Antibacterial and antitumor activities of 3-amino-phenyl-4(3H)-quinazolinone/polypyrrole chitosan core shell nanoparticles

被引:10
作者
Salahuddin, Nehal [1 ]
Elbarbary, Ahmed A. [1 ]
Alkabes, Hend A. [1 ]
机构
[1] Tanta Univ, Fac Sci, Dept Chem, Tanta 31527, Egypt
关键词
Chitosan; Quinazolinone; Nanoparticle; Antibacterial; Anticancer; Drug delivery; CELLULAR UPTAKE; DRUG-DELIVERY; IN-VITRO; POLYPYRROLE; SIZE; FUNCTIONALIZATION; NANOCOMPOSITE; SHAPE;
D O I
10.1007/s00289-016-1804-2
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
3-Amino-2-phenyl-4(3H)-quinazolinone (I) was prepared and loaded on polypyrrole chitosan (PPC) core shell nanoparticles (PPCI). The formation of core shell PPC nanoparticles were observed by transmission electron microscopy (TEM). The interaction between I and the synthesized PPC core shell nanoparticle was studied by Fourier transform infrared (FT-IR) spectroscopy. The average particle size of the PPC was 13 and 33 nm after loading I as determined by Scherer equation from X-ray diffraction (XRD) analysis. The synthesized PPCI exhibited antibacterial activity against gram negative as well as gram positive bacteria. In addition, the amount of loaded quinazolinone was calculated by thermal gravimetric analysis (TGA). The released amount of quinazolinone in different pH (2, 7.4) media and the mechanism of release by applying different model equations were studied. Moreover, the in vitro effect of the nanoparticles on Erlich ascites carcinoma (EAC) cells was enhanced after loading I.
引用
收藏
页码:1775 / 1790
页数:16
相关论文
共 32 条
[1]   Investigation of microsphere-mediated cellular delivery by chemical, microscopic and gene expression analysis [J].
Alexander, Lois M. ;
Pernagallo, Salvatore ;
Livigni, Alessandra ;
Sanchez-Martin, Rosario M. ;
Brickman, Joshua M. ;
Bradley, Mark .
MOLECULAR BIOSYSTEMS, 2010, 6 (02) :399-409
[2]   Synthesis and characterization of chitosan and silver loaded chitosan nanoparticles for bioactive polyester [J].
Ali, S. Wazed ;
Rajendran, S. ;
Joshi, Mangala .
CARBOHYDRATE POLYMERS, 2011, 83 (02) :438-446
[3]   Synthetic studies on some 3-[(5-arylidene-4-oxo-1,3-thiazolidin-2-yliden) amino]-2-phenylquinazolin-4(3H)-ones and their ethoxyphthalimide derivatives [J].
Ameta, Usha ;
Ojha, Swati ;
Bhambi, Dinesh ;
Talesara, Ganpat L. .
ARKIVOC, 2006, :83-89
[4]   One-step synthesis of iron oxide polypyrrole nanoparticles encapsulating ketoprofen as model of hydrophobic drug [J].
Attia, Mohamed F. ;
Anton, Nicolas ;
Khan, Ikram Ullah ;
Serra, Christophe A. ;
Messaddeq, Nadia ;
Jakhmola, Anshuman ;
Vecchione, Raffaele ;
Vandamme, Thierry .
INTERNATIONAL JOURNAL OF PHARMACEUTICS, 2016, 508 (1-2) :61-70
[5]   Chitosan-based drug delivery systems [J].
Bernkop-Schnuerch, Andreas ;
Duennhaupt, Sarah .
EUROPEAN JOURNAL OF PHARMACEUTICS AND BIOPHARMACEUTICS, 2012, 81 (03) :463-469
[6]   Synthesis and characterization of polyaniline/Ag-Pt nanocomposite for improved antibacterial activity [J].
Boomi, Pandi ;
Prabu, Halliah Gurumallesh ;
Mathiyarasu, Jayaraman .
COLLOIDS AND SURFACES B-BIOINTERFACES, 2013, 103 :9-14
[7]   Synthesis, characterization and antimicrobial activity of biodegradable conducting polypyrrole-graft-chitosan copolymer [J].
Cabuk, Mehmet ;
Alan, Yusuf ;
Yavuz, Mustafa ;
Unal, Halil Ibrahim .
APPLIED SURFACE SCIENCE, 2014, 318 :168-175
[8]   Elucidating the mechanism of cellular uptake and removal of protein-coated gold nanoparticles of different sizes and shapes [J].
Chithrani, B. Devika ;
Chan, Warren C. W. .
NANO LETTERS, 2007, 7 (06) :1542-1550
[9]   Determining the size and shape dependence of gold nanoparticle uptake into mammalian cells [J].
Chithrani, BD ;
Ghazani, AA ;
Chan, WCW .
NANO LETTERS, 2006, 6 (04) :662-668
[10]   Biocompatibility of CS-PPy nanocomposites and their application to glucose biosensor [J].
Fang, Yi ;
Ni, Yalong ;
Zhang, Guohui ;
Mao, Chun ;
Huang, Xiaohua ;
Shen, Jian .
BIOELECTROCHEMISTRY, 2012, 88 :1-7