- 著者
- 野副 重男 小池 隆 辻 恵美 草野 源次郎 瀬戸 治男 青柳 富貴子 松本 春樹 松本 毅 奥野 智旦
- 出版者
- 天然有機化合物討論会
- 雑誌
- 天然有機化合物討論会講演要旨集
- 巻号頁・発行日
- no.25, pp.282-289, 1982-09-10
In the course of our continuing investigation of the constituents of a hallucinogenic mushroom, Gymnopilus spectabilis (Japanese name, O-waraitake) collected at Oguni, Yamagata, we have isolated novel type of polyisoprenepolyols designated as gymnopilins -A, -B, and gymnoprenols -A, -B, -C, and -D etc. These substances occured as a mixture of some homologues were separated and throughly purified by means of preparative HPLC and their chemical structures were determined on the basis of the results of oxidative degradation as well as their spectroscopic properties. These polyisoprenepolyols were shown to contain same repeated unit corresponding to hydrated form of usual isoprenoid chain, two or three double bonds and a terminal vicinal diol moiety or the corresponding ester with 3-hydroxy-3-methyl-glutaric acid. The location of double bond was confirmed by the degradation studies. The structures of polyisoprenepolyols such as 1a and 2a have never been encountered in natural products obtained so far. The stereochemistry and biological activities are under investigation.
- 著者
- 瀬戸 治男 佐藤 勉 米原 弘
- 出版者
- 天然有機化合物討論会実行委員会
- 雑誌
- 天然有機化合物討論会講演要旨集
- 巻号頁・発行日
- vol.17, pp.197-204, 1973
An alternative double labeling method which utilizes ^<13>C-^<13>C coupling in structural and biosynthetic studies was applied to the structural elucidation of dihydrolatumcidin. The cmr spectrum of the double labeled and mixed labeled metabolites showing strong ^<13>C-^<13>C coupling gave enough information on carbon sequences and made it possible to determine the total structure of the metabolite. Direct evidence was obtained that acetic acid was incorporated into dihydrolatumcidin without cleavage of the C-C bond of the acetic acid molecule. The detail mechanism of biosynthesis of polyketides, terpenes and steroid can be studied by utilizing ^<13>C-^<13>C coupling.
- 著者
- 瀬戸 治男 Tanabe Masato
- 出版者
- 天然有機化合物討論会実行委員会
- 雑誌
- 天然有機化合物討論会講演要旨集
- 巻号頁・発行日
- vol.18, pp.264-270, 1974
The biosynthetic pathway of sterigmatocystine, a metabolite of Aspergillus versicolor, was studied by labeling the metabolite with ^<13>CH_3^<13>CO_2Na. The ^<13>C-nmr spectrum revealed that sterigmatocystine is formed from tetraketide through pathway (b) as shown in Fig. 1. The same technique was also applied to investigate the biosynthesis of penicillic acid. The result shown in Fig.3, pathway (a), was completely in agreement with the conclusion obtained by Mosbach.