TY - JOUR
T1 - Vitisin A and cis-Vitisin A, Strongly Hepatotoxic Plant Oligostilbenes from Vitis coignetiae (Vitaceae)
AU - Oshima, Yoshiteru
AU - Kamijou, Akio
AU - Moritani, Hiroshi
AU - Namao, Kei ichi
AU - Ohizumi, Yasushi
PY - 1993/1/1
Y1 - 1993/1/1
N2 - The methanolic extract of one of the common Vitaceaeous plants, Vitis coignetiae, showed marked prevention against injuries of primary cultured rat liver cells induced by carbon tetrachloride and d-galactosamine. Activity-guided fractionation of the extract resulted in the isolation of not only an antihepatotoxic stilbene derivative, ϵ-viniferin, but also novel oligostilbenes, vitisin A and its stereoisomer cis-vitisin A as a mixture. The structures of the oligostilbenes have been determined on the basis of spectroscopic evidence, especially by 2D NMR methods such as HMBC spectra of degradative products. The mixture of vitisin A and cis-vitisin A was found to cause marked liver lesions in mice.
AB - The methanolic extract of one of the common Vitaceaeous plants, Vitis coignetiae, showed marked prevention against injuries of primary cultured rat liver cells induced by carbon tetrachloride and d-galactosamine. Activity-guided fractionation of the extract resulted in the isolation of not only an antihepatotoxic stilbene derivative, ϵ-viniferin, but also novel oligostilbenes, vitisin A and its stereoisomer cis-vitisin A as a mixture. The structures of the oligostilbenes have been determined on the basis of spectroscopic evidence, especially by 2D NMR methods such as HMBC spectra of degradative products. The mixture of vitisin A and cis-vitisin A was found to cause marked liver lesions in mice.
UR - http://www.scopus.com/inward/record.url?scp=0027526047&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0027526047&partnerID=8YFLogxK
U2 - 10.1021/jo00056a016
DO - 10.1021/jo00056a016
M3 - Article
AN - SCOPUS:0027526047
VL - 58
SP - 850
EP - 853
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 4
ER -