Synthesis, reaction, and evaluation of the anticancer activity of 6,7,8,9-tetrahydro-5$H$-cyclohepta[4,5]selenopheno[2,3-$d$]pyrimidine derivatives

Authors : Kadir DOĞANAY, Ünzile KELEŞTEMUR, Sevgi BALCIOĞLU, Burhan ATEŞ, Aliye ALTUNDAŞ

Pages : 631-640

View : 17 | Download : 6

Publication Date : 0000-00-00

Article Type : Research Paper

Abstract :The cyclocondensation of 2-amino-5,6,7,8-tetrahydro-4$H$-cyclohepta[$b$] selenophene-3-carbonitrile insert ignore into journalissuearticles values(1); with formic acid and formamide gave the selenophenopyrimidine 15 and selenophenopyrimidone 6 derivatives. The reaction of 6 with phosphorus oxychloride produced 4-chloro-6,7,8,9-tetrahydro-5$H$-cyclohepta[4,5] seleno[2,3-$d$]pyrimidine insert ignore into journalissuearticles values(12);, the key compound for our nucleophilic substitution reactions. The hydrazinoselenophenopyrimidine 19 obtained from the reaction of 12 with hydrazine hydrate was converted to its tetrazoloselenophenopyrimidine 21 and triazoloselenophenopyrimidine 26 derivatives. Moreover, the chloropyrimidine derivative was reacted with pyrrolidine and morpholine to afford 4-insert ignore into journalissuearticles values(1-pyrrolidinyl);-6,7,8,9-tetrahydro-5$H$-cylohepta[4,5]selenopheno[2,3-$d$]pyrimidine insert ignore into journalissuearticles values(27); and 4-insert ignore into journalissuearticles values(6,7,8,9-tetrahydro-5$H$-cyclohepta[4,5]selenopheno[2,3-$d$]pirimidin-4-yl);morpholine insert ignore into journalissuearticles values(28);. Anticancer activities of the synthesized compounds were investigated against the MCF-7 breast cancer cell line and the IC$_{50}$ values of these compounds were in the range of 70.86--250.06 $\mu $M.
Keywords : Selenophene, selenophenopyrimidine, organoselenium, anticancer activity