
Chemical and Pharmaceutical Bulletin p. 214 - 216 (1993)
Update date:2022-08-17
Topics:
Yoshikawa
Hatakeyama
Inoue
Yamahara
Five new amino acid-sesquiterpene adducts, saussureamines A, B, C, D, and E, were isolated from Chinese Saussureae Radix, the dried root of Saussurea lappa Clarke, together with a new lignan glycoside, (-)-massoniresinol 4-O-β-D-glucopyranoside. Their structures were determined on the basis of chemical and physicochemical evidence. Among of these compounds, saussureamines A, B, C showed anti-ulcer effect on HCl/ethanol-induced lesions in rats, and saussureamine A also exhibited an inhibitory activity on stress-induced ulcer formation in mice. During the course of these studies, facile conversion from sesquiterpene having an α-methylene γ-lactone function to amino acid-sesquiterpene adduct has been accomplished by means of Michael type addition reaction.
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Doi:10.1021/ja01868a513
(1940)Doi:10.1016/0040-4039(94)88083-2
(1994)Doi:10.1016/S0022-328X(00)80154-0
(1971)Doi:10.1021/jo00061a040
(1993)Doi:10.1021/jm0504499
(2005)Doi:10.1021/acs.joc.7b00594
(2017)