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Molecules 2012, 17(6), 7010-7027; doi:10.3390/molecules17067010
Article

5-(5-Aryl-1,3,4-oxadiazole-2-carbonyl)furan-3-carboxylate and New Cyclic C-Glycoside Analogues from Carbohydrate Precursors with MAO-B, Antimicrobial and Antifungal Activities

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Received: 1 April 2012; in revised form: 27 April 2012 / Accepted: 9 May 2012 / Published: 7 June 2012
(This article belongs to the Special Issue Heterocycles)
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Abstract: Cyclization of acyclic C-glycoside derivatives 1a,b to 2a,b as the major isomers, and 4a,b as the minor isomers were carried out. The isopropylidene derivatives 3a,b were prepared, as well as the hydrazide derivative 6, which was condensed with a variety of aldehydes to give hydrazones 7a–e which were also prepared from the compounds 12a–e. Acetylation of 7a,d gave the corresponding acetyl derivatives 8a,d, respectively. In addition, the dicarbonyl compound 9 was prepared in the hydrate form, which reacted with a number of aroylhydrazines to give the corresponding bisaroyl-hydrazones 10a–d, which were cyclized into 1,3,4-oxadiazoles 11a–d. Furthermore, two of the prepared compounds were examined to show the ability to activate MAO-B. In addition a number of prepared compounds showed antibacterial and antiviral activities.
Keywords: carbohydrazone; isopropylidene; triazole; oxadiazole; monoamine oxidase-B carbohydrazone; isopropylidene; triazole; oxadiazole; monoamine oxidase-B
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

El-Sadek, M.M.; Hassan, S.Y.; El-Dayem, N.S.A.; Yacout, G.A. 5-(5-Aryl-1,3,4-oxadiazole-2-carbonyl)furan-3-carboxylate and New Cyclic C-Glycoside Analogues from Carbohydrate Precursors with MAO-B, Antimicrobial and Antifungal Activities. Molecules 2012, 17, 7010-7027.

AMA Style

El-Sadek MM, Hassan SY, El-Dayem NSA, Yacout GA. 5-(5-Aryl-1,3,4-oxadiazole-2-carbonyl)furan-3-carboxylate and New Cyclic C-Glycoside Analogues from Carbohydrate Precursors with MAO-B, Antimicrobial and Antifungal Activities. Molecules. 2012; 17(6):7010-7027.

Chicago/Turabian Style

El-Sadek, Mohamed Mohamed; Hassan, Seham Yassen; El-Dayem, Nagwa Said Abd; Yacout, Galila Ahmed. 2012. "5-(5-Aryl-1,3,4-oxadiazole-2-carbonyl)furan-3-carboxylate and New Cyclic C-Glycoside Analogues from Carbohydrate Precursors with MAO-B, Antimicrobial and Antifungal Activities." Molecules 17, no. 6: 7010-7027.



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