1.3- Dithiolane antioxidative

Measurement of Antioxidative Activity. The antioxidative activity of the Maillard reaction products was evaluated by a method similar to that developed by Macku and Shibamoto (9) and later modified by Eiserich et al. 10). The antioxidative activities of 25 iiL-aliquots of peanut oil/cysteine and peanut oil/methionine dichloromethane extracts and 5 nL-aliquots of the glucose/cysteine extracts were measured. 2-Alkyl-thiophenes, 2-thiophenethiol, 2-methyl-3-furanthiol, fiirfuryl mercaptan, thiazolidine, and 1,3-dithiolane were tested for antioxidative activity at a concentration of 1 mM. The above extracts and standards were added to dichloromethane solutions containing 25 mg of heptanal. Nonadecane (400 mg) was added as a gas chromatographic internal standard, and the resulting solutions were brought to a 5-mL final volume with... 

Antioxidative Activity of Thiazoiidine and 1,3-Ditiiiolane. Saturated cyclic sulfides represent another common class of sulfur-containing heterocyclic compounds formed in model systems and cooked foods. We have selected thiazoiidine and 1,3-dithiolane as model compounds for which to evaluate the antioxidative activity of this class of compounds and the results are shown in Figure 6. 1,3-Dithiolane appears to exhibit slightly higher activity than that of thiazoiidine. Both, however, inhibit heptanal oxidation for a longer period than do the thiophene derivatives presumably due to their different structural characteristics and hence potentially different mechanisms of antioxidative action. 

Reactions with m-CPBA and f-BuOOH. In an attempt to characterize and identify the mechanism(s) by which these various sulfur-containing heterocylic compounds behave as antioxidants, 2-butylthiophene and 1,3-dithiolane were reacted with the electrophilic... 

Figure 6. Antioxidative activity of thiazolidine and 1,3-dithiolane at concentrations of 1 mM. The relative peak area (RPA) is as defined in Figure 1.

Med. Chem. 2003, 38, 1-11. Synthesis and pharmacological evaluation of new 1,2-dithiolane based antioxidants. 

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