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It was found that gamma-irigermanal, obtained from the methanol extract of root of Iris germanica, exhibited a potent antiulcer activity. Therefore, this compound was selected as a lead-compound, and related compounds were synthesized and tested for antiulcer activities. It was found that (+/-) ethyl 2-[2-(3-hydroxypropyl)-4-oxocyclohexylidene]- propionate (1) had excellent antiulcer activities. Then phenylpropanol derivatives, obtained by changing from cyclohexane ring of 1 to benzene ring, were synthesized and tested for antiulcer activities in order to study structure activity relationships. As a result, (+/-) ethyl 2-[2-(3-hydroxypropyl)-4,5-dimethoxy-phenyl]propionate (2b) and (+/-) 3-[2-(3-hydroxypropyl)-4,5-dimethoxyphenyl]-2-butanone (5) were shown to have antiulcer activities.
Y Muto, and
H Ichikawa, and
M Seiki, and
Y Shirataki, and
I Yokoe, and
M Komatsu
June 1984,
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan,
Y Muto, and
H Ichikawa, and
M Seiki, and
Y Shirataki, and
I Yokoe, and
M Komatsu
October 1989,
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan,
Y Muto, and
H Ichikawa, and
M Seiki, and
Y Shirataki, and
I Yokoe, and
M Komatsu
October 1989,
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan,
Y Muto, and
H Ichikawa, and
M Seiki, and
Y Shirataki, and
I Yokoe, and
M Komatsu
April 1989,
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan,
Y Muto, and
H Ichikawa, and
M Seiki, and
Y Shirataki, and
I Yokoe, and
M Komatsu
April 1989,
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan,
Y Muto, and
H Ichikawa, and
M Seiki, and
Y Shirataki, and
I Yokoe, and
M Komatsu
June 1984,
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan,
Y Muto, and
H Ichikawa, and
M Seiki, and
Y Shirataki, and
I Yokoe, and
M Komatsu
June 1984,
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan,
Y Muto, and
H Ichikawa, and
M Seiki, and
Y Shirataki, and
I Yokoe, and
M Komatsu
December 1981,
Chemical & pharmaceutical bulletin,
Y Muto, and
H Ichikawa, and
M Seiki, and
Y Shirataki, and
I Yokoe, and
M Komatsu
August 1967,
Chemical & pharmaceutical bulletin,
Y Muto, and
H Ichikawa, and
M Seiki, and
Y Shirataki, and
I Yokoe, and
M Komatsu
August 1992,
Chemical & pharmaceutical bulletin,
