• Bulletin of the Korean Chemical Society
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• 제23권5호
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• pp.661-662
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• 2002

• Fisheries and Aquatic Sciences
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• 제12권2호
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• pp.86-89
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• 2009

2,3,6-Tribromo-4,5-dihydroxybenzyl methyl ether (TDB) from the methanolic extract of the red alga Symphyocladia latiuscula exhibits major antioxidant activity. In this study, the activity of TDB against oxidative damage in deoxyribose and DNA was investigated in vitro for potential applications in preventing mutagenesis caused by DNA damage. TDB inhibited the oxidation of deoxyribose at concentrations of up to $1{\mu}g$/mL in the presence of $Fe^{+3}$-EDTA/$H_2O_2$. Furthermore, TDB showed no pro oxidant activity as determined by absence of the reduction of bleomycin-$Fe^{+3}$ to bleomycin-$Fe^{+2}$, which leads to DNA damage. Based on these results, TDB demonstrated considerable antioxidant activity without prooxidant properties.

• 한국수산과학회지
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• 제33권4호
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• pp.280-287
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• 2000

참보라색우무는 우리나라 연근해에서 쉽게 채취할 수 있는 미이용 해조류로서 해조류에서 새로운 천연항균성물질을 개발하기 위한 기초자료를 얻을 목적으로 항균성물질을 각종 칼럼을 통하여 분리정제하였으며, MS, NMR spectrum에 의하여 구조를 확인하였고, X선회절분석으로 결정구조를 해석하였다. 또한 이들 물질이 가지는 몇가지 특성을 조사하였다. 참보라색우무 670 g 중에서 최종적으로 세 개의 항균성물질(SL-l, SL-2, SL-3)이 각각 85 mg, 135 mg, 27.7 mg을 얻었다. SL-1 및 SL-2는 MS 및 NMR에 의하여 2,3,6-tribromof,5-dihydroxybenzyl alcohol (MW, 374) ,2,3,6-trib romo4,5-dihydroxybenzyl methyl ether (MW, 388)이였으며, 특히 SL-2를 벤젠-디에틸 에테르 용매중에서 결정화하여 X선 결정 해석에 의하여서도 구조가 확인되었다. 한편 SL-3는 SL-2와 MS 및 carbon NMR spectrum에서 잘 일치하였으나 proton NMR에서 signal의 패턴이 약간 달라 SL-2의 어떤 이성질체라고 추정되었다. 참보라색우무 항균성물질의 마우스에 대한 치사독성은 SL-1은 3 mg, SL-2는 5 mg까지는 별다른 영향을 미치지 않았으며, PhIP 및 MeIQx에 대한 돌연변이원성 억제효과는 SL-1은 $200 {\mu}g/ml$의 농도에서는 $17.8 {\%}$ 및 $17.7 {\%}$에 미치지 않았으나SL-2는 $250 {\mu}g/ml$의 농도에서는 높은 억제효과를 나타내어 새로운 보존료로서의 이용가능성을 제시하였다.

• Fisheries and Aquatic Sciences
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• 제2권1호
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• pp.1-7
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• 1999

Antioxidant activity of a methanol extract of Symphyocladia latiuscula was evaluated by the thiocyanate method in the linoleic acid system. The methanol extract inhibited the peroxidation of linoleic acid in a dose-dependent manner. The MeOH extract was then sequentially partitioned with n-hexane, $CH_2Cl_2$, EtOAc, n-BuOH and H20. The antioxidant activity of the fractions increased in order of $CH_2Cl_2$, n-hexane, EtOAc, and n-BuOH. There was no activity found in $H_2O$ partitoned fraction by the thiocyanate method. Especially, the activities of the fractions of n-hexane and $CH_2Cl_2$ were comparable to that of 2,6-di-tert­butylhydroxytoluene (BHT). Column chromatography of the $CH_2Cl_2$ fraction over silica gel yielded cholesterol (1) and 2,3,6-tribromo 4,5-dihydroxybenzyl methyl ether (2) which were identified by instrumental analysis of MS and $^1H-$ and $^{13}C-NMR$. The latter (2) demonstrated significant antioxidant activity.

• Fisheries and Aquatic Sciences
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• 제4권1호
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• pp.47-49
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• 2001

Nitrite scavenging activity of a methanol extract of Symphyocladia latiuscula was studied. The methanol extract scavenged the nitrite in a dose-dependent manner. The MeOH extract was then sequentially partitioned with n-hexane, $CH_2Cl_2$, EtOAc, n-BuOH and $H_2O$. The scavenging activity of the fractions increased in order of $CH_2Cl_2$, n-hexane, EtOAc, n-BuOH, and $H_2O$. Especially, the activity of the $CH_2Cl_2$ fraction was comparable to that of L-ascorbic acid. Column chromatography of the most active $CH_2Cl_2$ fraction over silica gel yielded three active bromophenol congeners (1-3) which were identified as (2R)-2-(2,3,6-tribromo 4,5-dihydro­xybenzyl) cyclohexanone (1), 2,3,6-tribromo 4,5-dihydroxybenzyl methyl ether (2), and 2,3,6­tribromo 4,5-dihydroxybenzyl alcohol (3) respectively.

• 한국생물공학회:학술대회논문집
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• 한국생물공학회 2003년도 생물공학의 동향(XII)
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• pp.706-709
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• 2003

The antioxidant activities of methanol and dichloromethane/acetone extracts of twenty three seaweeds were tested by using 1,1-Diphenyl-2-picryl-hydrazyl(DPPH) at a $100{\mu}g/ml$ concentrations. The dichloromethane/acetone extracts of three seaweeds(Symphyocladia latiuscula, Gloiopoltis furcata, Sagassum thunbergii), were found to be most effective in DPPH radical scavenging activity. The DPPH radical scavenging effect of these seaweeds was Symphyocladia latiuscula(85.82%), Gloiopoltis furcata(82.83%), Sagassum thunbergii(74.05%) in order. These seaweeds were evaluated using the pyrogallol UV-VIS spectrophotometeric method to generate superoxide anion. Among them, the methanol extracts of six seaweeds were showed weak superoxide dismutase-like activities. The dichloromethane/acetone extracts obtained from Symphyocladia latiuscula was fractionated with $CH_2Cl_2$, n-hexane, 15% aq.MeOH, n-BuOH, $H_2O$. The 15% aq.MeOH soluble fraction exhibiting the strongest antioxidative activities was further purified by C18 column flash chromatography and reversed HPLC. The two active principles of Symphyocladia latiuscula were isolated and characterized as 2,3,6-tribromo-4,5-dihydroxybenzyl alcohol(1), 2,3,6-tribromo-4,5-dihydroxybenzyl methyl ether(2).