title: Synthesis and characterization of new aromatic aldehyde/ketone 4-(beta-D-glucopyranosyl)thiosemicarbazones.
abstract: A series of 22 aromatic aldehyde/ketone 4-(beta-D-glucopyranosyl)thiosemicarbazones have been synthesized by condensation of 4-(per-O-acetylated-beta-D-glucopyranosyl)thiosemicarbazide with an aldehyde or a ketone, and then, deacetylation of the resulting product. The compounds were fully characterized by spectroscopic techniques, elemental analysis, and for two derivatives by X-ray analysis. The data indicate the beta configuration, and the E configuration pertaining to the stereochemistry of the C=N bond. However, a partial conversion of the E-form into the Z-form is possible in solution after several hours.
authors.affiliation: National Hellenic Research Foundation, Institute of Organic and Pharmaceutical Chemistry, Vas. Constantinou 48, 116 35 Athens, Greece.
authors.forename: Alia-Cristina
authors.initials: AC
authors.lastname: Tenchiu Deleanu
authors.forename: Ioannis D
authors.initials: ID
authors.lastname: Kostas
authors.forename: Dimitra
authors.initials: D
authors.lastname: Kovala-Demertzi
authors.forename: Aris
authors.initials: A
authors.lastname: Terzis
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013882:Thiosemicarbazones / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000447:Aldehydes; D007659:Ketones; D013882:Thiosemicarbazones