Design, Synthesis, Antimicrobial evaluation of novel N- , O- and S- Glycosides based 3,5-Pyrazolidinedione Scaffolds

Document Type : Regular Articles

Author

Chemistry department,faculty of science,Sohag university,Sohag,Egypt

Abstract

2,3,4,6 - Tetra - O - acetyl- α - D - glucopyranosyl bromide were reacted with 4 - arylidene - 1 - phenylpyrazolidine - 3,5 - diones 1 a,b under phase transfer catalysis (PTC) conditions to yield unseparated products namely; N - ( 2 , 3 , 4 , 6 - tetra - O - acetyl - β - D - glucopyranosyl) - 4-arylidene - 1 - phenyl - 3 , 5 - pyrazolidinediones 2 & 4 and 3 - ( 2 , 3 , 4 , 6 - tetra - O - acetyl - β - D -glucopyranosyloxy) - 4 - arylidene - 1 - phenyl - 1 H - pyrazol - 5 - ones 3 & 5, respectively. Also, compounds 1 a,b were treated with a mixture of carbon disulphide and 2 , 3 , 4 , 6 -tetra-O-acetyl-α-D-glucopyranosyl bromide to give unisolated products namely; (2`,3`,4`,6`-tetra-O-acetyl-β-D-glucopyranosyl)-2-[4-arylidene-1-phenyl-pyrazolidin-3,5-dione]carbodithioates 6 & 8 and (2`,3`,4`,6`-tetra-O-acetyl-β-D-glucopyranosyl)-3-[1-phenyl-5-oxo-4-arylidene-pyrazolyloxy]carbodithioates 7&9. respectively.

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