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Paper | Regular issue | Vol 96, No. 4, 2018, pp.677-689
Published online, 2nd March, 2018
DOI: 10.3987/COM-18-13870
Efficient and Convenient Route to the Synthesis of Some Novel Sulfonate Ester-Based Heterocycles as Antitumor Agents

Ahmed El-Mekabaty,* Osman M. O. Habib, Mohamed Abd El-Moneim, and Ahmed S. Hussein

*Department of Chemistry, Faculty of Science, Mansoura University, El-Gomhoria Street, Mansoura, 35516, Egypt

Abstract

In the present investigation, simple and straightforward methodology for the preparation of novel thiazolidinone, thiazole, pyridinone, chromene, pyrazole, benzimidazo[1,2-a]pyrimidine and thiazolo[3,2-a]pyrimidine derivatives bearing sulfonate ester moiety through the reaction of 4-formylphenyl benzenesulfonate (1) with some nitrogen nucleophiles such as hydrazine hydrate, thiosemicarbazide and 2-cyanoacetohydrazide is described. The antitumor activities were evaluated according to the protocol of the National Cancer Institute (NCI) in vitro disease-oriented human cells screening panel assay against two human tumor cell lines namely; breast cancer MCF-7 and prostate cancer PC3. The results revealed that compounds (4), (7), (9), (13) and (16) exhibited promising antitumor activity in the two cell lines assay compared with 5-fluorouracil as a reference drug.