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Research paper thumbnail of Rapid synthesis of novel 1,8-dioxoacridine carboxylic acid derivatives by microwave irradiation and their free radical scavenging activity

Medicinal Chemistry Research, 2015

Synthesis of novel acridine carboxylic acid compounds 4–18 was performed with the reaction of 4-a... more Synthesis of novel acridine carboxylic acid compounds 4–18 was performed with the reaction of 4-aminobenzoic acid 1, aromatic aldehyde 2a–n, 1,3-diketone 3a, 3b using microwave irradiation. These compounds were synthesized efficiently in one-pot procedure for 6 min without catalyst in high yields of 65–90 % using little ethanol. Radical scavenging activities of synthesized compounds 4–18 were determined by means of in vitro test using 2,2-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid radicals (ABTS·+). The activities of tested compounds were compared to the positive control such as butylated hydroxyanisole, butylated hydroxytoluene, and trolox. The results showed that the synthesized compounds 4, 6, 14, and 15 had effective free radical scavenging activity.

Research paper thumbnail of Synthesis of some 1,8-dioxoacridine carboxylic acid derivatives and the determination of their ionization constants in ethanol–water mixtures

Journal of Molecular Structure, 2015

h i g h l i g h t s Four new compounds of 1,8dioxoacridine carboxylic acid derivatives were synth... more h i g h l i g h t s Four new compounds of 1,8dioxoacridine carboxylic acid derivatives were synthesized. The pK a values of these compounds were determined by potentiometric titration method. This procedure was performed in ethanol-water mixtures of 50%, 60%, 70% ethanol (v/v). The effects of structure and solvent on pK a values of these compounds were discussed.

Research paper thumbnail of Facile, highly efficient, and clean one-pot synthesis of acridine sulfonamide derivatives at room temperature and their inhibition of human carbonic anhydrase isoenzymes

Monatshefte für Chemie - Chemical Monthly, 2014

ABSTRACT Reaction of dimedone, 4-amino-N-(diaminomethylene)benzenesulfonamide, and aromatic aldeh... more ABSTRACT Reaction of dimedone, 4-amino-N-(diaminomethylene)benzenesulfonamide, and aromatic aldehydes was successfully realized using sulfuric acid as a cheap catalyst. Synthesis of novel acridine sulfonamide compounds was performed providing high yields in water as the solvent at room temperature. This method has several dvantages such as use of a green solvent, high yields, and efficient one-pot procedure. In addition, human carbonic anhydrase isoenzymes (hCA I and hCA II) were purified from erythrocyte cells by affinity chromatography. The inhibitory effects of acetazolamide and the newly synthesized acridine sulfonamides on hydratase and esterase activities of these isoenzymes was studied in vitro. The esteraseIC50 values of the new compounds are 47.2–230.1lM for hCA I and 50.1–275.0lM for hCA II.

Research paper thumbnail of Synthesis of novel acridine and bis acridine sulfonamides with effective inhibitory activity against the cytosolic carbonic anhydrase isoforms II and VII

Bioorganic & Medicinal Chemistry, 2013

Research paper thumbnail of Yeşildağ İ.,2014

Research paper thumbnail of Rapid synthesis of novel 1,8-dioxoacridine carboxylic acid derivatives by microwave irradiation and their free radical scavenging activity

Medicinal Chemistry Research, 2015

Synthesis of novel acridine carboxylic acid compounds 4–18 was performed with the reaction of 4-a... more Synthesis of novel acridine carboxylic acid compounds 4–18 was performed with the reaction of 4-aminobenzoic acid 1, aromatic aldehyde 2a–n, 1,3-diketone 3a, 3b using microwave irradiation. These compounds were synthesized efficiently in one-pot procedure for 6 min without catalyst in high yields of 65–90 % using little ethanol. Radical scavenging activities of synthesized compounds 4–18 were determined by means of in vitro test using 2,2-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid radicals (ABTS·+). The activities of tested compounds were compared to the positive control such as butylated hydroxyanisole, butylated hydroxytoluene, and trolox. The results showed that the synthesized compounds 4, 6, 14, and 15 had effective free radical scavenging activity.

Research paper thumbnail of Synthesis of some 1,8-dioxoacridine carboxylic acid derivatives and the determination of their ionization constants in ethanol–water mixtures

Journal of Molecular Structure, 2015

h i g h l i g h t s Four new compounds of 1,8dioxoacridine carboxylic acid derivatives were synth... more h i g h l i g h t s Four new compounds of 1,8dioxoacridine carboxylic acid derivatives were synthesized. The pK a values of these compounds were determined by potentiometric titration method. This procedure was performed in ethanol-water mixtures of 50%, 60%, 70% ethanol (v/v). The effects of structure and solvent on pK a values of these compounds were discussed.

Research paper thumbnail of Facile, highly efficient, and clean one-pot synthesis of acridine sulfonamide derivatives at room temperature and their inhibition of human carbonic anhydrase isoenzymes

Monatshefte für Chemie - Chemical Monthly, 2014

ABSTRACT Reaction of dimedone, 4-amino-N-(diaminomethylene)benzenesulfonamide, and aromatic aldeh... more ABSTRACT Reaction of dimedone, 4-amino-N-(diaminomethylene)benzenesulfonamide, and aromatic aldehydes was successfully realized using sulfuric acid as a cheap catalyst. Synthesis of novel acridine sulfonamide compounds was performed providing high yields in water as the solvent at room temperature. This method has several dvantages such as use of a green solvent, high yields, and efficient one-pot procedure. In addition, human carbonic anhydrase isoenzymes (hCA I and hCA II) were purified from erythrocyte cells by affinity chromatography. The inhibitory effects of acetazolamide and the newly synthesized acridine sulfonamides on hydratase and esterase activities of these isoenzymes was studied in vitro. The esteraseIC50 values of the new compounds are 47.2–230.1lM for hCA I and 50.1–275.0lM for hCA II.

Research paper thumbnail of Synthesis of novel acridine and bis acridine sulfonamides with effective inhibitory activity against the cytosolic carbonic anhydrase isoforms II and VII

Bioorganic & Medicinal Chemistry, 2013

Research paper thumbnail of Yeşildağ İ.,2014

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