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    Synthesis and Radical Scavenging Properties of Selenophenyl Benzamide Anologs
    (Gazi Univ, 2016) Doganay, Kadir; Karaaslan, Merve Goksin; Ates, Burhan; Altundas, Aliye
    Free radicals that result from different kinds of oxidative stress have been concerned in a variety of human disorders, from cardiac ischemia to those affecting the central nervous system. So, there is an increasing interest in the development of antioxidant molecules that can protect cells against free radical damages. Sets of tetrasubstituted selenophene amides 4a-e were synthesized by reaction of 2-amino-5,6,7,8-tetrahydro-4H-cyclohepta[b] selenophen-3-carbonitrile (2) with benzoyl chloride derivatives and the structures of the amide derivatives were characterized by MS, H-1-NMR, C-13-NMR and IR spectra. The synthesized compounds (4a-e) were evaluated in terms of in vitro. The antioxidant properties were determined by 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging properties and IC50 values of the compounds were in the range from 3.794 to 5.644 mg/mL. Compounds 4c and 4e showed predominant radical scavenging activity among the synthesized analogues.
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    Synthesis, reaction, and evaluation of the anticancer activity of 6,7,8,9-tetrahydro-5H-cyclohepta[4,5]selenopheno[2,3-d]pyrimidine derivatives
    (Tubitak Scientific & Technological Research Council Turkey, 2016) Doganay, Kadir; Kelestemur, Unzile; Balcioglu, Sevgi; Ates, Burhan; Altundas, Aliye
    The cyclocondensation of 2-amino-5,6,7,8-tetrahydro-4H-cyclohepta[b]selenophene-3-carbonitrile (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-5H-cyclohepta[4,5] seleno[2,3-d]pyrimidine (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-(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-cyclohept a [4,5]selenopheno [2,3-d]pirimidin-4-yl)morpholine (28). Anticancer activities of the synthesized compounds were investigated against the MCF-7 breast cancer cell line and the IC50 values of these compounds were in the range of 70.86-250.06 mu M.