title: Chemistry of zerumbone. 2. Regulation of ring bond cleavage and unique antibacterial activities of zerumbone derivatives.
abstract: 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.
authors.affiliation: Department of Agricultural Chemistry, Faculty of Agriculture, Kinki University, Nara, Japan. kitayama@nara.kindai.ac.jp
authors.forename: T
authors.initials: T
authors.lastname: Kitayama
authors.forename: K
authors.initials: K
authors.lastname: Yamamoto
authors.forename: R
authors.initials: R
authors.lastname: Utsumi
authors.forename: M
authors.initials: M
authors.lastname: Takatani
authors.forename: R K
authors.initials: RK
authors.lastname: Hill
authors.forename: Y
authors.initials: Y
authors.lastname: Kawai
authors.forename: S
authors.initials: S
authors.lastname: Sawada
authors.forename: T
authors.initials: T
authors.lastname: Okamoto
mesh_terms: 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*
chemical_list: D000900:Anti-Bacterial Agents; D047428:Protein Kinase Inhibitors; D012717:Sesquiterpenes; C403304:zerumbone; D011494:Protein Kinases; D000071677:Histidine Kinase