Structure-activity relationship for quaternary ammonium compounds hybridized with poly(methyl methacrylate). 2011

Leticia D Melo, and Renata R Palombo, and Denise F S Petri, and Michael Bruns, and Edla M A Pereira, and Ana M Carmona-Ribeiro
Biocolloids Lab, Departamento de Bioquímica, Instituto de Química, Universidade de São Paulo, CP 26077, CEP 05513-970, São Paulo/SP, Brazil.

Hybrid films from poly (methylmethacrylate) (PMMA) and dioctadecyldimethylammonium bromide (DODAB), cetyltrimethylammonium bromide (CTAB), or tetrapropylammonium bromide (TPAB) were characterized by determination of wettability, ellipsometry, atomic force microscopy, active compounds diffusion to water, X-ray photoelectron spectroscopy (XPS) with determination of atomic composition on the films surface, and biocidal activity against Pseudomonas aeruginosa or Staphylococcus aureus. QAC mobility in the films increased from DODAB to CTAB to TPAB. Diffusion and optimal hydrophobic-hydrophilic balance imparted the highest bioactivity to CTAB. DODAB sustained immobilization at the film surface killed bacteria upon contact. TPAB ability to diffuse was useless because of its unfavorable hydrophobic-hydrophilic balance for bioactivity.

