TOKOROYAMA Takashi Osaka City Univ. Dept. of Chem. Professor, 理学部, 教授 (90046938)
YAMADA Kiyoyuki Nagoya Univ. Dept. of Chem. Professor, 理学部, 教授 (90022540)
KAKISAWA Hiroshi Univ. of Tsukuba Dept. of Chem. Professor, 化学系, 教授 (50015492)
HIRAMA Masahiro Tohoku Univ. Dept. of Chem. Professor, 理学部, 教授 (30165203)
SHIRAHAMA Haruhisa Hokkaido Univ. Dept. of Chem. Professor, 理学部, 教授 (00000802)
|Budget Amount *help
¥1,900,000 (Direct Cost : ¥1,900,000)
Fiscal Year 1990 : ¥1,900,000 (Direct Cost : ¥1,900,000)
The studies have been carried out by dividing two research groups.
1. Isolations, structures, and biobeneses of biologically active natural substances : Several terpenoids, secosteroids, and alkaloids, possessing cytotoxic, antibacterial, or antiflammatory activities, have been isolated from the marine molluscs, such as soft corals and sponges, and determined their chemical structures. A neurotoxic peptide from the venom of Cyphononyx dorsalis, The neuroexcitatory amino acids and the antitumor lanostanoids from two Kinds of mushrooms, the antibactrial macrolides from Streptomyces strain, and a growth regulatory substance from rice husk have been also isolated and the structures have been elucidated. Furthermore, the enzymatic cyclization process of laurendiol to the ether-containing derivatives and the coordination of geranyl diphosphate with magnesium ion and the stereoselective elimination of a hydrogen from geranyl diphosphate have been clarified.
2. Synthetic reactions, syntheses, and action mechanisms of biologically active natural substances : For the synthesis of terpenoids and iridolids, possessing biologically active properties, such as antitumor, antibacterial etc, new synthetic reactions and synthetically useful blocks have been developed, and the total synthesis of about ten terpenoids and about six iridoiss have been accomplished. And also, lampteroflavin, a mushroom light emitter, the peptides as the plausible active center of vancomycin, an antibiotic, the lipopolysaccharide parts in the constituents of grampositive bacteria, and the key intermediate for the synthesis of tetrodotoxin have been synthesized. Furthermore, the characteristic of the alkylation of nucleosides by dehydromonocrotaline and the mode of aromatization of an enyne-3-cumulene derivative as a model of neocarzinostatin chromophore have been clarified.