A simple and economical process for producing amantadine hydrochloride () on a 250 g scale, an antiviral and anti-Parkinson drug, has been developed. Several methods for the preparation of through intermediate -(1-adamantyl)-acetamide () in four or three steps were reported. These procedures started with adamantine () or 1-bromoadamantane (), acetonitrile, and sulfuric acid by using the Ritter-type reaction to obtain -(1-adamantyl)-acetamide, which was deacetylated to afford 1-amino-adamantane () and then the salt formed with anhydrous HCl gives with the overall yield of being 50-58%.
View Article and Find Full Text PDFMemantine hydrochloride is a medicine used for the treatment of Alzheimer's disease. A number of methods for the preparation of memantine hydrochloride have been reported. These procedures started from 1,3-dimethyl-adamantane by as many as using three or four reaction steps to produce memantine hydrochloride with overall yields ranging from 54 to 77%.
View Article and Find Full Text PDFReaction of 4-(1-adamantyl)-3-thiosemicarbazide () with numerous substituted acetophenones and benzaldehydes yielded the corresponding thiosemicarbazones containing adamantane skeletons. The synthesized compounds were evaluated for their in vitro activities against some Gram-positive and Gram-negative bacteria, and the fungus , and cytotoxicity against four cancer cell lines (Hep3B, HeLa, A549, and MCF-7). All of them showed good antifungal activity against .
View Article and Find Full Text PDFReaction of 1-adamantyl carbohydrazide () with various substituted benzaldehydes and acetophenones yielded the corresponding hydrazide-hydrazones with a 1-adamantane carbonyl moiety. The new synthesized compounds were tested for activities against some Gram-negative and Gram-positive bacteria, and the fungus . Compounds , , , and displayed potential antibacterial activity against tested Gram-positive bacteria and , while compounds and possessed cytotoxicity against tested human cancer cell lines.
View Article and Find Full Text PDFA new flavan-3-ol, (+)-afzelechin 5-O-β-d-glucopyranoside (2), together with 13 known flavonoids (1, 3-14), was isolated from the fruit peels of Wisteria floribunda. Their structures were assigned by detailed interpretation of NMR, MS, and CD spectroscopic data, as well as by comparing with published reports. The in vitro anti-inflammatory activity of the isolated compounds (1-14) was examined.
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