Purification, Structural Characterization, and Antioxidant Activity of Antioxidant Substance from the Red Seaweed Gloiopeltis tenax

Byung-Lak Lim,Il-Hwan Ryu 한국식품영양과학회 2009 Journal of medicinal food Vol.12 No.2

An antioxidant substance (AOS) obtained from an enzymatic extract of the red seaweed Gloiopeltis tenax was purified by DEAE-Sephadex CL-6B and Sephadex G-100 column chromatography. The purification yield of AOS was 14.3%. The AOS predominantly contained fucose, mannose, and galactose but also contained a sulfate group. The structure of AOS was investigated by periodate oxidation, desulfation, Fourier transform-infrared spectroscopy, and nuclear magnetic resonance spectroscopy. AOS was mainly composed of alternating units of β-D-Glc(1 → 2)α-D-Man(1 → 4)β-D-Gal(1 → 4)α-D-Man(1 → 4)β-D-Gal α-D-Man (1 → 4) β-D-Glc (or Xyl)- and branched linkage of α-D-Man(1 → 3) α-D-Fuc. In addition, the fucose residues were shown to be 2-O- and 4-O-sulfated and, therefore, were either terminal or 3-linked. The antioxidative activity of AOS was measured using the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assay and the β-carotene–linoleate assay systems and was compared with those of butylated hydroxytoluene and ascorbic acid (AscA). The results showed that AOS exhibited higher antioxidative activity than AscA in the DPPH assay model and in the β-carotene–linoleate assay system at all of the four concentration levels tested (from 50 to 200 μg/mL). These results suggested that AOS from the red seaweed G. tenax is an efficient novel antioxidant.

Antioxidative Properties of Methanolic Extracts in Leaves of Kalopanax pictum NAKAI : Antioxidative Activity of Flavonoids in Leaves of Kalopanax pictum NAKAI

Choi,Sang-Won 대구효성가톨릭 대학교 1997 연구논문집 Vol.54 No.2

한국에 자생하는 산나물로부터 새로운 천연항산화성분을 스크링하는 과정에서, 예로부터 봄나물로서 즐겨먹는 음나무(개두릅) 잎의 메탄올추출물은 리놀산이 함유된 자동산화모델시스템에서 thiocyanate법으로 항산화활성을 측정한 결과 높은 산화억제 효과를 나타내었다. 따라서 그것으로부터 주된 항산화물질을 분리 및 동정하기 위해 먼지 메탄올추출물을 에테르, 에틸아세테이트 및 노르말부탄올 순으로 용매분획하여 항산화활성이 높은 에틸아세테이트 분획을 얻었다. 다음 이 분획을 다시 Amberlite XAD-2 및 Sephadex LH-20 column chromatography와 HPLC를 이용하여 4가지의 플라보노이드 화�물을 분리하엿으며, 그 중 α-tocopherol에 상당하는 항산화활성을 지닌 2가지 화합물을 UV, ¹H-NMR 및 13C-NMR을 이용하여 quercetin 3-0-α-L-rhamnopyranoside (quercitrin)와 quercetin 3-0-α-L-arabinopyranoside(guajaverin)로 동정하였다. 개두릅에서 본 화합물이 처음으로 확인되었으며, 개두릅 잎은 천연항산화성 자원식물로서 개발 가능성이 높다고 생각된다. The methanol extracts from the leaves of Kalopanax Pictum NAKAI showed strong antioxidative activity as measured by the thiocyanate method in linoleic acid model system. To solate and identify antioxidant components, firstly, the methanol extract was fractionated with ether, ethyl acetate, and n-butanol, successively. The ethyl acetate fraction, showing strong antioxidative activity, was futher subjected to Amberlite XAD-2, Sephadex LH-20 column chromatography, and repeated preparative HPLC. The active components were found to be flavonoid compounds, and two of them exhibiting antioxidative activity as strong as α-tocopherol(not significant, P>0.05) were identified as quercetin 3-0-α-L-rhanmopyranoside(quercitrin) and quercetin 3-0-α-L-arabinopyranoside(guajaverin) by HPLC analysis, and UV, ¹H-NMR & 13C-NMR spectrosocopy. These results suggest that the leaves of Kalopanax Pictum NAKAI can be used as potential source of natural antioxidants.

