ChemInform Abstract: Synthesis and Antidiabetic Activity of Some New Thiazolyl‐2,4‐thiazolidinediones.

Bozdag‐Duendar, Oya; Menteşe, Arzu; Verspohl, Eugen J.

doi:10.1002/chin.200829129

Cited by 1 publication

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“…2,4-Dichlorothiazole-5-carbaldehyde (III) was obtained with 2,4-TZD and N,N-dimethylformamide in phosphoryl chloride (9). 2-Benzylsulfanyl-4-chlorothiazole-5-carbaldehyde (IVa) (10), 2-(4-chlorobenzylsulfanyl)-4-chlorothiazole-5-carbaldehyde (IVb) (11), 2-p-methoxybenzylsulfanyl-4-chlorothiazole-5-carbaldehyde (IVc) (10), 4-chloro-2-[(2-phenylethyl)sulfanyl]-1,3-thiazole-5-carbaldehyde (IVe) (12) and 4-chloro-2-piperidin-yl-thiazole-5-carbaldehyde (IVf) (13) were obtained by 2,4-dichlorothiazole-5-carbaldehyde (III) with benzyl mercaptane, 4-chlorobenzyl mercaptane, p-methoxybenzyl mercaptane, 2-phenylethanethiol, piperidine in sodium carbonate/ acetonitrile, respectively. 4-Chloro-2-(2-chlorobenzylthio)thiazole-5-carbaldehyde (IVd) was synthesized by reacting III with 2-chloro benzyl mercaptane in sodium carbonate/acetonitrile.…”

Section: Methodsmentioning

confidence: 99%

Scavenging of superoxide anion radical and hydroxyl radical by novel thiazolyl‐thiazolidine‐2,4‐dione compounds

et al. 2009

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The antioxidant behavior of a series of new synthesized substituted thiazolyl-thiazolidine-2,4-dione compounds (TZDs) was examined using chemiluminescence and electron paramagnetic resonance spin trapping techniques. 5,5-Dimethyl-1-pyrroline-N-oxide (DMPO) was used as the spin trap. The reactivity of TZDs with superoxide anion radical (O2(*-)) and hydroxyl radical (HO(*)) was evaluated using potassium superoxide/18-crown-6 ether dissolved in dimethylsulfoxide, and the Fenton-like reaction (Fe(2+) + H2O2), respectively. The results showed that TZDs efficiently inhibited light emission from the O2(*-) generating system at a concentration of 0.05-1 mmol L(-1) (5-94% reductions were found at 1 mmol L(-1) concentration). The TZD compounds showed inhibition of HO(*)-dependent DMPO-OH spin adduct formation from DMPO (the amplitude decrease ranged from 8 to 82% at 1 mmol L(-1) concentration). The findings showed that examined TZDs had effective activities as radical scavengers.

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