Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
19
pubmed:dateCreated
2003-9-4
pubmed:abstractText
A series of soft quaternary ammonium antimicrobial agents, which are analogues to currently used quaternary ammonium preservatives such as cetyl pyridinium chloride and benzalkonium chloride, were synthesized. These soft analogues consist of long alkyl chain connected to a polar headgroup via chemically labile spacer group. They are characterized by facile nonenzymatic and enzymatic degradation to form their original nontoxic building blocks. However, their chemical stability has to be adequate in order for them to have antimicrobial effects. Stability studies and antibacterial and antiviral activity measurements revealed relationship between activity, lipophilicity, and stability. Their minimum inhibitory concentration (MIC) was as low as 1 microg/mL, and their viral reduction was in some cases greater than 6.7 log. The structure-activity studies demonstrate that the bioactive compounds (i.e., MIC for Gram-positive bacteria of <10 microg/mL) have an alkyl chain length between 12 and 18 carbon atoms, with a polar headgroup preferably of a small quaternary ammonium group, and their acquired inactivation half-life must be greater than 3 h at 60 degrees C.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Sep
pubmed:issn
0022-2623
pubmed:author
pubmed:issnType
Print
pubmed:day
11
pubmed:volume
46
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
4173-81
pubmed:dateRevised
2010-11-18
pubmed:meshHeading
pubmed-meshheading:12954069-Alkylation, pubmed-meshheading:12954069-Animals, pubmed-meshheading:12954069-Anti-Bacterial Agents, pubmed-meshheading:12954069-Anti-Infective Agents, pubmed-meshheading:12954069-Benzalkonium Compounds, pubmed-meshheading:12954069-Cercopithecus aethiops, pubmed-meshheading:12954069-Cetylpyridinium, pubmed-meshheading:12954069-Drug Stability, pubmed-meshheading:12954069-Enterococcus faecalis, pubmed-meshheading:12954069-Escherichia coli, pubmed-meshheading:12954069-Hydrophobic and Hydrophilic Interactions, pubmed-meshheading:12954069-Microbial Sensitivity Tests, pubmed-meshheading:12954069-Pseudomonas aeruginosa, pubmed-meshheading:12954069-Quaternary Ammonium Compounds, pubmed-meshheading:12954069-Simplexvirus, pubmed-meshheading:12954069-Staphylococcus aureus, pubmed-meshheading:12954069-Structure-Activity Relationship, pubmed-meshheading:12954069-Vero Cells
pubmed:year
2003
pubmed:articleTitle
Soft antimicrobial agents: synthesis and activity of labile environmentally friendly long chain quaternary ammonium compounds.
pubmed:affiliation
Faculty of Pharmacy, University of Iceland, Hagi, Hofsvallagata 53, IS-107 Reykjavik, Iceland. thorstlo@hi.is
pubmed:publicationType
Journal Article, Research Support, Non-U.S. Gov't