Synthesis and biological activity of 2-hydroxynicotinoyl-serine-butyl esters related to antibiotic UK-3A.
Novel 2-hydroxynicotinoyl-serine-butyl esters have been synthesized. Three-step reactions from L-serine by esterification with n-butanol, amidation with 2-hydroxynicotinic acid and esterification with the corresponding carboxylic acids gave AD-1, AD-2 and AD-3. The toxicity level of esters were determined by Brine shrimp assay, and antibiotic activity was tested against Escherichia coli, Bacillus subtilis, Staphylococcus aureus and Candida albicans. AD-3 showed greater activity as a growth inhibitor of B. subtilis and S. aureus compared to Antimycin A(3).
Arsianti
Ade
A
Graduate School of Materials Science, Nara Institute of Science and Technology, Takayama-cho, Ikoma, Nara 630-0192, Japan. a-arsianti@ms.naist.jp
Hanafi
Muhammad
M
Saepudin
Endang
E
Morimoto
Tsumoru
T
Kakiuchi
Kiyomi
K
D000818:Animals; D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D001412:Bacillus subtilis / Q000187:drug effects; D002176:Candida albicans / Q000187:drug effects; D003445:Crustacea; D004926:Escherichia coli / Q000187:drug effects; D004952:Esters; D007783:Lactones / Q000138:chemical synthesis* / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D009539:Nicotinic Acids / Q000138:chemical synthesis* / Q000494:pharmacology*; D011725:Pyridines / Q000138:chemical synthesis* / Q000494:pharmacology*; D013211:Staphylococcus aureus / Q000187:drug effects
D000890:Anti-Infective Agents; D004952:Esters; D007783:Lactones; D009539:Nicotinic Acids; D011725:Pyridines; C111142:UK-3A; C011866:2-hydroxynicotinic acid