Development of a chitosan derivative bearing the thiadiazole moiety and evaluation of its antifungal and larvicidal efficacy

Abstract

A new chitosan derivative bearing a new thiadiazole compound was developed, and its antifungal and larvicidal activities were investigated. The chitosan derivative (coded here as PTDz-Cs) was synthesized by the reaction between the carboxylic derivative of the thiadiazole moiety and chitosan. Fourier transform infrared spectroscopy (FT-IR), nuclear magnetic resonance (1H/13C-NMR), gas chromatography–mass spectrometry (GC–MS), elemental analysis, X-Ray diffraction (XRD), thermogravimetric analysis (TGA), and X-ray photoelectron spectroscopy (XPS) were used to characterize the developed derivatives. Compared to chitosan, the PTDz-Cs derivative has a less crystalline structure and less thermal stability. The antifungal results revealed that PTDz-Cs exhibited potential activity against Rhizopus microspores, Mucor racemosus, Lichtheimia corymbifera, and Syncephalastrum racemosum where inhibition zones were 17.76, 20.1, 38.2, and 18.3 mm, respectively. The larvicidal efficacy of the PTDz-Cs derivative against A. stephensi larvae was tested, and the results exposed that the LC50 and LC90 values (first instar) were 5.432 and 10.398 ppm, respectively, indicating the high susceptibility of early instar mosquito larvae to PTDz-Cs. These results emphasize that this study provided a new chitosan derivative that could be potentially used in the biomedical fields.