Free Radical Scavenging Activity of Synthetic and Naturally Occurring Polyhydroxy-, Aminohydroxynaphthazarins and Related Compounds

Fifty natural and synthetic hydroxy-, aminohydroxynaphthazarins and related quinones were tested for their antiradical activities using 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonate) (ABTS) scavenging assay. The main features of structure-antiradical activity relationship of amino- and hydro...

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Bibliographic Details
Published inNatural product communications Vol. 13; no. 10
Main Authors Polonik, Nikita S., Sabutskii, Yuri E., Polonik, Sergey G.
Format Journal Article
LanguageEnglish
Published Los Angeles, CA SAGE Publications 01.10.2018
Subjects
Naphthazarins
ABTS scavenging assay
Sea urchin pigments
Antiradical activity
1,4-Naphthoquinones
Aminonaphthoquinones
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Summary:Fifty natural and synthetic hydroxy-, aminohydroxynaphthazarins and related quinones were tested for their antiradical activities using 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonate) (ABTS) scavenging assay. The main features of structure-antiradical activity relationship of amino- and hydroxyquinones were determined for the first time. It was found that naphthazarins (5,8-dihydroxy-1,4-naphthoquinones) are much more active against ABTS-radical than related 1,4-naphthoquinones and 5-hydroxy-1,4-naphthoquinones. Natural aminonaphthazarins (spinamine E, echinamine A) and polyhydroxylated naphthazarins (spinazarin, echinochrome, spinochrome D and E) revealed high antiradical properties. In most cases, the presence of long chained O-alkoxy substituent in benzenoid part of naphthazarin core enhanced their antiradical activity.
ISSN:1934-578X
1555-9475
DOI:10.1177/1934578X1801301021