Abstract
The kinetics of oxidations of atropine (ATR) by permanganate ion in both perchloric and sulfuric acid solutions was studied using spectrophotometric technique at a constant ionic strength of 1.2 moldm-3 and at 25°C. In both acids, the reactions showed a first order dependence with respect to [permanganate], whereas the orders with respect to [ATR] and [H+] were found to be less than unity. The effect of acid concentration suggests that the reactions were acid-catalyzed. Variation of either ionic strength or dielectric constant of the medium had no effect significantly on the oxidation rates. The reactions mechanism adequately describing the kinetic results was proposed. In both acids, the main oxidation products of atropine were identified by spectral and chemical analyses as tropine and phenylmalonic acid. Under comparable experimental conditions, the oxidation rate of atropine in sulfuric acid was approximately three times higher than that in perchloric acid. The reactions constants involved in the different steps of the reactions mechanism have been evaluated. With admiration to the rate-limiting step of these reactions, the activation parameters have been evaluated and discussed.
Highlights
Alkaloids are naturally occurring compounds that act on a diversity of metabolic systems in humans and other animals
The objectives of the present study are to check the reactivity of atropine drug towards permanganate ion in different acid solutions, and to propose the oxidations mechanism of such drug to understand its interaction with metal ions and its mode of action in biological systems
Reaction mixtures containing various amounts of permanganate ion and atropine at constant [H+], ionic strength, and temperature were allowed to react for 24 h in closed vessels for completion of the oxidation reactions
Summary
Alkaloids are naturally occurring compounds that act on a diversity of metabolic systems in humans and other animals. They are produced by various organisms such as bacteria, fungi, plants, and animals. Among the most famous of the alkaloids is tropine alkaloid or atropine (ATR) which is an anticholinergic drugcontaining two cyclic structures (alicyclic nitrogen-containing alcohol tropine and aromatic tropic acid) joined by an ester linkage [4]. This structure allows for its rapid absorption through the blood-brain barrier.
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