In search of new heterocyclic anticancer agents a series of newly conceptual 1,6- anhydrosugar derivatives 31-35 functionalized at C-3 position with thienyl, pyrole and furyl moieties have been designed, synthesized and screened for their cytotoxic activity against human cancer cell lines such as human ovarian carcinoma (A2780) and variant of ovarian carcinoma resistant to cisplatin (A2780cis), human colon cancer LoVo and human brain astrocytoma U87 cells. Cancer cells were incubated in the presence of increased concentrations of tested compounds for 24h. Their cytotoxic properties were evaluated using colorimetric cell viability assay CCK-8. The most promising of the three screened compounds was compound 33. The most sensitive cell line was LoVo (IC50 = 200μM). We noticed also cytotoxic effect on A2780 cells (IC50 = 500μM) and multidrug-resistant (MDR) derivatives (A2780cis). Morphological changes suggest the induction of apoptosis. The collected data with other previously results suggests that the most anticancer potential has a 1,6-anhydrosugar derivatives with heterocyclic moieties with sulfur as heteroatom within the chlorine atom at position C-4 in aromatic ring. They would be used as templates to screen new analogs linked with thiosugar at C-3 position. Additionally, the new analogs will merit further development as preclinical drug candidates for treating cancer, including MDR phenotype. We also plan to evaluate mechanism of anticancer properties such modified compounds.

Synthesis and biological evaluation of novel thiophene, pyrrole and aromatic exo-cyclic carbohydrate enone derivatives. Part II

254th National Meeting (2017)

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