A highly stereoselective synthesis of plaunotol and its thiourea derivatives as potent antibacterial agents against Helicobacter pylori.
Practical and highly stereoselective synthesis of diterpene alcohol, plaunotol (1) and its thiourea derivatives 2a, 3a and 4a, via Z-selective Wittig reaction between alpha-acetal ketone 5 and phosphonium salt 6 and their antibacterial activity against Helicobacter pylori are described.
Kogen
H
H
Exploratory Chemistry Research Laboratories, Sankyo Co., Ltd., Tokyo, Japan.
Tago
K
K
Arai
M
M
Minami
E
E
Masuda
K
K
Akiyama
T
T
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / 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; D015394:Molecular Structure; D013890:Thiourea / Q000737:chemistry*
D000900:Anti-Bacterial Agents; D004224:Diterpenes; D005233:Fatty Alcohols; D013890:Thiourea; C047686:plaunotol