Synthesis and Anti-tumor Activities of Arylamino-α-glucofuranose Derivatives

doi:10.11944/j.issn.1000-0518.2015.09.150019

Chinese Journal of Applied Chemistry ›› 2015, Vol. 32 ›› Issue (9): 987-993.DOI: 10.11944/j.issn.1000-0518.2015.09.150019

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Synthesis and Anti-tumor Activities of Arylamino-α-glucofuranose Derivatives

SUN Baoli^a,ZHANG Yaling^a,WANG Lili^a,ZHANG Xiquan^b,GU Hongmei^b,LI Baolin^a^*()

^aKey Laboratory of the Ministry of Education for Medicinal Resources and Natural Pharmaceutical Chemistry,School of Chemistry and Chemical Engineering,Shaanxi Normal University,Xi'an 710062,China
^bChia Tai Tianqing Pharmaceutical Co.,Ltd.,Nanjing,210042,China

Received:2015-01-19 Accepted:2015-04-16 Published:2015-08-31 Online:2015-08-31
Contact: LI Baolin
Supported by:
Supported by the National Natural Science Foundation of China(No.21272144)

Abstract

Abstract:

Four novel 1,2-O-isopropylidene-5-arylamino-α-glucofuranose derivatives were prepared using 2-methyl-5-nitrobenzoicacid and 2-chloro-5-nitrobenzoic acid, respectively, as the starting materials by a synthetic route including chlorination of carboxylic acid, Friedel-Crafts acylation, reduction of carbonyl, reduction of nitro and reductive amination. The structures of intermediates and target compounds were characterized by IR, NMR and HRMS. The anti-tumor activities of target compounds on three kinds of cells were tested preliminarily by MTT method. The results indicate that the anti-tumor activitives of compound 1a1 is better than other three kinds of target compounds on three kinds of tumor cells, especially on A431(IC₅₀:(6.54±1.34) μmol/L).

Key words: arylaminogluofuranose derivatives, synthesis, anti-tumor activity

SUN Baoli,ZHANG Yaling,WANG Lili,ZHANG Xiquan,GU Hongmei,LI Baolin. Synthesis and Anti-tumor Activities of Arylamino-α-glucofuranose Derivatives[J]. Chinese Journal of Applied Chemistry, 2015, 32(9): 987-993.

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Synthesis and Anti-tumor Activities of Arylamino-α-glucofuranose Derivatives

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