Open AccessSynthesis of some new isoxazole compounds and their biological tyrosinase and antioxidant activities
Author(s) -
SEDA FANDAKLI
Publication year - 2022
Publication title -
turkish journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.239
H-Index - 46
eISSN - 1303-6130
pISSN - 1300-0527
DOI - 10.55730/1300-0527.3364
Subject(s) - chemistry , tyrosinase , dpph , isoxazole , antioxidant , chalcone , hydroxylamine hydrochloride , organic chemistry , hydroxylamine , ic50 , nuclear chemistry , medicinal chemistry , enzyme , biochemistry , in vitro
In this study, 7 new isoxazole compounds ( 8-14 ) were synthesized from the cyclization of chalcone compounds ( 1-7 ) containing different functional groups with hydroxylamine hydrochloride in alkaline medium. Tyrosinase and antioxidant properties of 8-14 were investigated. IC 50 values for the tyrosinase enzyme inhibition of compounds 8 , 11 , 12 , and 13 were varied between 61.47 ± 3.46 and 188.52 ± 5.85, while compounds 9 , 10 and 14 did not show any inhibition effect. The antioxidant properties of 8-14 were investigated by DPPH and CUPRAC methods. Compound 12 showed the best DPPH radical scavenging activity (SC 50 : 40.21 ± 2.71), while 12 and 13 had shown the greatest Cupric ion reducing effect as 1.233 ± 0.015 and 1.245 ± 0.019 mg TEAC/mg, respectively. As a result, the change of functional groups in the synthesized compounds caused a significant difference in the biological properties of 8-14 .