Simple and Efficient Synthesis of Novel Glycosyl Thiourea Derivatives Derived from Thiophene as Potential Antitumor Agents  

作　　者：Mohammed Mohsen Babatin Lotfi Khezami Abdel-Rahman Barakat Ahmed EI-Gazzar 

机构地区：[1]Department of Mathematics and Chemistry, Faculty of Science, Al-lmam Muhammad bin Saud Islamic University, Riyadh 11623,Kingdom of Saudi Arabia

出　　处：《Journal of Chemistry and Chemical Engineering》2011年第1期73-81,共9页化学与化工（英文版）

摘　　要：The practical synthesis of pseudonucleosides incorporating thiourea derivative by coupling of monosaccharides （D-glucose and D-galactose） per-O-acetylated glycosyl isothiocyanates and different heterocyclic hydrazide derivatives is reported. The method involves the preparation ofper-O-acetylated glycosyl isothiocyanates from per-O-acetylated sugars （two-step synthesis）, which couple with heterocyclic hydrazides from amines to give thiourea-linked pseudonucleosides. All newly synthesized pseudo-nucleosides were assayed against human lung cancer-cell lines （PG） and human liver cancer-cell lines （BEL-7402） in vitro. The 6,6-dimethyl-benzothiophen-3-carbo-hydrazide-4-one pseudonucleosides showed moderate inhibition against these two cancer-cell lines with ECs0 from 22.8 to 76.4 mM and from 54.9 to 82.4 mM, respectively. And the other compounds did not demonstrate any significant cytotoxicity even at concentrations up to 200 mM.

关 键 词：Glycosyl bromides glycosyl isothiocyanates heterocyclic hydrazides thiourea-linked pseudooucleosides cytotoxicity. 

分 类 号：TQ457.2[化学工程—农药化工] O623.543[理学—有机化学]