Literature DB >> 19497560

Synthesis and characterization of new aromatic aldehyde/ketone 4-(beta-D-glucopyranosyl)thiosemicarbazones.

Alia-Cristina Tenchiu Deleanu1, Ioannis D Kostas, Dimitra Kovala-Demertzi, Aris Terzis.   

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.

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Year:  2009        PMID： 19497560     DOI： 10.1016/j.carres.2009.05.010

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN： 0008-6215            Impact factor:   2.104


  4 in total

1.  Synthesis of a sugar-based thiosemicarbazone series and structure-activity relationship versus the parasite cysteine proteases rhodesain, cruzain, and Schistosoma mansoni cathepsin B1.

Authors:  Nayara Cristina Fonseca; Luana Faria da Cruz; Filipe da Silva Villela; Glaécia Aparecida do Nascimento Pereira; Jair Lage de Siqueira-Neto; Danielle Kellar; Brian M Suzuki; Debalina Ray; Thiago Belarmino de Souza; Ricardo José Alves; Policarpo Ademar Sales Júnior; Alvaro José Romanha; Silvane Maria Fonseca Murta; James H McKerrow; Conor R Caffrey; Renata Barbosa de Oliveira; Rafaela Salgado Ferreira
Journal:  Antimicrob Agents Chemother       Date:  2015-02-23       Impact factor: 5.191

2.  Synthesis, Structure and Antioxidant Activity of (Tetra-O-acetyl-β-D-galactopyranosyl)thiosemicarbazones of Substituted Benzaldehydes.

Authors:  Nguyen D Thanh; Le T Hoai
Journal:  Indian J Pharm Sci       Date:  2012-01       Impact factor: 0.975

3.  Synthesis and antibacterial and antifungal activities of N-(tetra-O-acetyl-β-d-glucopyranosyl)thiosemicarbazones of substituted 4-formylsydnones.

Authors:  Nguyen Dinh Thanh; Hoang Thanh Duc; Vu Thi Duyen; Phan Manh Tuong; Nguyen Van Quoc
Journal:  Chem Cent J       Date:  2015-10-19       Impact factor: 4.215

4.  Synthesis, Antiviral, and Antimicrobial Evaluation of Benzyl Protected Diversified C-nucleosides.

Authors:  Ahmed Bari; Syed S Ali; Amer M Alanazi; Muhammad A Mashwani; Abdulrahman M Al-Obaid
Journal:  Front Chem       Date:  2018-07-19       Impact factor: 5.221
  4 in total

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