Enhanced Solubility and Anticancer Potential of Mansonone G By β-Cyclodextrin-Based Host-Guest Complexation: A Computational and Experimental Study

Autor: Panupong Mahalapbutr, Piyanuch Wonganan, Thanapon Charoenwongpaiboon, Manchumas Prousoontorn, Warinthorn Chavasiri, Thanyada Rungrotmongkol
Jazyk: angličtina
Rok vydání: 2019
Předmět:
Zdroj: Biomolecules, Vol 9, Iss 10, p 545 (2019)
Druh dokumentu: article
ISSN: 2218-273X
DOI: 10.3390/biom9100545
Popis: Mansonone G (MG), a plant-derived compound isolated from the heartwood of Mansonia gagei, possesses a potent antitumor effect on several kinds of malignancy. However, its poor solubility limits the use for practical applications. Beta-cyclodextrin (βCD), a cyclic oligosaccharide composed of seven (1→4)-linked α-D-glucopyranose units, is capable of encapsulating a variety of poorly soluble compounds into its hydrophobic interior. In this work, we aimed to enhance the water solubility and the anticancer activity of MG by complexation with βCD and its derivatives (2,6-di-O-methyl-βCD (DMβCD) and hydroxypropyl-βCD). The 90-ns molecular dynamics simulations and MM/GBSA-based binding free energy results suggested that DMβCD was the most preferential host molecule for MG inclusion complexation. The inclusion complex formation between MG and βCD(s) was confirmed by DSC and SEM techniques. Notably, the MG/βCDs inclusion complexes exerted significantly higher cytotoxic effect (~2−7 fold) on A549 lung cancer cells than the uncomplexed MG.
Databáze: Directory of Open Access Journals
Nepřihlášeným uživatelům se plný text nezobrazuje