Antioxidative and Antiaging Activities and Component Analysis of Lespedeza cuneata G. Don Extracts Fermented with Lactobacillus pentosus

( Joon Seob Seong ),( Song Hua Xuan ),( So Hyun Park ),( Keon Soo Lee ),( Young Min Park ),( Soo Nam Park ) 한국미생물생명공학회(구 한국산업미생물학회) 2017 Journal of microbiology and biotechnology Vol.27 No.11

Lespedeza cuneata G. Don is a traditional herb that has been associated with multiple biological activities. In this study, we investigated the antioxidative/antiaging activities and performed an active component analysis of the non-fermented and fermented (using Lactobacillus pentosus) extracts of Lespedeza cuneata G. Don. The antioxidative activities of the fermented extract were higher than those of non-fermented extracts. The elastase inhibitory activity, inhibitory effects on UV-induced MMP-1 expression, and ability to promote type I procollagen synthesis were investigated in Hs68 human fibroblasts cells. These tests also revealed that the fermented extract had increased antiaging activities compared with the non-fermented extract. A component analysis of the ethyl acetate fractions of non-fermented and fermented extracts was performed using TLC, HPLC, and LC/ESI-MS/MS to observe changes in the components before and after fermentation. Six components that were different before and after fermentation were investigated. It was thought that kaempferol and quercetin were converted from kaempferol glucosides and quercetin glucosides, respectively, via bioconversion with the fermentation strain. These results indicate that the fermented extract of L. cuneata G. Don has potential for use as a natural cosmetic material with antioxidative and antiaging effects.

목련과 식물의 항균 및 항산화활성

이성숙 ( Sung Suk Lee ),이학주 ( Hak Ju Lee ) 한국목재공학회 2010 목재공학 Vol.38 No.6

목련과 식물의 활용도 제고를 위해 항산화제, 식품첨가제 개발에 필요한 항균 및 항산화 활성을 검정하였다. 우선 목련과 총 11종 식물의 수피. 잎. 목부. 꽃 및 열매의 에탄올 조추출물을 1.000 μg/㎖로 조제하여 항진균 활성을 조사하였다. 그 결과 일본목련 수피가 백색부후균인 Trametes versicolol를 제외한 모든 공시균주에 대하여 50% 이상의 균사생장억제율을 나타내어 항균활성이 가장 높은 것으로 나타났다. 그 다음이 일본목련 목부로 탄저병균인 Glomerella cingulata와 목재부후윤인 T. versicolor. Tyromyces palustris를 제외한 공시균주에 대하여 50% 이상의 균사생장억제율을 나타내었다. 수종별로는 일본목련이 가장 항균활성이 우수하여 수피, 잎, 목부 모두 항균활성이 있는 것으로 나타났으며 그 다음이 목련. 함박꽃나무 순이었다. 부위별로는 수피가 가장 활성이 우수하였으며 백목련, 자목련의 경우에는 다른 부위에 비해 꽃의 항균활성이 우수하였다. 또한 프리라다칼소거능을 측정하여 항산화활성을 검정한 결과에서는 100μg/㎖의 농도에서 대산목 수피와 잎이 70% 이상의 소거능을. 그리고 초령목 수피와 잎. 흑오미자 줄기 및 남오미자 줄기가 90% 이상의 소거능을 나타내었다. 특히, 흑오미자 줄기 및 남오미자 줄기는 10 μg/㎖의 농도에서 각각 41.2%와 44.4%의 소거능을 나타내어 합성항산화제인 butylated hydroxyanisole 및 천연항산화제인 α-tocopherol과 동등한 항산화활성이 있는 것으로 밝혀졌다. 금후 흑오미자 및 남오미자 줄기와 같이 항산화활성 우수 시료는 활성물질 분리 및 구조 동정, 안전성검정 등을 통하여 식풍보존제 및 화장품 소재로 개발이 가능할 것으로 사료되었다. This study was carried out to evaluate the antifungal and antioxidative activities of ethanol extracts from Magnoliaceae to investigate the possibility for the natural fungicides and food preservatives. The antifungal activities of ethanol extracts were evaluated as a hyphal growth inhibition rate using four plant pathogenic and five wood rot fungi. The high inhibition activity on the growth of fungi was shown in bark of Magnolia obovata that indicated more than 50% hyphal growth inhibition rate except Trametes versicolor, one of the white rot fungi. The antifungal activity was the highest in the ethanol extracts from M obovata and the following was in order of M kobus and M sieboldii. The extract from bark in M obovata showed higher antifungal activity than that from wood in the same species. Especially, the extracts from flower of M denudata and M liliflora indicated the high antifungal activities, while the other portions of same plants showed the low activities. On the other hand, a free radical scavenging method was adopted with 1,1-diphenyl-2-picrylhydrohydrazyl (DPPH) in order to test the antioxidative activities of ethanol extracts. The free radical scavenging activity was very high in the extracts from branch of Schizandra nigra and Kadsura japonica that showed more than 90% at the concentration of 100 μg/㎖. It also turned out that the antioxidative activity of branch of S nigra and K japonica was similar to α-tocopherol and butylated hydroxytoluene, one of the effective synthetic antioxidants. From these results, it can be suggested that the branches of S nigra and K japonica have the positive antioxidative activities and can be applied for the food preservatives and cosmetic ingredient.

