Synthesis of Folate -Appended β-Cyclodextrin Using 4-Carbaldehyde-4′-Hydroxymethyl-2,2′-Bipyridine as a Linker

Punam Kumar Paul, Tennessee State University


The thesis involves the synthesis of two new Folate appended β-cyclodextrin using 4-carbaldehyde-4'-hydroxymethyl-2,2'-bipyridine and 5-carbaldehyde-5'-hydroxymethyl-2,2'-bipyridine as linkers for cancer targeting drug delivery system. β-cyclodextrin and folic acid were connected through linker by the formation of the Schiff base and ester, respectively. In cancer therapy, the drug delivery technique is immensely important to achieve the maximum treatment efficacy of the anti-cancer. Folic acid has emerged as a notable targeting ligand capable of potent interaction with cancer cells expressing the folate receptor (FR) with high affinity is engaged with the cell surface through a glycosylphosphatidylinositol (GPI)anchor, and is highly expressed in various tumor cells including malignancies of the brain, ovary, breast, kidney, and lung, and negligibly expresses in normal tissues. β-cyclodextrin has been used as a drug delivery carrier because β-cyclodextrin is cyclic oligosaccharides forming inclusion complexes with a wide range of hydrophobic molecules. We anticipate that our synthetic products would confer cancer-cell-specific drug delivery. We have also synthesized two new biotins appended cyclodextrin (γ cyclodextrin and HP-γ-CD) which can be used in avidin pull-down assay to identify cellular factors that bind to the CDs. Our synthetic compounds were confirmed by NMR spectroscopy.

Subject Area

Biochemistry|Organic chemistry|Pharmaceutical sciences

Recommended Citation

Punam Kumar Paul, "Synthesis of Folate -Appended β-Cyclodextrin Using 4-Carbaldehyde-4′-Hydroxymethyl-2,2′-Bipyridine as a Linker" (2019). ETD Collection for Tennessee State University. Paper AAI22587081.