Synthesis and evaluation of antibacterial activity of (R)-2-methylheptyl isonicotinate, a putative naturally occurring bioactive agent.
A putative antibacterial and antifungal compound, (R)-2-methylheptyl isonicotinate, was synthesized via reductive lactone alkylation of (R)-4-methyldihydrofuran-2(3H)-one. Structural characterisation data as well as bioassay results (with Bacillus subtilis or Escherichia coli) contradict those previously reported.
School of Chemistry, Monash University, Clayton, VIC 3800, Australia.
Jia
J
Cao
Department of Microbiology, Monash University, Clayton, VIC 3800, Australia.
Ben
B
Adler
School of Chemistry, Monash University, Clayton, VIC 3800, Australia.
Patrick
P
Perlmutter
D000667:Ampicillin / Q000494:pharmacology; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001412:Bacillus subtilis / Q000187:drug effects; D004926:Escherichia coli / Q000187:drug effects; D007539:Isonicotinic Acids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure
C467052:2-methylheptyl isonicotinate; D000900:Anti-Bacterial Agents; D007539:Isonicotinic Acids; D000667:Ampicillin
Antibacterial; Isonicotinate; Natural product; Total synthesis