Synthesis and antimicrobial activities of 3-O-Methyl-(R)-1,2-O-trichloroethylidene-α-D-xylo-furanuronic acid and 3-O-Methyl-(S)-1,2-O-trichloroethylidene-α-D-xylo-furanuronic acid

Kadir Ay; Emriye Ay; Selda Kuzu; Mustafa Oskay; Nilgün Yenil

doi:10.3390/ecsoc-13-00214

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Synthesis and antimicrobial activities of 3-O-Methyl-(R)-1,2-O-trichloroethylidene-α-D-xylo-furanuronic acid and 3-O-Methyl-(S)-1,2-O-trichloroethylidene-α-D-xylo-furanuronic acid

Kadir Ay

¹,

Emriye Ay

¹,

Selda Kuzu

¹,

Mustafa Oskay

²,

Nilgün Yenil

^{*

1}

¹ Department of Chemistry, Sciences and Arts Faculty, Celal Bayar University, Manisa 45030, Turkey
² Department of Biology, Sciences and Arts Faculty, Celal Bayar University, Manisa 45030, Turkey

Published: 01 November 2009 by MDPI in The 13th International Electronic Conference on Synthetic Organic Chemistry session Bioorganic Chemistry and Natural Products

https://doi.org/10.3390/ecsoc-13-00214

Abstract: The preparation of 3-O-methyl-1,2-O-(S)-trichloroethylidene-α-D-xylo-furanuronic acid and 3-O-methyl-1,2-O-(R)-trichloroethylidene-α-D-xylo-furanuronic acid starting from β-chloralose and α-chloralose are described. All new products were characterized by 1H NMR, 13C NMR and FTIR. Antibacterial potency of the product (6b) was determined in term of inhibition zone diameter and results showed that this compound showed moderate activity against the tested microorganisms with inhibition zones ranging from 10 to 22 mm.

Keywords: Antimicrobial activity; uronic acid; trichloroethylidene acetals; β-chloralose; α-chloralose

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