Structural Characterization and Bacteriostatic and Cytotoxicity to 3T3 Cells Study of Oligobiguanidine (Polyhexamethylene Biguanidine Hydrochloride) and its 3-Glycidoxypropyltrimethoxysilane Derivatives

被引:8
作者
Jiang, Zhengwu [1 ,2 ]
Wang, Bin [1 ]
Che, Hualin [1 ]
Liu, Bailing [1 ]
机构
[1] Chinese Acad Sci, Chengdu Inst Organ Chem, Chengdu 610041, Sichuan Provinc, Peoples R China
[2] Chinese Acad Sci, Grad Sch, Beijing, Peoples R China
来源
JOURNAL OF MACROMOLECULAR SCIENCE PART A-PURE AND APPLIED CHEMISTRY | 2012年 / 49卷 / 11期
关键词
Polyhexamethylene biguanidine hydrochloride (PHMB); 3-Glycidoxypropyltrimethoxysilane (GLYMO); antibiotic activity; cytotoxicity; 4-DAY PLAQUE REGROWTH; BACTERIAL COUNTS; POLY(HEXAMETHYLENE BIGUANIDE); CHLORHEXIDINE RINSE; REACTIVE DYES; MOUTHRINSE; PHMB; POLYBIGUANIDES; KERATITIS; EFFICACY;
D O I
10.1080/10601325.2012.722856
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
In this paper, polyhexamethylene biguanidine hydrochloride (PHMB) oligomers were prepared by polycondensation of hexamethylenediamine, hydrochloric acid and 1,6-hexamethylenebis(dicyanamide); the organosilicon derivatives of PHMB oligomers (PHMB-Si) were prepared in solution through the reaction of PHMB and 3-Glycidoxypropyltrimethoxysilane (GLYMO). The analyses of FT-IR, H-1 and C-13-NMR, elemental analysis, and TGA showed that the PHMB-Si was synthesized successfully. The relationship between antibiotic activity and viscosity-average molecular weight of PHMB; the relationship between antibiotic activity and the content of organosilicon in PHMB-Si were investigated. The experimental results revealed that the antibacterial activity of PHMB yielded the maximum at the viscosity-average molecular weight of 9000. The higher ratio of GLMYO in PHMB-Si, the higher antibiotic activity of PHMB-Si was. The minimal bactericidal concentration (MBC) of PHMB was 10 ppm, and the MBC of PHMB-Si was 5 ppm. The results showed there was an obvious synergy of PHMB-Si in bacteriostatic activity than PHMB.
引用
收藏
页码:952 / 962
页数:11
相关论文
共 33 条
[1]   Cooperativity in the binding of the cationic biocide polyhexamethylene biguanide to nucleic acids [J].
Allen, MJ ;
Morby, AP ;
White, GF .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 2004, 318 (02) :397-404
[2]   Fabrication, properties, and cytocompatibility of ZrC film on electropolished NiTi shape memory alloy [J].
Chu, C. L. ;
Ji, H. L. ;
Yin, L. H. ;
Pu, Y. P. ;
Lin, P. H. ;
Chu, Paul K. .
MATERIALS SCIENCE & ENGINEERING C-MATERIALS FOR BIOLOGICAL APPLICATIONS, 2011, 31 (02) :423-427
[3]   Clinical Trial of 0.02% Polyhexamethylene Biguanide Versus Placebo in the Treatment of Microsporidial Keratoconjunctivitis [J].
Das, Sujata ;
Sahu, Srikant K. ;
Sharma, Savitri ;
Nayak, Shyam Sundar ;
Kar, Sarita .
AMERICAN JOURNAL OF OPHTHALMOLOGY, 2010, 150 (01) :110-115
[4]   Polybiguanides: Synthesis and characterization of polybiguanides containing hexamethylene groups [J].
East, GC ;
McIntyre, JE ;
Shao, J .
POLYMER, 1997, 38 (15) :3973-3984
[5]   Polyhexamethyl biguanide can eliminate contaminant yeasts from fuel-ethanol fermentation process [J].
Elsztein, Carolina ;
Scavuzzi de Menezes, Joao Assis ;
de Morais, Marcos Antonio, Jr. .
JOURNAL OF INDUSTRIAL MICROBIOLOGY & BIOTECHNOLOGY, 2008, 35 (09) :967-973
[6]   Cationic antiseptics: diversity of action under a common epithet [J].
Gilbert, P ;
Moore, LE .
JOURNAL OF APPLIED MICROBIOLOGY, 2005, 99 (04) :703-715
[7]   BARRIER PROPERTIES OF THE GRAM-NEGATIVE CELL-ENVELOPE TOWARDS HIGH-MOLECULAR-WEIGHT POLYHEXAMETHYLENE BIGUANIDES [J].
GILBERT, P ;
PEMBERTON, D ;
WILKINSON, DE .
JOURNAL OF APPLIED BACTERIOLOGY, 1990, 69 (04) :585-592
[8]  
Harris R., 2008, AM J INFECT CONTRO, V36, pE31
[9]   The effect of reactive dyes upon the uptake and anti bacterial action of poly(hexamethylene biguanide) on cotton.: Part 2:: Uptake of poly(hexamethylene biguanide) on cotton dyed with β-sulphatoethylsulphonyl reactive dyes [J].
Kawabata, A ;
Taylor, JA .
DYES AND PIGMENTS, 2006, 68 (2-3) :197-204
[10]   The effect of reactive dyes upon the uptake and antibacterial efficacy of poly(hexamethylene biguanide) on cotton. Part 3: Reduction in the antibacterial efficacy of poly(hexamethylene biguanide) on cotton, dyed with bis(monochlorotriazinyl) reactive dyes [J].
Kawabata, Atsuko ;
Taylor, John A. .
CARBOHYDRATE POLYMERS, 2007, 67 (03) :375-389