosyan
Yerevan State University, Ministry of Education and Science, Yerevan, 0025, Armenia.
Rouben
R
Aroutiounian
Institute of Molecular Biology, National Academy of Sciences, Yerevan, 0014, Armenia.
Arsen
0000-0002-6851-1056
A
Arakelyan
HeLa; KCL-22; L-tryptophan; Schiff base; copper (II) complex; cytotoxicity; synthesis