수목추출물의 생리활성에 관한 연구(Ⅸ) : 아까시나무 심재의 항산화활성 물질 Antioxidative Compounds from Heartwood of Robinia pseudo-acacia

최돈하,이학주,이성숙,김윤근,강하영 한국목재공학회 2002 목재공학 Vol.30 No.4

항산화활성이 우수한 아까시나무 심재 에탄올 조추출물로부터 항산화물질을 탐색할 목적으로 4종의 화합물을 단리하였으며, MS, NMR 등의 분광학적 방법에 의해 그 화학적 구조를 3-β-stigmast-5-en-3-ol(daucosterol)를 비롯하여 스틸베노이드 화합물인 3,3' ,4' ,5-tetrahydroxystilbene과 후라보노이드인 3,3' ,4' ,5' ,7-pentahydroxyflavone(robinetin) 및 3,3' ,4' ,7-tetrahydroxyflavanone(fustin)으로 각각 동정하였다. 단리된 화합물의 프리라디칼 소거능을 측정하여 항산화활성을 검정한 결과, 페놀성 수산기가 5개인 3,3' ,4' ,5' ,7-pentahydroxyflavone은 천연항산화제 및 합성항산화제보다 높은 항산화활성을 나타내어 단리화합물 중 가장 항산화활성이 높은 것으로 나타났다. 또한, 페놀성 수산기가 4개인 3,3' ,4' ,5-tetrahydroxystilbene과 3,3' ,4' ,7-tetrahydroxyflavanone도 천연항산화제인 α-tocopherol보다 높은 항산화활성을 나타내었으나 3-β-stigmast-5-en-3-ol은 항산화활성이 없는 것으로 나타나 프리라디칼 소거능에 의한 항산화활성은 화합물의 페놀성 수산기수에 크게 좌우되는 것으로 판단되었다. 이상의 결과 아까시나무의 높은 항산화활성은 3,3' ,4' ,5' ,7-pentahydroxyflavone. 3,3' ,4' ,5-tetrahydroxystilbene 및 3,3' ,4' ,7-tetrahydroxyflavanone에 기인하는 것으로 사료되었다. Antimicrobial and antioxidative activities on heartwood extractives of domestic species were investigated to develop a natural fungicide or preservative. One steroid, stilbene derivatives and two flavonoids were isolated from heartwood of Robinia pseudo-acacia which has been selected due to its high antioxidative activity among the tested species. The structures were determinded as : 3-β-stigmast-5-en-3-ol(daucosterol), 3,3',4,5-tetrahydroxystilbene, 3,3',4',5',7-pentahydroxyflavone(robinetin) and 3,3',4',7-tetrahydroxyflavanone(fustin) respectively on the basis of spectroscopic data and chemical correlations. According to the results of free radical scavenging activity, 3,3',4',5',7-pentahydroxyflavone was evaluated as the highest antioxidative compound among the four compounds and showed higher radical scavenging activity than those of α-tocopherol and butylated hydroxytoluene(BHT), one of the strongest synthetic antioxidants. 3,3',4',5-Tetrahydroxystilbene and 3,3',4',7-tetrahydroxyflavanone showed higher antioxidative activities than that of α-tocopherol. However, 3-β-stigmast-5-en-3-ol did not show free radical scavenging activity. In this regard, it could inferred that high antioxidative activity of extractives of R. pseudo-acacia was derived from 3,3',4',5',7-pentahydroxyflavone, 3,3',4',5-tetrahydroxystilbene and 3,3',4',7-tetrahydroxyflavanone.

