Chemical components and its antioxidant properties in vitro: an edible marine brown alga, Ecklonia cava.
Seven phlorotannins were isolated and characterized from an edible marine brown alga Ecklonia cava (EC), along with three common sterol derivatives (fucosterol, ergosterol, and cholesterol) according to the comprehensive spectral analysis of MS and NMR data. Compounds 5 (7-phloro eckol) and 7 (6,6'-bieckoll) of phlorotannin derivatives were obtained for the first time with the high yields. No reports of compound 3 (Fucodiphloroethol G) was published up to date. The antioxidant properties of all phlorotannins were assessed by total antioxidant activity in a linoleic acid model, free radicals scavenging assay using electron spin resonance spectrometry (ESR) technique, cellular reactive oxygen species (ROS) assay by DCFH-DA, membrane protein oxidation assay; measurement of cellular glutathione (GSH) level in RAW264.7 cell line, and myeloperoxidase (MPO) assay in HL-60 cell line. The results revealed that all phlorotannins had antioxidant properties in vitro, especially, compounds 7 (6,6'-bieckol), 6, and 3 showed the significant activities compared to the other phlorotannins. Furthermore, the structure-activity relationship (SAR) was discussed based on the structural differences of the tested phlorotannins which have polymeriged phloroglucinal units with diverse skeletons and linkages. It could be suggested that phlorotaninns from this genus would be more potential candidates for the development of unique natural antioxidants for further industrial applications as functional foods, cosmetics and pharmaceuticals. As well as our results makes it clear to understand the reason behind the use of EC as traditional folk herb for a long history.
Li
Yong
Y
Marine Bioprocess Research Center, Pukyong National University, Busan, Republic of Korea.
Qian
Zhong-Ji
ZJ
Ryu
BoMi
B
Lee
Sang-Hoon
SH
Kim
Moon-Moo
MM
Kim
Se-Kwon
SK
D000818:Animals; D000975:Antioxidants / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D002460:Cell Line; D004147:Dioxins / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D016166:Free Radical Scavengers / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D018922:HL-60 Cells; D006801:Humans; D051379:Mice; D000459:Phaeophyceae / Q000737:chemistry*; D017382:Reactive Oxygen Species / Q000378:metabolism; D013261:Sterols / Q000302:isolation & purification; D013329:Structure-Activity Relationship; D013634:Tannins / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*
D000975:Antioxidants; D004147:Dioxins; D016166:Free Radical Scavengers; D017382:Reactive Oxygen Species; D013261:Sterols; D013634:Tannins; C062360:6,6'-bieckol