Fatty acids and derivatives as antimicrobial agents. 1972

J J Kabara, and D M Swieczkowski, and A J Conley, and J P Truant

The structural relationships of 30 straight-chain fatty acids and derivatives and their bactericidal properties were studied with 8 gram-negative and 12 grampositive organisms. Chain length, unsaturation (cis, trans), and functional group were all variables considered in this study. Our data indicate that C(12) (lauric acid) is the most inhibitory saturated fatty acid against gram-positive organisms. Monoenoic acid (C(18:1)) was more inhibitory than saturated fatty acid, but was less active than dienoic derivatives (C(18:2)). Other unsaturated compounds were less active than C(18:2). Alcohols and glyceryl esters were active only against gram-positive organisms. In general, esterification of the carboxyl group led to a compound which was less active; monoglycerides were the sole exception. Amine derivatives, contrary to results with fatty acids, esters, and amides, showed activity against both gram-positive and gram-negative organisms.

UI MeSH Term Description Entries
D008826 Microbial Sensitivity Tests Any tests that demonstrate the relative efficacy of different chemotherapeutic agents against specific microorganisms (i.e., bacteria, fungi, viruses). Bacterial Sensitivity Tests,Drug Sensitivity Assay, Microbial,Minimum Inhibitory Concentration,Antibacterial Susceptibility Breakpoint Determination,Antibiogram,Antimicrobial Susceptibility Breakpoint Determination,Bacterial Sensitivity Test,Breakpoint Determination, Antibacterial Susceptibility,Breakpoint Determination, Antimicrobial Susceptibility,Fungal Drug Sensitivity Tests,Fungus Drug Sensitivity Tests,Sensitivity Test, Bacterial,Sensitivity Tests, Bacterial,Test, Bacterial Sensitivity,Tests, Bacterial Sensitivity,Viral Drug Sensitivity Tests,Virus Drug Sensitivity Tests,Antibiograms,Concentration, Minimum Inhibitory,Concentrations, Minimum Inhibitory,Inhibitory Concentration, Minimum,Inhibitory Concentrations, Minimum,Microbial Sensitivity Test,Minimum Inhibitory Concentrations,Sensitivity Test, Microbial,Sensitivity Tests, Microbial,Test, Microbial Sensitivity,Tests, Microbial Sensitivity
D004952 Esters Compounds derived from organic or inorganic acids in which at least one hydroxyl group is replaced by an –O-alkyl or another organic group. They can be represented by the structure formula RCOOR’ and are usually formed by the reaction between an acid and an alcohol with elimination of water. Ester
D005227 Fatty Acids Organic, monobasic acids derived from hydrocarbons by the equivalent of oxidation of a methyl group to an alcohol, aldehyde, and then acid. Fatty acids are saturated and unsaturated (FATTY ACIDS, UNSATURATED). (Grant & Hackh's Chemical Dictionary, 5th ed) Aliphatic Acid,Esterified Fatty Acid,Fatty Acid,Fatty Acids, Esterified,Fatty Acids, Saturated,Saturated Fatty Acid,Aliphatic Acids,Acid, Aliphatic,Acid, Esterified Fatty,Acid, Saturated Fatty,Esterified Fatty Acids,Fatty Acid, Esterified,Fatty Acid, Saturated,Saturated Fatty Acids
D000935 Antifungal Agents Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues. Anti-Fungal Agents,Antifungal Agent,Fungicides, Therapeutic,Antibiotics, Antifungal,Therapeutic Fungicides,Agent, Antifungal,Anti Fungal Agents,Antifungal Antibiotics
D001419 Bacteria One of the three domains of life (the others being Eukarya and ARCHAEA), also called Eubacteria. They are unicellular prokaryotic microorganisms which generally possess rigid cell walls, multiply by cell division, and exhibit three principal forms: round or coccal, rodlike or bacillary, and spiral or spirochetal. Bacteria can be classified by their response to OXYGEN: aerobic, anaerobic, or facultatively anaerobic; by the mode by which they obtain their energy: chemotrophy (via chemical reaction) or PHOTOTROPHY (via light reaction); for chemotrophs by their source of chemical energy: CHEMOLITHOTROPHY (from inorganic compounds) or chemoorganotrophy (from organic compounds); and by their source for CARBON; NITROGEN; etc.; HETEROTROPHY (from organic sources) or AUTOTROPHY (from CARBON DIOXIDE). They can also be classified by whether or not they stain (based on the structure of their CELL WALLS) with CRYSTAL VIOLET dye: gram-negative or gram-positive. Eubacteria

Related Publications

J J Kabara, and D M Swieczkowski, and A J Conley, and J P Truant
October 2009, New biotechnology,
J J Kabara, and D M Swieczkowski, and A J Conley, and J P Truant
March 2022, Toxins,
J J Kabara, and D M Swieczkowski, and A J Conley, and J P Truant
October 2022, Molecules (Basel, Switzerland),
J J Kabara, and D M Swieczkowski, and A J Conley, and J P Truant
January 1989, Zentralblatt fur Mikrobiologie,
J J Kabara, and D M Swieczkowski, and A J Conley, and J P Truant
March 2005, Journal of the American Chemical Society,
J J Kabara, and D M Swieczkowski, and A J Conley, and J P Truant
June 2013, Bioorganic & medicinal chemistry,
J J Kabara, and D M Swieczkowski, and A J Conley, and J P Truant
September 2020, Trends in microbiology,
J J Kabara, and D M Swieczkowski, and A J Conley, and J P Truant
January 1976, Izvestiia Akademii nauk SSSR. Seriia biologicheskaia,
J J Kabara, and D M Swieczkowski, and A J Conley, and J P Truant
January 2024, Mini reviews in medicinal chemistry,
J J Kabara, and D M Swieczkowski, and A J Conley, and J P Truant
October 1999, Farmaco (Societa chimica italiana : 1989),
Copied contents to your clipboard!