Burhan ATEŞ, Aliye ALTUNDAŞ, Sevgi BALCIOĞLU, Kadir DOĞANAY, Unzile KELEŞTEMUR

Synthesis, reaction, and evaluation of the anticancer activity of6,7,8,9-tetrahydro-5H-cyclohepta[4,5]selenopheno[2,3-d]pyrimidine derivatives

The cyclocondensation of 2-amino-5,6,7,8-tetrahydro-4H-cyclohepta[b] selenophene-3-carbonitrile (1) withformic acid and formamide gave the selenophenopyrimidine15and selenophenopyrimidone6derivatives. The reactionof6with phosphorus oxychloride produced 4-chloro-6,7,8,9-tetrahydro-5H-cyclohepta[4,5] seleno[2,3-d]pyrimidine (12),the key compound for our nucleophilic substitution reactions. The hydrazinoselenophenopyrimidine19obtained from thereaction of12with hydrazine hydrate was converted to its tetrazoloselenophenopyrimidine21and triazoloselenophenopy-rimidine26derivatives. Moreover, the chloropyrimidine derivative was reacted with pyrrolidine and morpholine to afford4-(1-pyrrolidinyl)-6,7,8,9-tetrahydro-5H-cylohepta[4,5]selenopheno[2,3-d]pyrimidine (27) and 4-(6,7,8,9-tetrahydro-5H-cyclohepta[4,5]selenopheno[2,3-d]pirimidin-4-yl)morpholine (28). Anticancer activities of the synthesized compoundswere investigated against the MCF-7 breast cancer cell line and the IC50values of these compounds were in the rangeof 70.86{250.06 M.

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