Abstract
Abstract 1) 2-(Dimethylaminomethyl)-3-ketobutane-1-carboxylic acid hydrochloride (VI) as well as 5-dimethylamino-3-ketopentane-1-carboxylic acid hydrochloride (I) has been obtained from levulinic acid, paraformaldehyde and dimethylamine hydrochloride by means of the Mannich reaction. Thermal degradation of I and VI afforded δ-methylenelevulinic acid (IV) and β-methylenelevulinic acid (VII), respectively. 2) 3-(Dimethylaminomethyl)-4-ketopentane-1-carboxylic acid hydrochloride (XII) as well as 6-dimethylamino-4-ketohexane-1-carboxylie acid hydrochloride (VIII) has been obtained from 5-ketocaproic acid, paraformaldehyde and dimethylamine hydrochloride by means of the Mannich reaction. Thermal degradation of XII and VIII afforded 4-keto-5-hexene-1-carboxylic acid (XI) and 4-keto-3-methylene-pentane-1-carboxylie acid (XIII), respectively. 3) The structures of IV, VII, XI and XIII have been proven. 4) Some derivatives of above-mentioned carboxylic acids have been described. 5) It has been found that IV, VII, XI and XIII possess significant antitumor and antibacterial activites; especially calcium salt of 4-keto-5-hexene-1-carboxylic acid (XI) gave an excellent result in animal experiments.
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