Antioxidant and Antibacterial Activities of Eugenol and Carvacrol-Grafted Chitosan Nanoparticles

被引:190
作者
Chen, Fei [1 ]
Shi, Zhilong [1 ]
Neoh, K. G. [1 ]
Kang, E. T. [1 ]
机构
[1] Natl Univ Singapore, Dept Chem & Biomol Engn, Singapore 119260, Singapore
关键词
chitosan nanoparticles; eugenol; carvacrol; antioxidant; antibacterial; ESSENTIAL OILS; IN-VITRO; ANTIMICROBIAL ACTIVITY; MECHANICAL-PROPERTIES; PACKAGING MATERIALS; MOLECULAR-WEIGHT; GROWTH; CELLS; CHITIN/CHITOSAN; PROLIFERATION;
D O I
10.1002/bit.22363
中图分类号
Q81 [生物工程学(生物技术)]; Q93 [微生物学];
学科分类号
071005 ; 0836 ; 090102 ; 100705 ;
摘要
Essential oils are known to possess antimicrobial and antioxidant activity while chitosan is a biocompatible polymer with antibacterial activity against a broad spectrum of bacteria. In this work, nanoparticles with both antioxidant and antibacterial properties were prepared by grafting eugenol and carvacrol (two components of essential oils) on chitosan nanoparticles. Aldehyde groups were first introduced in eugenol and carvacrol, and the grafting of these oils to chitosan nanoparticles was carried out via the Schiff base reaction. The surface concentration of the grafted essential oil components was determined by X-ray photoelectron spectroscopy (XPS). The antioxidant activities of the carvacrol-grafted chitosan nanoparticles (CHCA NPs) and the eugenol-grafted chitosan nanoparticles (CHEU NPs) were assayed with diphenylpicrylhydrazyl (DPPH). Antibacterial assays were carried out with a representative gram-negative bacterium, Escherichia coli (E. coli) and a gram-positive bacterium, Staphylococcus aureus (S. aureus). The grafted eugenol and carvacrol conferred antioxidant activity to the chitosan nanoparticles, and the essential oil component-grafted chitosan nanoparticles achieved an antibacterial activity equivalent to or better than that of the unmodified chitosan nanoparticles. Cytotoxicity assays using 3T3 mouse fibroblast showed that the cytotoxicity of CHEU NPs and CHCA NPs were significant lower than those of the pure essential oils.
引用
收藏
页码:30 / 39
页数:10
相关论文
共 58 条
[1]   Biological effects of essential oils - A review [J].
Bakkali, F. ;
Averbeck, S. ;
Averbeck, D. ;
Waomar, M. .
FOOD AND CHEMICAL TOXICOLOGY, 2008, 46 (02) :446-475
[2]   Antimicrobial activity of carvacrol related to its chemical structure [J].
Ben Arfa, A. ;
Combes, S. ;
Preziosi-Belloy, L. ;
Gontard, N. ;
Chalier, P. .
LETTERS IN APPLIED MICROBIOLOGY, 2006, 43 (02) :149-154
[3]   Influence of carvacrol on proliferation and survival of porcine lymphocytes and intestinal epithelial cells in vitro [J].
Bimczok, Diane ;
Rau, Henriette ;
Sewekow, Eva ;
Janczyk, Pawel ;
Souffrant, Wolfgang Bernhard ;
Rothkoetter, Hermann-Josef .
TOXICOLOGY IN VITRO, 2008, 22 (03) :652-658
[4]   Raxofelast, (±)5-(acetyloxy)-2,3-dihydro-4,6,7-trimethyl-2-benzofuranacetic acid:: A new antioxidant to modulate the inflammatory response during ischemia-reperfusion injury and impaired wound healing [J].
Bitto, A. ;
Minutoli, L. ;
Squadrito, F. ;
Polito, F. ;
Altavilla, D. .
MINI-REVIEWS IN MEDICINAL CHEMISTRY, 2007, 7 (03) :339-343
[5]   Essential oils: their antibacterial properties and potential applications in foods - a review [J].
Burt, S .
INTERNATIONAL JOURNAL OF FOOD MICROBIOLOGY, 2004, 94 (03) :223-253
[6]   Anti-biofilm properties of chitosan-coated surfaces [J].
Carlson, Ross P. ;
Taffs, Reed ;
Davison, William M. ;
Stewart, Philip S. .
JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION, 2008, 19 (08) :1035-1046
[7]   Eugenol and its synthetic analogues inhibit cell growth of human cancer cells (part I) [J].
Carrasco, H. ;
Espinoza, L. ;
Cardile, V. ;
Gallardo, C. ;
Cardona, W. ;
Lombardo, L. ;
Catalan, K. ;
Cuellar, M. ;
Russo, A. .
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2008, 19 (03) :543-548
[8]   Antibacterial effects of N-sulfonated and N-sulfobenzoyl chitosan and application to oyster preservation [J].
Chen, CS ;
Liau, WY ;
Tsai, GJ .
JOURNAL OF FOOD PROTECTION, 1998, 61 (09) :1124-1128
[9]   In-vitro antimicrobial activity and chemical composition of Sardinian Thymus essential oils [J].
Cosentino, S ;
Tuberoso, CIG ;
Pisano, B ;
Satta, M ;
Mascia, V ;
Arzedi, E ;
Palmas, F .
LETTERS IN APPLIED MICROBIOLOGY, 1999, 29 (02) :130-135
[10]  
Degim Z, 2008, J DRUG TARGET, V16, P437, DOI [10.1080/10611860802088572, 10.1080/10611860802088572 ]