A new antioxidant isobenzofuranone derivative from the algicolous marine fungus Epicoccum sp.

A new antioxidant isobenzofuranone derivative from the algicolous marine fungus Epicoccum sp.
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DOI:
10.1055/s-2003-43209
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发表时间:
2003-09-01
期刊:
影响因子:
2.7
通讯作者:
König, GM
König, GM
中科院分区:
医学3区
文献类型:
--
作者:
Abdel-Lateff, A;Fisch, KM;König, GM

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真菌 Epicocum sp. 是从海洋褐藻 Fucus vesiculosus 中分离出来的。培养后,对真菌的次生代谢物含量进行了调查,发现含有新的天然产物 4,5,6-三羟基-7-甲基苯酞 (1, Epicoccone),以及 5-(乙酰氧基甲基)-呋喃-2-羧酸 (2)、呋喃-2-羧酸 (3)、5-(羟甲基)-呋喃-2-羧酸(4),(-)-(3R,4S)-4-羟基梅林(5)和(-)-(3R)-5-羟基梅林(6)。所有化合物的结构均通过解释其光谱数据(1D 和 2D NMR、MS、UV、旋光度和 IR)来确定。测试了每种分离物的抗氧化特性。化合物 1 具有强大的活性,在 25 微克/毫升浓度下显示出 95% 的 DPPH 自由基清除效果。在 TBARS 测定中,化合物 1 还抑制亚麻酸的过氧化(37 微克/毫升时抑制 62%)。
The fungus Epicoccum sp., was isolated from the marine brown alga Fucus vesiculosus. After cultivation the fungus was investigated for its secondary metabolite content, and found to contain the new natural product 4,5,6-trihydroxy-7-methylphthalide (1, epicoccone), together with 5-(acetoxymethyl)-furan-2-carboxylic acid (2), furan-2-carboxylic acid (3), 5-(hydroxymethyl)-furan-2-carboxylic acid (4),(-)-(3R,4S)-4-hydroxymellein (5), and (-)-(3R)-5-hydroxymellein (6). The structures of all compounds were determined by interpretation of their spectroscopic data (1D and 2D NMR, MS, UV, optical rotation and IR). Each isolate was tested for its antioxidative properties. Compound 1 was found to be potently active, showing 95% DPPH radical scavenging effects at 25 mug/mL. Compound 1 also inhibited the peroxidation of linolenic acid in the TBARS assay (62 % inhibition at 37 mug/mL).