Synthesis of Cationic Quaternized Nanolevan Derivative for Small Molecule and Nucleic Acid Delivery
Chonnipha Charoenwongphaibun,
Chanchao Lorthongpanich,
Prapasri Septham,
Karan Wangpaiboon,
Pawinee Panpetch,
Rath Pichyangkura,
Thanapon Charoenwongpaiboon,
Kamontip Kuttiyawong
Affiliations
Chonnipha Charoenwongphaibun
Division of Chemistry, Department of Physical and Material Sciences, Faculty of Liberal Arts and Science, Kasetsart University, Kamphaeng Saen Campus, Kamphaeng Sean, Nakhon Pathom 73140, Thailand
Chanchao Lorthongpanich
Siriraj Center of Excellence for Stem Cell Research, Department of Medicine, Faculty of Medicine Siriraj Hospital, Mahidol University, Bangkok 10700, Thailand
Prapasri Septham
Siriraj Center of Excellence for Stem Cell Research, Department of Medicine, Faculty of Medicine Siriraj Hospital, Mahidol University, Bangkok 10700, Thailand
Karan Wangpaiboon
Department of Biochemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand
Pawinee Panpetch
Department of Biochemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand
Rath Pichyangkura
Department of Biochemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand
Thanapon Charoenwongpaiboon
Department of Chemistry, Faculty of Science, Silpakorn University, Nakhon Pathom 73000, Thailand
Kamontip Kuttiyawong
Division of Chemistry, Department of Physical and Material Sciences, Faculty of Liberal Arts and Science, Kasetsart University, Kamphaeng Saen Campus, Kamphaeng Sean, Nakhon Pathom 73140, Thailand
Levan is a biopolymer composed of fructose chains covalently linked by β−2,6 glycosidic linkages. This polymer self−assembles into a nanoparticle of uniform size, making it useful for a wide range of applications. Also, levan exhibits various biological activities such as antioxidants, anti-inflammatory, and anti-tumor, that make this polymer very attractive for biomedical application. In this study, levan synthesized from Erwinia tasmaniensis was chemically modified by glycidyl trimethylammonium chloride (GTMAC) to produce cationized nanolevan (QA-levan). The structure of the obtained GTMAC−modified levan was determined by FT-IR, 1H-NMR and elemental (CHN) analyzer. The size of the nanoparticle was calculated using the dynamic light scattering method (DLS). The formation of DNA/QA-levan polyplex was then investigated by gel electrophoresis. The modified levan was able to increase the solubility of quercetin and curcumin by 11-folds and 205-folds, respectively, compared to free compounds. Cytotoxicity of levan and QA−levan was also investigated in HEK293 cells. This finding suggests that GTMAC−modified levan should have a potential application for drug and nucleic acid delivery.
