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Research Paper | Chemistry | Iraq | Volume 7 Issue 3, March 2018

Synthesis of Some New Nucleoside Analogues from Theobromine via Schiff Base

Thanaa M. Al-Mouamin | Sumaya J. Abid

Abstract: Of the approximately 40 antiviral drugs formally approved for use, half of them are nucleoside or nucleotide analogues. So new derivatives of nucleoside analogues were obtained from the work that was conducted in this research. Firstly, the reaction of theobromine was reacted with sodium hydride in DMF at (0 C) to give it & #039, s salt, then the produced salt was reacted with chloroacetyl chloride to produce 1- (chloro acetyl) theobromine [3]. Thereafter, compound [3] was reacted with hydrazine hydrate to give 1- (1-acetohydrazide) theobromine [4] then reacted with a different substitution of an aromatic aldehyde in absolute ethanol to give Schiff & #039, s bases derivatives [5-12]. The reaction of compounds [5-12] with 1, 23, 4-Di-O-isopropylidene- - D- galactopyranosyl bromide [2] forming blocked nucleoside analogues [13-20]. Deblocking of these nucleoside using in 50 % aqueous acetic acid to give the free nucleoside [21-28]. The new prepared compounds were identified by [FTIR, 1H-NMR and 13C-NMR] and their physical properties were measured. Furthermore, we have evaluated the effect of some prepared compounds on some bacterial and fungal strains.

Keywords: Theobromine, Schiff base, anti-microbial

Edition: Volume 7 Issue 3, March 2018,

Pages: 58 - 66

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