Urceolatin, a structurally unique bromophenol from Polysiphonia urceolata.
6-Bromo-1-(3-bromo-4,5-dihydroxybenzyl)phenanthro[4,5-bcd]furan-2,3,5-triol (urceolatin, 1), a highly oxygenated bromophenol containing an unprecedented naturally occurring benzylphenanthro[4,5-bcd]furan unit, was isolated from the marine red alga Polysiphonia urceolata. Its structure was established on the basis of extensive spectroscopic analysis. Compound 1 displayed significant DPPH radical-scavenging activity with an IC50 value of 7.9 microM, which is 10-fold more potent than that of the positive control, butylated hydroxytoluene.
Li
Ke
K
Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Nanhai Road 7, Qingdao 266071, PR China.
Li
Xiao-Ming
XM
Ji
Nai-Yun
NY
Gloer
James B
JB
Wang
Bin-Gui
BG
D001713:Biphenyl Compounds; D002084:Butylated Hydroxytoluene / Q000494:pharmacology; D016166:Free Radical Scavengers / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005663:Furans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006842:Hydrocarbons, Brominated / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D008386:Marine Biology; D015394:Molecular Structure; D010616:Phenanthrenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D010636:Phenols / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D010851:Picrates / Q000494:pharmacology; D000461:Rhodophyta / Q000737:chemistry*
D001713:Biphenyl Compounds; D016166:Free Radical Scavengers; D005663:Furans; D006842:Hydrocarbons, Brominated; D010616:Phenanthrenes; D010636:Phenols; D010851:Picrates; C529543:urceolatin; D002084:Butylated Hydroxytoluene; C004931:1,1-diphenyl-2-picrylhydrazyl