Biological and Pharmaceutical Bulletin
Online ISSN : 1347-5215
Print ISSN : 0918-6158
ISSN-L : 0918-6158
Antitumorigenic Activities of Chalcones (II). Photo-isomerization of Chalcones and the Correlation with Their Biological Activities
Susumu IWATATakeshi NISHINOHideo INOUENobuyuki NAGATAYoshiko SATOMIHoyoku NISHINOShoji SHIBATA
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1997 年 20 巻 12 号 p. 1266-1270

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Some chalcones are known to be phototransformed in a solution from trans into cis isomers. 3-Hydroxy-3'-methylchalcone (3'Me-3-C) has been found to be isomerized from trans into cis by irradiation of daylight in the methanolic solution. The presence of a hydroxyl in the 2'- or 4-position in the trans-chalcone structure prevents phototransformation into cis isomers. The feasibility of phototransformation of chalcones was discussed using UV-spectral analysis. The phototransformed cis-3'Me-3-C showed more potent antitumorigenic activity than the original trans form.The generally recognized parallelism between antitumorigenic and antiinflammatory, activities was not observed in trans and cis 3'-Me- and 4'-Me-3C, which are antitumorigenic but inactive in 12-O-tetradecanoylphorbol 13-acetate (TPA)- and arachidonic acid (AA)-induced mouse ear edema. However, inhibitory activity against ornithine-decarboxylase (ODC) was commonly observed in both naturally occurring and synthetic antitumorigenic chalcones.

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