RRC ID 67913
著者 Yotsu-Yamashita M, Kondo S, Segawa S, Lin YC, Toyohara H, Ito H, Konoki K, Cho Y, Uchida T.
タイトル Isolation and structural determination of two novel phlorotannins from the brown alga Ecklonia kurome Okamura, and their radical scavenging activities.
ジャーナル Mar Drugs
Abstract Two novel phlorotannins with a molecular weight of 974, temporarily named 974-A and 974-B, were isolated from the polyphenol powder prepared from the edible marine brown alga Ecklonia kurome Okamura, and their chemical structures were determined by spectroscopic method. The isolated yield of the total of 974-A and 974-B was approximately 4% (w/w) from the polyphenol powder. In 974-A, the carbon at the C2' position in the A ring of phlorofucofuroeckol-A forms a C-C bond with the carbon at the C2″ position of the C ring of triphloretol-B, while in 974-B, phlorofucofuroeckol-B and triphloretol-B form a C-C bond in the same manner as in 974-A. These structures were supported by high resolution-MS/MS data. To evaluate the antioxidant activities, the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assay and intracellular radical scavenging assay, using 2',7'-dichlorofluorescin diacetate (DCFH-DA), were performed for 974-A, 974-B, and four known phlorotannins. The results of the DPPH assay showed that the IC(50) values of 974-A, 974-B, phlorofucofuroeckol-A, and dieckol were significantly smaller than those of phlorofucofuroeckol-B, phloroglucinol, α-tocopherol, and ascorbic acid. Furthermore, the DCFH-DA assay suggested that 974-A, 974-B, and dieckol reduce intracellular reactive oxygen species most strongly among the tested compounds.
巻・号 11(1)
ページ 165-83
公開日 2013-1-18
DOI 10.3390/md11010165
PII md11010165
PMID 23334528
PMC PMC3564165
MeSH Animals Antioxidants / chemistry Antioxidants / pharmacology Ascorbic Acid / chemistry Benzofurans / chemistry Biphenyl Compounds / chemistry Cell Line Cell Line, Tumor Dioxins / chemistry Fluoresceins / chemistry Free Radical Scavengers / chemistry* Free Radical Scavengers / pharmacology* Humans Mass Spectrometry / methods Mice Phaeophyta / chemistry* Phaeophyta / metabolism Phloroglucinol / chemistry Picrates / chemistry Polyphenols / chemistry Tannins / chemistry* Tannins / pharmacology* alpha-Tocopherol / chemistry
IF 4.073
リソース情報
ヒト・動物細胞 THP-1(RCB1189)