Anti-plasmin inhibitor. VI. Structure of phlorofucofuroeckol A, a novel phlorotannin with both dibenzo-1,4-dioxin and dibenzofuran elements, from Ecklonia kurome Okamura.
Phlorofucofuroeckol A (1), a novel phlorotannin with both dibenzo-1,4-dioxin and dibenzofuran elements, has been isolated from the brown alga Ecklonia kurome OKAMURA as a potent anti-plasmin inhibitor. Its structure has been elucidated to be 1,11-di(3,5-dihydroxyphenoxy)- benzofuro[3,2-a]dibenzo[b,e][1,4]dioxin-2,4,8,10,14-pentaol on the basis of the spectral data, in particular, by means of negative nuclear Overhauser effect (NOE) and long-range carbon-proton couplings (2JCH and 3JCH). Phlorofucofuroeckol A inhibited the action of alpha 2-macroglobulin (IC50 = 1.0 micrograms/ml) and alpha 2-plasmin inhibitor (IC50 = 0.3 micrograms/ml), the main plasmin inhibitors in plasma.
Fukuyama
Y
Y
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Japan.
Kodama
M
M
Miura
I
I
Kinzyo
Z
Z
Mori
H
H
Nakayama
Y
Y
Takahashi
M
M
D001572:Benzofurans / Q000032:analysis* / Q000494:pharmacology; D055598:Chemical Phenomena; D002621:Chemistry; D004147:Dioxins / Q000032:analysis* / Q000494:pharmacology; D056890:Eukaryota / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D000459:Phaeophyceae / Q000378:metabolism*; D013056:Spectrophotometry, Ultraviolet; D000979:alpha-2-Antiplasmin / Q000378:metabolism*
D001572:Benzofurans; D004147:Dioxins; D000979:alpha-2-Antiplasmin; C064093:phlorofucofuroeckol A