Synthesis of plaunotol derivatives and their antibacterial activities against Helicobacter pylori.
Plaunotol, a known antiulcer drug, has antibacterial activities against Helicobacter pylori. Plaunotol thiourea derivatives 2--4 and diol derivatives 6--10 were designed in search for a compound with high antibacterial activities. Thiourea derivatives 2--4 were synthesized regioselectively using our effective synthetic route for plaunotol (1), and diol derivatives 6--10 were also synthesized. Their antibacterial activities against H. pylori are described and we found that the most potent antibacterial agent was C1-thiourea derivative 2c.
Tago
K
K
Exploratory Chemistry Research Laboratories, Sankyo Co., Ltd, 1-2-58, Hiromachi, Shinagawa-ku, Tokyo 140-8710, Japan.
Minami
E
E
Masuda
K
K
Akiyama
T
T
Kogen
H
H
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D004224:Diterpenes; D005233:Fatty Alcohols / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D016480:Helicobacter pylori / Q000187:drug effects*; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D016339:Spectrometry, Mass, Fast Atom Bombardment
D000900:Anti-Bacterial Agents; D004224:Diterpenes; D005233:Fatty Alcohols; C047686:plaunotol