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Showing papers by "Yoshinobu Inouye published in 1988"


Journal ArticleDOI
TL;DR: In this paper, the stereochemistry of the cembranolides isolated from the soft coral Sinularia mayi has been elucidated by means of 2D NMR spectroscopy and X-ray crystallography.

123 citations


Journal ArticleDOI
TL;DR: Three new bioactive marine diterpenoids were isolated from Japanese soft coral of the genus Clavularia and showed a strong cytotoxic activity against P388 leukemia cells, and 3 was inhibitory in the fertilized sea urchin egg assay.
Abstract: Three new bioactive marine diterpenoids, stolonidiol (1), stolonidiol monoacetae (2), and claenone (3), were isolated from Japanese soft coral of the genus Clavularia. The structures of these diterpenoids were elucidated on the basis of spectroscopic data including two-dimensional nuclear magnetic resonance, chemical reactions, and/or X-ray crystallographic analysis. Compounds 1 and 2 showed a strong cytotoxic activity against P388 leukemia cells, and 3 was inhibitory in the fertilized sea urchin egg assay.

28 citations


Journal ArticleDOI
TL;DR: In this paper, the 4,5-Bis(4-methoxyphenyl)-2-(3-nitrophenyl)1H-imidazole [I] crystallized in several coloured states such as red, orange, yellow, by changing solvents.
Abstract: 4,5-Bis(4-methoxyphenyl)-2-(3-nitrophenyl)-1H-imidazole [I] crystallized in several coloured states such as red, orange, yellow, by changing solvents. From X-ray powder diffraction, d.s.c. thermograms and I.R. spectra, the red and the two yellow crystals were found to be polymorphic forms of [I]. The polymorphisms are based on differencies in the hydrogen bonds. The red crystals have a hydrogen bond of the type ‒NH—O˭. The NH hydrogen of one molecule bonds to the nitro oxygen of another. One of the two yellow crystals has hydrogen bonds of the type -NH—N =. The NH of one molecule bonds to the nitrogen on the other's imidazole ring. Another yellow crystal has two kinds of hydrogen bonds, -NH—N= and -NH—OMe-, the NH of one molecule with the methoxy oxygen of another molecule. On the other hand, the orange crystals have solvent of crystallization. The solvent was connected with the imidazole ring and hinders direct hydrogen bonding between two imidazole rings. Colouration of the red crystals is due ...

5 citations



Journal ArticleDOI
TL;DR: In this paper, the NCS oxidation of 2,2-ethylenedioxy-4-phenylthiobicyclo[3.3.1]nonane-2,4-dione and 7-endo-benzyloxy-9-methylenebicycleclo was investigated.
Abstract: Bicyclo[3.3.1]nonane-2,4-dione and 7-endo-benzyloxy-9-methylenebicyclo[3.3.1]nonane-2,4-dione were prepared starting from bicyclo[3.3.1]nonan-2-one and 7-endo-benzyloxybicyclo[3.3.1]nonane-2,9-dione, respectively. The key reaction was the NCS oxidation of the 2,2-ethylenedioxy-4-phenylthiobicyclo[3.3.1]nonanes, derived from the corresponding bicyclo[3.3.1]non-3-en-2-ones.