Purification, Structural Characterization, and Antioxidant Activity of Antioxidant Substance from the Red Seaweed Gloiopeltis tenax

Lim, Byung-Lak,Ryu, Il-Hwan The Korean Society of Food Science and Nutrition 2009 Journal of medicinal food Vol.12 No.2

An antioxidant substance (AOS) obtained from an enzymatic extract of the red seaweed Gloiopeltis tenax was purified by DEAE-Sephadex CL-6B and Sephadex G-100 column chromatography. The purification yield of AOS was 14.3%. The AOS predominantly contained fucose, mannose, and galactose but also contained a sulfate group. The structure of AOS was investigated by periodate oxidation, desulfation, Fourier transform-infrared spectroscopy, and nuclear magnetic resonance spectroscopy. AOS was mainly composed of alternating units of $\beta$-D-Glc($1\;{\rightarrow}\;2$)$\alpha$-D-Man($1\;{\rightarrow}\;4$)$\beta$-D-Gal($1\;{\rightarrow}\;4$)$\alpha$-D-Man($1\;{\rightarrow}\;4$)$\beta$-D-Gal $\alpha$-D-Man ($1\;{\rightarrow}\;4$) $\beta$-D-Glc (or Xyl)- and branched linkage of $\alpha$-D-Man($1\;{\rightarrow}\;3$) $\alpha$-D-Fuc. In addition, the fucose residues were shown to be 2-O- and 4-O-sulfated and, therefore, were either terminal or 3-linked. The antioxidative activity of AOS was measured using the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assay and the $\beta$-carotene.linoleate assay systems and was compared with those of butylated hydroxytoluene and ascorbic acid (AscA). The results showed that AOS exhibited higher antioxidative activity than AscA in the DPPH assay model and in the $\beta$-carotene.linoleate assay system at all of the four concentration levels tested (from 50 to $200\;{\mu}g/mL$). These results suggested that AOS from the red seaweed G. tenax is an efficient novel antioxidant.

생강나무 추출물의 항산화 효과 및 타이로시네이즈 저해 활성

원두현 ( Doo Hyun Won ),한샛별 ( Saet Byeol Han ),황준필 ( Jun Pil Hwang ),김수지 ( Su Ji Kim ),박진오 ( Jino Park ),박수남 ( Soo Nam Park ) 대한화장품학회 2012 대한화장품학회지 Vol.38 No.4

