Effect of 2-alkynoic acids on in vitro growth of bacterial and mammalian cells.
3-Decynoyl-N-acetylcystamine is known to inhibit the in vitro growth of Escherichia coli but not of yeasts or mammalian cells. Neither the free acid nor the 2 positional isomer is active (L. R. Kass, J. Biol. Chem. 243:3223-3228, 1968). Other studies have shown that 2-hexadecynoic acid is fungitoxic whereas most of the shorter chain isomers are inactive (H. Gershon and L. Shanks, Can J. Microbiol. 24:591-597, 1978). Since these studies suggested that positional or chain length isomers of the acetylenic acids may selectively inhibit the growth of microorganisms, the effect of the alkynoic acids on the in vitro growth of gram-positive and gram-negative bacteria was evaluated. 2-Hexadecynoic acid was found to be the most active species. This acid was bacteriostatic for all gram-positive bacteria tested. The acid was readily taken up by the treated cells and incorporated into the phospholipid fraction. When added to the culture medium, 2-hexadecynoic acid inhibited the growth of HeLa cells, but when mixed with an equivalent amount of palmitic acid, growth inhibition was not observed.
D001419:Bacteria / Q000187:drug effects*; D005230:Fatty Acids, Nonesterified / Q000032:analysis; D005231:Fatty Acids, Unsaturated / Q000494:pharmacology*; D006367:HeLa Cells / Q000187:drug effects; D006801:Humans; D010743:Phospholipids / Q000032:analysis; D013295:Streptococcus mutans / Q000032:analysis / Q000187:drug effects / Q000254:growth & development; D013329:Structure-Activity Relationship
D005230:Fatty Acids, Nonesterified; D005231:Fatty Acids, Unsaturated; D010743:Phospholipids