Turkish Journal of Chemistry
DOI
10.3906/kim-1603-112
Abstract
A series of 1,4-phenylene-bis-chalcones 3a-3h were synthesized by the reaction of terephthalaldehyde with substituted arylketones in this study. The novel 1,4-phenylene-bis-pyrimidine-2-amine derivatives 5a-5h were obtained by the addition of guanidine hydrochloride to 1,4-phenylene-bis-chalcone 3a-3h in ethanolic KOH under reflux conditions. The structure of the compounds was explained by means of IR, $^{1}$H NMR, $^{13}$C NMR, and elemental analyses. The anticancer activities of 3a-3h and 5a-5h were investigated against rat brain tumor cells and human uterus carcinoma in vitro$.$ Activity tests were performed as dose-dependent assays at eight concentrations. The positive control was 5-fluorouracil (5-FU). Compounds 3c and 3d were examined and they showed high activities as compared to 5-FU against C6 (rat brain tumor) and HeLa (human uterus carcinoma) cells. The anticancer activity of 5h was better than that of 5-FU at high concentrations cell-selectively against C6 cells.
Keywords
1, 4-Phenylene-bis-chalcone, 1, 4-phenylene-bis-pyrimidine, HeLa, C6, anticancer activity, 5-fluorouracil
First Page
263
Last Page
271
Recommended Citation
GÜRDERE, MELİHA BURCU; KAMO, ERDOĞAN; YAĞLIOĞLU, AYŞE ŞAHİN; BUDAK, YAKUP; and CEYLAN, MUSTAFA
(2017)
"Synthesis and in vitro anticancer evaluation of 1,4-phenylene-bis-pyrimidine-2-amine derivatives,"
Turkish Journal of Chemistry: Vol. 41:
No.
2, Article 9.
https://doi.org/10.3906/kim-1603-112
Available at:
https://journals.tubitak.gov.tr/chem/vol41/iss2/9