본 연구의 목적은 생강나무 추출물의 항산화 활성과 타이로시네이즈 저해 활성을 살펴봄으로써 화장품 원료로서의 응용 가능성을 확인하는 것이다. 모든 실험은 생강나무의 50 % 에탄올 추출물, 에틸아세테이트(ethyl acetate) 분획, 아글리콘(aglycone) 분획을 이용하여 진행하였다. 에틸아세테이트 분획의 DPPH (1,1-diphenyl-2-picrylhydrazyl) 소거활성은 기존에 잘 알려져 있는 항산화제인 (+)-α-tocopherol 보다 높은 것으로 나타났다. Fe³⁺-EDTA/ H₂O₂ 계에서 생성된 활성산소종에 대한 세 분획의 소거활성(총항산화능)은 대표적인 항산화제인 L-ascorbic acid와 비슷한 것으로 나타났다. Rose-bengal로 증감된 ¹O₂에 의한 적혈구 파괴에서, 50 % 에탄올 추출물과 에틸아세테이트 분획의 세포보호 효과는 농도 의존적(1 ∼ 25 μg/mL)으로 증가하였다. 10 μg/mL 농도를 기준으로 비교하였을 때 에틸아세테이트 분획의 τ₅₀은 361.0 min으로 가장 높은 세포 보호 활성을 나타내었다. 타이로시네이즈 저해활성에서 에틸아세티이트 분획과 아글리콘 분획은 알부틴보다 높은 저해 효과를 나타내었다. 이상의 결과들로부터 생각나무 추출물은 활성산소종을 소거하는 항산화제로 여러 산업 분야에 응용 가능할 것이라 생각된다. 또한 알부틴을 대체하는 미백 기능성 소재로서 응용될 수 있는 가능성을 확인하였다. In this study, the antioxidative effects and inhibitory activities on tyrosinase of Lindera obtusiloba Blume (L. obtusiloba Blume) extracts were investigated. 50 % ethanol extract, ethyl acetate and aglycone fractions of L. obtusiloba Blume were used in experiments. The DPPH (1,1-diphenyl-2-picrylhydrazyl) scavenging activities of ethyl acetate fraction of L. obtusiloba Blume was higher than (+)-α-tocopherol, known as a typical antioxidant. Reactive oxygen species (ROS) scavenging activities of extract and fractions of L. obtusiloba Blume on ROS generated in Fe³⁺-EDTA/H₂O₂ system were similar to L-ascorbic acid, well known as a strong antioxidant. The cellular protective effects of 50 % ethanol extract and ethyl acetate of L. obtusiloba Blume on the rose-bengal sensitized photohemolysis of human erythrocytes were increased in a concentration dependent manner (1 ~ 25 μg/mL). Ethyl acetate fraction in 10 μg/mL concentration showed the most protective effect among extracts (τ₅₀ = 361.0 min). The inhibitory effects on tyrosinase of ethyl acetate and aglycone fractions were higher than arbutin, known as a whitening agent. These results indicate that L. obtusiloba Blume extracts can be used as antioxidant, and could be applicable to functional cosmetic ingredient.

함초와 발효 함초 추출물의 화장품 소재로서 생리활성 비교연구

오수정,모정희 한국피부과학연구원 2011 대한피부미용학회지 Vol.9 No.4

This study aims to discover a possibility that ethanol and methanol extracts of dried and fermented Salicornia herbacea can be used as materials of cosmetics through bioactivity such as cytotoxicity, whitening activity, and antioxidation. As a result of the cytotoxicity which was carried targeting Raw 264.7 cell leave, it was discovered that there was no cytoxicity from the four extracts as cell survival rates of all the extracts were 106~133%. When the tyrosinase inhibitory activity for whitening was measured, all the four extracts had high inhibitory activity according to concentration and the inhibitory activity of ethanol extract of fermented S. herbacea was the highest. When DPPH radical scavenging effect for antioxidation was measured, the scavenging effect of ethanol extract of fermented S. herbacea was the highest. In particular, in comparison with antioxidative effect of BHT SC50 of 1.29 ㎎/㎖, that of fermented S. herbacea was similar, which indicates that it has a relatively high antioxidative effect. Therefore, as it was demonstrated that S. herbacea, methanol and ethanol extracts of fermented S. herbacea had no toxicity as materials of cosmetics and of the four specimens, ethanol extract of fermented S. herbacea has the highest in cytotoxicity, tyrosinase inhibitory effect and DPPH radical scavenging effect, its possibility to be used as a material of fermented cosmetics was confirmed.

