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JOURNAL ARTICLE
RESEARCH SUPPORT, NON-U.S. GOV'T
Isolation, Synthesis, and Radical-Scavenging Activity of Rhodomelin A, a Ureidobromophenol from the Marine Red Alga Rhodomela confervoides.
Organic Letters 2018 January 20
A novel ureidobromophenol, rhodomelin A (1), was characterized from Rhodomela confervoides. Its structure was elucidated by spectroscopic analysis. Both enantiomers of 1 were synthesized using a convergent strategy starting from d/l-pyroglutamic acids, respectively, allowing assignment of the R-configuration for the naturally occurring isomer by chiral HPLC analysis. Rhodomelin A represents the first example of a naturally occurring ureidopyrrolidone alkaloid incorporating a γ-aminobutyric acid unit. The scavenging activity of 1 toward DPPH (1,1-diphenyl-2-picrylhydrazyl) and ABTS (2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonate)) radicals was assayed.
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