UI MeSH Term Description Entries
D011108 Polymers Compounds formed by the joining of smaller, usually repeating, units linked by covalent bonds. These compounds often form large macromolecules (e.g., BIOPOLYMERS; PLASTICS). Polymer
D011550 Pseudomonas aeruginosa A species of gram-negative, aerobic, rod-shaped bacteria commonly isolated from clinical specimens (wound, burn, and urinary tract infections). It is also found widely distributed in soil and water. P. aeruginosa is a major agent of nosocomial infection. Bacillus aeruginosus,Bacillus pyocyaneus,Bacterium aeruginosum,Bacterium pyocyaneum,Micrococcus pyocyaneus,Pseudomonas polycolor,Pseudomonas pyocyanea
D002593 Cetrimonium Compounds Cetyltrimethylammonium compounds that have cationic detergent, antiseptic, and disinfectant activities. They are used in pharmaceuticals, foods, and cosmetics as preservatives; on skin, mucous membranes, etc., as antiseptics or cleansers, and also as emulsifiers. These compounds are toxic when used orally due to neuromuscular blockade. Cetyltrimethylammonium Compounds,Cetrimides,Compounds, Cetrimonium,Compounds, Cetyltrimethylammonium
D000077286 Cetrimonium Cetyltrimethylammonium compound whose salts and derivatives are used primarily as topical antiseptics. 1-Hexadecyltrimethylammonium Chloride,CTAB,CTAOH,Cetavlon,Cetrimide,Cetriminium,Cetrimonium Bromide,Cetrimonium Chloride,Cetrimonium Hydroxide,Cetrimonium Iodide,Cetrimonium Methosulfate,Cetrimonium Methyl Sulfate,Cetrimonium Monosulfate,Cetyltrimethylammonium Bromide,Cetyltrimethylammonium Chloride,HTAB Cpd,Hexadecyl Trimethyl Ammonium Bromide,Hexadecyl(trimethyl)azanium,Hexadecyltrimethylammonium Bromide,Hexadecyltrimethylammonium Octylsulfonate,Octylsulfonate, Hexadecyltrimethylammonium
D000644 Quaternary Ammonium Compounds Derivatives of ammonium compounds, NH4+ Y-, in which all four of the hydrogens bonded to nitrogen have been replaced with hydrocarbyl groups. These are distinguished from IMINES which are RN Quaternary Ammonium Compound,Ammonium Compound, Quaternary,Ammonium Compounds, Quaternary,Compound, Quaternary Ammonium
D000900 Anti-Bacterial Agents Substances that inhibit the growth or reproduction of BACTERIA. Anti-Bacterial Agent,Anti-Bacterial Compound,Anti-Mycobacterial Agent,Antibacterial Agent,Antibiotics,Antimycobacterial Agent,Bacteriocidal Agent,Bacteriocide,Anti-Bacterial Compounds,Anti-Mycobacterial Agents,Antibacterial Agents,Antibiotic,Antimycobacterial Agents,Bacteriocidal Agents,Bacteriocides,Agent, Anti-Bacterial,Agent, Anti-Mycobacterial,Agent, Antibacterial,Agent, Antimycobacterial,Agent, Bacteriocidal,Agents, Anti-Bacterial,Agents, Anti-Mycobacterial,Agents, Antibacterial,Agents, Antimycobacterial,Agents, Bacteriocidal,Anti Bacterial Agent,Anti Bacterial Agents,Anti Bacterial Compound,Anti Bacterial Compounds,Anti Mycobacterial Agent,Anti Mycobacterial Agents,Compound, Anti-Bacterial,Compounds, Anti-Bacterial
D013211 Staphylococcus aureus Potentially pathogenic bacteria found in nasal membranes, skin, hair follicles, and perineum of warm-blooded animals. They may cause a wide range of infections and intoxications.
D013329 Structure-Activity Relationship The relationship between the chemical structure of a compound and its biological or pharmacological activity. Compounds are often classed together because they have structural characteristics in common including shape, size, stereochemical arrangement, and distribution of functional groups. Relationship, Structure-Activity,Relationships, Structure-Activity,Structure Activity Relationship,Structure-Activity Relationships
D056951 Photoelectron Spectroscopy The study of the energy of electrons ejected from matter by the photoelectric effect, i.e., as a direct result of absorption of energy from electromagnetic radiation. As the energies of the electrons are characteristic of a specific element, the measurement of the energy of these electrons is a technique used to determine the chemical composition of surfaces. Photoelectron Spectrometry,Electron Spectroscopy for Chemical Analysis,Photoelectron Emission Spectroscopy,Photoemission Spectroscopy,Ultra-Violet Photoelectron Spectroscopy,Ultraviolet Photoelectron Spectroscopy,X-Ray Photoelectron Spectroscopy,Xray Photoelectron Spectroscopy,Emission Spectroscopies, Photoelectron,Emission Spectroscopy, Photoelectron,Photoelectron Spectroscopy, Ultra-Violet,Photoelectron Spectroscopy, Ultraviolet,Photoelectron Spectroscopy, X-Ray,Photoelectron Spectroscopy, Xray,Spectrometry, Photoelectron,Spectroscopy, Photoelectron,Spectroscopy, Photoelectron Emission,Spectroscopy, Photoemission,Spectroscopy, Ultra-Violet Photoelectron,Spectroscopy, Ultraviolet Photoelectron,Spectroscopy, X-Ray Photoelectron,Spectroscopy, Xray Photoelectron,Ultra Violet Photoelectron Spectroscopy,X Ray Photoelectron Spectroscopy
D019904 Polymethyl Methacrylate Polymerized methyl methacrylate monomers which are used as sheets, moulding, extrusion powders, surface coating resins, emulsion polymers, fibers, inks, and films (From International Labor Organization, 1983). This material is also used in tooth implants, bone cements, and hard corneal contact lenses. PMMA,Polymethylmethacrylate,Acron,Acrylic Bone Cement,CMW Bone Cement,Implast,Kallocryl K,Lucite,Methyl Acrylic Plastic,Palacos R,Palavit,Perspex,Plexiglas,Plexiglass,Poly(methyl methacrylate),Polymethyl Methacrylate, Isostatic,Polymethyl Methacrylate, Simplex Opaque,Polymethyl Methacrylate, Surgical Simplex Bone Cement, Ammonium Salt,Polymethyl Methacrylate, Surgical Simplex P,Polymethyl Methacrylate, Syndiostatic,Polymethylmetacrylate,Sol,Superacryl,Isostatic Polymethyl Methacrylate,Methacrylate, Polymethyl,Methacrylate, Syndiostatic Polymethyl,Syndiostatic Polymethyl Methacrylate

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