Antimicrobial activity of p-hydroxyphenyl acrylate derivatives.
To estimate the antimicrobial effect of p-hydroxyphenyl acrylate (H5) derivatives on the basis of their molecular structure, the hydroxy and acryl groups of p-hydroxyphenyl acrylate were modified. The antimicrobial activity of the resulting compounds was assessed against a Gram-positive bacterium (Staphylococcus aureus), a Gram-negative bacterium (Pseudomonas aeruginosa), and fungi (Aspergillus fumigatus and Penicillium pinphilum) by the halo zone and the shake flask test. The antimicrobial activity of H5 was ascribed mainly to the acryl group. Compounds with acryl or acryloxy groups bound to the phenyl moiety were found to exhibit particularly high antimicrobial activities. The activities of phenyl acrylate and phenyl vinyl ketone were excellent as compared to aliphatic acrylates such as cyclohexyl acrylate and hexyl acrylate, indicating that the stereoelectronic effect of the phenyl group was important to the antimicrobial activity.
Kim
Jung Hee
JH
Department of Biology, Sangmyung University, 110-743 Seoul, Korea.
Park
Eun-Soo
ES
Shim
Jae Hun
JH
Kim
Mal-Nam
MN
Moon
Woong-Sik
WS
Chung
Kyoo-Hyun
KH
Yoon
Jin-San
JS
D000179:Acrylates / Q000737:chemistry / Q000494:pharmacology*; D000890:Anti-Infective Agents / Q000494:pharmacology*; D001232:Aspergillus fumigatus / Q000187:drug effects; D010407:Penicillium / Q000187:drug effects; D010636:Phenols / Q000737:chemistry / Q000494:pharmacology*; D011550:Pseudomonas aeruginosa / Q000187:drug effects; D013211:Staphylococcus aureus / Q000187:drug effects; D013329:Structure-Activity Relationship
D000179:Acrylates; D000890:Anti-Infective Agents; D010636:Phenols; C499732:p-hydroxyphenyl acrylate