Inducing Metabolic Dysfunction in Breast Cancer Cells Through Targeted Inhibition of α- and β-Glucosidase and Amylase: Novel Carbohydrate (C8N) Isomers Designed via Intramolecular aza-Michael-Type Reaction.

Natural products such as glucosidase inhibitors and aminoglycoside antibiotics are target agents that play an important role in the development of new drugs. A novel class of glucosidase inhibitors based on aminocyclitols was synthesized using a new method. This method involves arranging the α-, β-unsaturated structure by attacking the ammonia compound on the acetate group in the γ-position forming, to form the amide in the β-position. The method has enabled the synthesis of new types of C8N, such as C7N (C8N generally exhibits structural and characteristic biological properties similar to C7N) compounds. After purification and structure elucidation of the resulting substances, α-, β-glucosidase, and amylase tests were performed against acarbose; additionally, an enzyme kinetic study of well-active compounds was conducted. Subsequently, the anticancer activity of substances was analyzed using a viability assay and AO/PI staining. Our results suggest that different derivatives of new carbosugar isomers exert potential enzymatic and anticancer activity against breast cancer cells.