Abstract
A series of novel acetylated piperazine-containing N-glucosides and bis(Nglucoside) 8a-i were synthesized by the nucleophilic addition of acetylated glucopyranosyl isothiocyanate with various substituted piperazines in THF with high yields. Their novel deacetylated products 9a-i were also synthesized after Me- ONa/MeOH treatment. The preliminary bioassays for 18 novel title compounds showed that several compounds have significant fungicidal activity against Fusarium omysporum, Cercospora arachidicola and Phytophthora capsici at 50 μg/mL.
Keywords: N-Glucoside, substituted piperazine, glucopyranosyl isothiocyanate, synthesis, biological activity.
Letters in Drug Design & Discovery
Title:Synthesis and Biological Activity of Novel N-glucosides Containing Substituted Piperazine Moiety
Volume: 13 Issue: 4
Author(s): Li-Yuan Zhang, Bao-Lei Wang, Yi-Zhou Zhan, Xue-Wen Hua, Ming Liu, Xiao Zhang, Hai-Bin Song and Zheng-Ming Li
Affiliation:
Keywords: N-Glucoside, substituted piperazine, glucopyranosyl isothiocyanate, synthesis, biological activity.
Abstract: A series of novel acetylated piperazine-containing N-glucosides and bis(Nglucoside) 8a-i were synthesized by the nucleophilic addition of acetylated glucopyranosyl isothiocyanate with various substituted piperazines in THF with high yields. Their novel deacetylated products 9a-i were also synthesized after Me- ONa/MeOH treatment. The preliminary bioassays for 18 novel title compounds showed that several compounds have significant fungicidal activity against Fusarium omysporum, Cercospora arachidicola and Phytophthora capsici at 50 μg/mL.
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Cite this article as:
Zhang Li-Yuan, Wang Bao-Lei, Zhan Yi-Zhou, Hua Xue-Wen, Liu Ming, Zhang Xiao, Song Hai-Bin and Li Zheng-Ming, Synthesis and Biological Activity of Novel N-glucosides Containing Substituted Piperazine Moiety, Letters in Drug Design & Discovery 2016; 13 (4) . https://dx.doi.org/10.2174/1570180812666150819003514
DOI https://dx.doi.org/10.2174/1570180812666150819003514 |
Print ISSN 1570-1808 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-628X |
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