Abstract:
:The design and synthesis of heparin mimetics with high anticancer activity but no anticoagulant activity is an important task in medicinal chemistry. Here, we present the efficient synthesis of five Glc-GlcA-Glc sequenced and one Glc-IdoA-Glc sequenced non-glycosaminoglycan, heparin-related trisaccharides with various sulfation/sulfonylation and methylation patterns. The cell growth inhibitory effects of the compounds were tested against four cancerous human cell lines and two non-cancerous cell lines. Two D-glucuronate-containing tetra- O -sulfated, partially methylated trisaccharides displayed remarkable and selective cell growth inhibitory effects on ovary carcinoma (A2780) and melanoma (WM35) cells. Methyl substituents on the glucuronide unit proved to be detrimental while acetyl substituents were beneficial to the cytostatic activity of the sulfated derivatives.
journal_name
ChemMedChemjournal_title
ChemMedChemauthors
Lisztes E,Mező E,Demeter F,Horváth L,Bősze S,Tóth BI,Borbás A,Herczeg Mdoi
10.1002/cmdc.202000917subject
Has Abstractpub_date
2021-01-12 00:00:00eissn
1860-7179issn
1860-7187pub_type
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