떡쑥 추출물의 항산화 효과 및 활성 성분 분석

김해수 ( Hae Soo Kim ),임나리 ( Na Ri Im ),박준호 ( Jun Ho Park ),김명옥 ( Myeong-ok Kim ),박수남 ( Soo Nam Park ) 대한화장품학회 2014 대한화장품학회지 Vol.40 No.1

본 연구에서는 떡쑥 추출물의 항산화 활성 및 활성 성분을 확인하였다. 모든 실험은 떡쑥 추출물의 70% 에탄올 추출물, 에틸아세테이트 분획, 아글리콘 분획을 이용하여 진행하였다. DPPH (1,1-diphenyl-2-picrylhydrazyl) 법을 이용한 free radical 소거활성(FSC₅₀)은 에틸아세테이트 분획(6.15 μg/mL)이 비교물질인 (+)-α-tocopherol (8.89 μg/mL)보다 높게 나타났다. 루미놀 발광법을 이용한 Fe³⁺-EDTA/H₂O₂계에서 생성된 활성산소종(reactive oxygen species, ROS)에 대한 떡쑥 추출물의 총 항산화능(OSC₅₀)은 70% 에탄올 추출물의 경우 1.60 μg/mL, 에틸아세테이트 분획의 경우 0.075 μg/mL, 아글리콘 분획의 경우 2.28 μg/mL로 비교물질인 L-ascorbic acid (6.88 μg/mL)보다 큰 활성을 나타내었다. 사람 적혈구의 ¹O₂로 유도된 세포손상에 대한 보호효과 실험에서 70% 에탄올 추출물과 아글리콘 분획의 τ50은 10 μg/mL에서 각각 52.0, 60.6 min으로 지용성 항산화제로 알려진 (+)-α-tocopherol (38.0 min)보다 더 큰 세포 보호 효과를 나타내었다. TLC와 HPLC를 이용한 아글리콘 분획의 성분분석 결과 luteolin, apigenin 등이 존재함을 확인하였다. 이상의 결과들로부터 떡쑥 추출물은 라디칼을 포함한 활성산소종을 소거하는 항산화제로서 응용될 수 있음을 시사한다. In this work, the antioxidative effects and active component analysis of Gnaphalium affine D. DON. (G. affine) extracts were investigated. All experiments were performed with 70% ethanol extract, ethyl acetate fraction and aglycone fraction of the G. affine extract. The free radical (1,1-diphenyl-2-picrylhydrazyl, DPPH) scavenging activity (FSC₅₀) of ethyl acetate fraction (6.15 μg/mL) of the G. affine was higher than that of (+)-α-tocopherol (8.89 μg/mL), which is known as a reference control. Reactive oxygen species (ROS) scavenging activities (OSC₅₀) of the 70% ethanol extract (1.60 μg/mL), ethyl acetate fraction (0.075 μg/mL) and aglycone fraction (2.28 μg/mL) of extract of G. affine on ROS generated in Fe³⁺-EDTA/H₂O₂ system using the luminol-dependent chemiluminescence assay were much higher than that of L-ascorbic acid (6.88 μg/mL). The cellular protective effects of 70% ethanol extract (τ₅₀ = 52.0 min) and aglycone fraction of the extract (τ₅₀ = 60.6 min) on the ¹O₂-induced cellular damage of human erythrocytes were exhibited the higher protective effect than (+)-α-tocopherol (τ₅₀ = 38.0 min), known as a lipophilic antioxidant. TLC and HPLC were used to analyse active components in the aglycone fraction of the extract. Results showed that luteolin and apigenin were main components. These results suggest that the G. affine extract can be applied to an effective antioxidant in scavenging ROS including radicals.

젖산균 발효를 통한 베리류 또는 과채류 주스의 항산화 활성 증진

박재범 ( Jaebum Park ),심현수 ( Hyunsu Sim ),하석진 ( Sukjin Ha ),김명동 ( Myoungdong Kim ) 한국미생물생명공학회(구 한국산업미생물학회) 2015 한국미생물·생명공학회지 Vol.43 No.3

Berry or vegetable juices contain a diverse range of antioxidants. Through oxygen radical absorbance capacity assays, acai berry, aronia, wild grape, blackberry, cranberry, and spinach juices were verified to possess high antioxidant activities. Lactic acid bacteria fermentation was applied to each juice as the sole medium to improve antioxidant activity. After fermentation by Lactobacillus plantarum, the antioxidant activities of acai berry, blackberry, and spinach juices increased by 20­30% from 943.2 to 1239.2, from 110.87 to 128.04, and from 77.92 to 107.20 μmol TE/g, respectively. In this study, we found that the antioxidant activities of a number of juices were enhanced through lactic acid bacteria fermentation.