Chemistry of zerumbone. 2. Regulation of ring bond cleavage and unique antibacterial activities of zerumbone derivatives.
Further investigation of the chemistry of the eleven-membered cyclic sesquiterpene, zerumbone, the major component of the wild ginger, Zingiber zerumbet Smith, has revealed a new selective epoxidation process, a further example of a novel Favorskii-initiated double ring contraction, and a regiospecific fragmentation of zerumbone dibromide derivatives. Several zerumbone derivatives were found to be selective inhibitors of the growth of gram-positive bacteria.
Kitayama
T
T
Department of Agricultural Chemistry, Faculty of Agriculture, Kinki University, Nara, Japan. kitayama@nara.kindai.ac.jp
Yamamoto
K
K
Utsumi
R
R
Takatani
M
M
Hill
R K
RK
Kawai
Y
Y
Sawada
S
S
Okamoto
T
T
D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000494:pharmacology*; D030023:Asarum / Q000737:chemistry; D001412:Bacillus subtilis / Q000187:drug effects / Q000378:metabolism; D018360:Crystallography, X-Ray; D004926:Escherichia coli / Q000187:drug effects / Q000378:metabolism; D000071677:Histidine Kinase; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D047428:Protein Kinase Inhibitors; D011494:Protein Kinases; D012717:Sesquiterpenes / Q000737:chemistry* / Q000494:pharmacology*
D000900:Anti-Bacterial Agents; D047428:Protein Kinase Inhibitors; D012717:Sesquiterpenes; C403304:zerumbone; D011494:Protein Kinases; D000071677:Histidine Kinase