Open AccessANTIOXIDANT AND ANTI-INFLAMMATORY PROPERTIES OF A SERIES OF NEW7,8-DISUBSTITUTED THEOPHYLLINE CONTAINING A PYRAZOLE RING
Author(s) -
Dmytro Кorobko,
Dimitra HadjipavlouLitina,
Liliya Logoyda
Publication year - 2018
Publication title -
asian journal of pharmaceutical and clinical research
Language(s) - English
Resource type - Journals
eISSN - 2455-3891
pISSN - 0974-2441
DOI - 10.22159/ajpcr.2018.v11i6.25990
Subject(s) - pyrazole , trolox , chemistry , antioxidant , lipid peroxidation , hydrazine (antidepressant) , molecule , stereochemistry , medicinal chemistry , organic chemistry , dpph , biochemistry
Objective: The objective of this study was to synthesize methyl 1-(1,3-dimethyl-2,6-dioxo-7-arylalkyl-(alkenyl-)-2,3,6,7-tetrahydro-1H-purin-8-yl)- 5-(4-methyl-(methoxy-, chloro-)phenyl)-1H-pyrazole-3-carboxylates and studying their antioxidant and anti-inflammatory properties by in vitro methods.Methods: New derivatives of 1,3-dimethylxanthine with pyrazole at position 8 were synthesized by the interaction of 8-bromotheophylline with arylalkyl-(alkenyl) halides, hydrazine hydrate, and methyl 4-(4-R)-2,4-dioxobutanoate. For most obtained compounds, antioxidant activity (by 2,2-diphenyl-1-picrylhydrazyl and 2,2’-azobis(2-amidinopropane) dihydrochloride) and anti-inflammatory (by Soybean LOX inhibition) activity was investigated.Result: The most effect on free radical oxidation processes was recorded for substances with a phenylalyl radical at position 7 of the molecules (10, 13, and 16). In the activity of inhibition of peroxidation of lipids (89–92%), they predominate Trolox (88%). Their IC50 indices for LOX inhibition are 15.0, 17.5, and 27.5 μM, respectively, but less than the nordihydroguaretic acid reference compound used.Conclusion: The antioxidant and anti-inflammatory properties of a series of synthesized 7,8-disubstituted theophylline containing the pyrazole cycle have been studied using modern in vitro research methods. The prospect of conducting further synthetic and pharmacological studies for compounds with phenylalyl radical in the 7 positions of their molecules is shown.