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

被引:10
作者
Ibrahim, Ahmed G. [1 ]
Elgammal, Walid E. [1 ]
Hashem, Amr H. [2 ]
Mohamed, Ahmad E. [1 ]
Awad, Mohmed A. [3 ]
Hassan, Saber M. [1 ]
机构
[1] Al Azhar Univ, Fac Sci, Dept Chem, El Nasr Rd, Cairo 11751, Egypt
[2] Al Azhar Univ, Fac Sci, Bot & Microbiol Dept, Cairo 11884, Egypt
[3] Al Azhar Univ, Fac Sci, Dept Zool, Cairo, Egypt
关键词
Chitosan derivatives; Thiadiazole; Antifungal activity; Larvicidal activity; SYNTHESIZED SILVER NANOPARTICLES; FUNCTIONALIZED CHITOSAN; INSECTICIDAL ACTIVITY; EFFECTIVE ADSORPTION; ANTIBACTERIAL; MOSQUITO; RESISTANCE; IMPACT; ANTIOXIDANT; FABRICATION;
D O I
10.1007/s00289-023-04765-x
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
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 (H-1/C-13-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.
引用
收藏
页码:1303 / 1325
页数:23
相关论文
共 73 条
[1]  
Ahmed B., 2015, WORLD J PHARM RES, V4, P1845
[2]  
Ameen HA., 2012, IRAG J PHARM SCI, V21, P98
[3]  
Anand M, 2018, Frontiers in Laboratory Medicine, V2, P72, DOI [10.1016/j.flm.2018.07.003, 10.1016/j.flm.2018.07.003, DOI 10.1016/J.FLM.2018.07.003]
[4]   Diethylmethyl chitosan as an antimicrobial agent: Synthesis, characterization and antibacterial effects [J].
Avadi, MR ;
Sadeghi, AMM ;
Tahzibi, A ;
Bayati, K ;
Pouladzadeh, M ;
Zohuriaan-Mehr, MJ ;
Rafiee-Tehrani, M .
EUROPEAN POLYMER JOURNAL, 2004, 40 (07) :1355-1361
[5]   Insecticidal Activity of Chitosans of Different Molecular Weights and Chitosan-metal Complexes against Cotton Leafworm Spodoptera littoralis and Oleander Aphid Aphis nerii [J].
Badawy, Mohamed E. I. ;
El-Aswad, Ahmed F. .
PLANT PROTECTION SCIENCE, 2012, 48 (03) :131-141
[6]   Cu(II) and Pd(II) complexes of water soluble O-carboxymethyl chitosan Schiff bases: Synthesis, characterization [J].
Baran, Talat ;
Mentes, Ayfer .
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 2015, 79 :542-554
[7]   An Efficient One-Pot Synthesis of Bis Butenolides [J].
Bayat, Mohammad ;
Fox, Joseph M. .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2016, 53 (05) :1661-1664
[8]   First report of behavioural lateralisation in mosquitoes: right-biased kicking behaviour against males in females of the Asian tiger mosquito, Aedes albopictus [J].
Benelli, Giovanni ;
Romano, Donato ;
Messing, Russell H. ;
Canale, Angelo .
PARASITOLOGY RESEARCH, 2015, 114 (04) :1613-1617
[9]  
Bongomin F, 2017, J FUNGI, V3, DOI [10.3390/jof3040057, 10.3390/jof3020026]