Enhanced Solubility, Stability, and Herbicidal Activity of the Herbicide Diuron by Complex Formation with β-Cyclodextrin

Abstract

The herbicide diuron is hardly soluble in water and most organic solvents and is usually made into a wettable powder or mixed with soil when used, which causes environmental risk and a reduction in herbicidal efficacy. In this study, the physicochemical properties were changed by using β-cyclodextrin (β-CD) to encapsulate diuron to form an inclusion complex. Some key technologies, including X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FTIR), scanning electron microscopy (SEM), differential scanning calorimetry (DSC), and nuclear magnetic resonance (1H NMR), were used to characterize the inclusion complex. The stoichiometry of the inclusion complex was determined by recording the 1H NMR spectrum or by using a diagram of inclusion ratios. A phase solubility study proved that the formed inclusion complex exhibited higher water solubility. Thermogravimetric analysis (TGA) demonstrated that the formed inclusion complex exhibited better thermal stability. Biological activity studies indicated that the herbicidal activity, in terms of herbicide removal, of the formed inclusion complex was higher than that of the original diuron. In general, the formation of the inclusion complex could reduce the environmental damage caused by diuron and enhance its herbicidal activity, providing an environmentally friendly method for using diuron.

Study on Preparation and Separation and Adsorption Performance of Knitted Tube Composite β-Cyclodextrin/Chitosan Porous Membrane

“…Therefore, the adsorption of PP was mainly attributed to the formation of host-guest inclusion complex between β-CD and PP molecules, and one PP molecule occupied one β-CD molecule. However, the Freundlich adsorption model is also highly fitted, the result may be induced by the non-uniform distribution and interaction of β-CD on the membranes, which demonstrated that the adsorption process was dominated by monolayer adsorption, and multi-molecular layer adsorption coexisted [35,36,37]. In addition, the value of 1/n calculated by the Freundlich model was close to 0.5, which manifested that the β-CD/CS porous membranes had strong adsorption capacity for PP.…”

Developments of Smart Drug-Delivery Systems Based on Magnetic Molecularly Imprinted Polymers for Targeted Cancer Therapy: A Short Review

“…Therefore, hydrophobic drugs can entirely or partially enter within these lipophilic cavities, and a CD-drug complex is formed by host–guest non-covalent bindings. Hence, CDs potentially can improve the problem with the solubility of hydrophobic poorly soluble drugs in aqueous media through encapsulation of such guest compounds into their cavities when they can match with cavities in terms of polarity, size, shape and properties [ 126 , 129 ]. Formation of a stable supermolecular complex between CDs and larger guest structures is also possible through their hydrophobic groups, which can bind into these CDs cavities [ 126 , 129 ].…”

Analytical and in silico study of the inclusion complexes between tropane alkaloids atropine and scopolamine with cyclodextrins

“…Hydroxypropyl-β-cyclodextrin (HPβCD) is widely used as a solubilizing agent and carrier with rapid dissolution for much poorly water-soluble ACs (Perchyonok et al 2014). Several inclusion complexes with CDs have been reported in the promising field of environmental friendly pesticides (Benfeito et al 2013;Gao et al 2019b;Geng et al 2018;Kim et al 2019;Villaverde 2007;Villaverde et al 2004Villaverde et al , 2005Yanez et al 2012).…”