미나리로부터 항당뇨합병증 활성 성분의 동정

국문 초록 (Abstract)

본 연구에서는 천연물 유래의 항당뇨합병증 활성소재를 개발하기 위한 기초자료 확보를 위하여 실험을 수행하였으며, 미나리 70% ethyl alcohol 추출물의 ethyl acetate 분획물에서 우수한 최종당화산물 생성 저해활성(IC50=52.2±3.5μg/mL)을 확인하였다. 활성성분의 동정을 위하여 Toyopearl-HW40 및 ODS gel을 충진제로 활용한 칼럼크로마토그래피를 수행하여 4종의 flavonoid 유도체 화합물을 분리하였다. 분리한 화합물의 구조는 NMR, MS 스펙트럼 등의 기기분석 데이터 해석과 표준품과의 HPLC 직접 비교를 통하여 hyperoside, isorhamnetin 3-O-galactoside, isorhamnetin 및 persicarin으로 구조 결정하였다. 이들 화합물에 대하여 최종당화산물 생성 저해활성을 평가한 결과galactose가 결합되어 있는 배당체 화합물인 hyperoside 및 isorhamnetin 3-O-galactoside의 IC50 값이 각각 28.7±1.3 및 41.5±2.5 μM로 가장 우수한 생성 저해활성을 나타내었다. 또한 이들 물질의 hydroxyl 라디칼 소거 활성은 hyperoside의 IC50 값이 14.3±0.9 μM로 가장 우수한 소거활성이 나타났으며, methoxyl기가 치환된 isorhamnetin 3-O-galactoside는 15.0±1.6 μM로 유사한 IC50 값을 확인하였다. 비배당체인 isorhamnetin 및 persicarin의 활성은 위에서 언급한 배당체에 비하여 상대적으로 낮은 활성임을 확인하였다. 향후 우수한 활성을 나타낸 배당체 화합물에 대하여 활성 기작 및 추가적인 연구가 필요하다고 생각된다.

다국어 초록 (Multilingual Abstract)

Bioactivity-guided isolation was conducted on a ethyl acetate (EtOAc)-soluble portion of an aqueous ethanolic extract from Oenanthe javanica using an advanced glycation end products (AGEs) formation inhibition assay. The experiments led to isolation of four previously characterized flavonoids, hyperoside (1), isorhamnetin 3-O-galactoside (2), isorhamnetin (3), and persicarin (4). The structures were established on the basis of NMR and MS spectroscopic data interpretations. Among these isolated compounds, hyperoside (1) and isorhamnetin 3-O-galactoside (2) showed significant inhibitory effects against AGEs formation, with IC50 values of 28.7±1.3 and 41.5±2.5 μM, respectively. Furthermore, all tested compounds were evaluated for radical scavenging activity using hydroxyl radicals, and compounds 1 and 2 exhibited the most potent capacities. These results suggest that the flavonoids isolated from O. javanica might be beneficial for the prevention and treatment of diabetic complications and related diseases.

목차 (Table of Contents)

• ABSTRACT
• 서론
• 재료 및 방법
• 결과 및 고찰
• 요약
• REFERENCES

참고문헌 (Reference)

1 Ai G, "The protective effect of total phenolics from Oenanthe javanica on acute liver failure induced by D-galactosamine" 186 : 53-60, 2016

2 Li X, "Solvent effects and improvements in the deoxyribose degradation assay for hydroxyl radical-scavenging" 141 : 2083-2088, 2013

3 Fava S, "Role of postprandial hyperglycemia in cardiovascular disease" 6 : 859-872, 2008

4 Jeong GH, "New anti-glycative flavonoids from Cirsium setidens with potent radical scavenging activities" 26 : 115-119, 2018

5 Edelstein D, "Mechanistic studies of advanced glycosylation end product inhibition by aminoguanidine" 41 : 26-29, 1992

6 Liu X, "LC determination and pharmacokinetic study of hyperoside in rat plasma after intravenous administration" 130 : 873-879, 2010

7 Sikorska M, "Kaempferol, isorhamnetin and their glycosides in the flowers of Asclepias syriaca L" 58 : 269-272, 2001

8 Park JC, "Isorhamnetin sulphate from the leaves and stems of Oenanthe javanica in Korea" 61 : 377-378, 1995

9 Vinson JA, "Inhibition of protein glycation and advanced glycation end products by ascorbic acid and other vitamins and nutrients" 7 : 659-663, 1996

10 Richardson MA, "Inhibition and breaking of advanced glycation end-products (AGEs) with bis-2-aminoimidazole derivatives" 56 : 3406-3409, 2015

11 Han YQ, "In vivo and in vitro anti-hepatitis B virus activity of total phenolics from Oenanthe javanica" 118 : 148-153, 2008

12 Seo WH, "Identification of characteristic aroma-active compounds from water dropwort (Oenanthe javanica DC.)" 53 : 6766-6770, 2005

13 Yang SA, "Hepatoprotective effects of fermented field water-dropwort (Oenanthe javanica) extract and its major constituents" 67 : 154-160, 2014

14 Jang DS, "Flavan-3-ols having a gamma-lactam from the roots of Actinidia arguta inhibit the formation of advanced glycation end products in vitro" 57 : 397-400, 2009

15 Jang DS, "Effects of compounds isolated from the fruits of Rumex japonicus on the protein glycation" 5 : 2718-2723, 2008

16 Lee CH, "Effect of Oenanthe javanica extract on antioxidant enzyme in the rat liver" 128 : 1649-1654, 2015

17 Ferchichi L, "Bioguided fractionation and isolation of natural inhibitors of advanced glycation end-products (AGEs) from Calophyllum flavoramulum" 78 : 98-106, 2012

18 Li J, "Bioassay-guided isolation of antioxidant and cytoprotective constituents from a maqui berry (Aristotelia chilensis) dietary supplement ingredient as markers for qualitative and quantitative analysis" 65 : 8634-8642, 2017

19 Li J, "Antioxidant and quinone reductase-inducing constituents of black chokeberry (Aronia melanocarpa) fruits" 60 : 11551-11559, 2012

20 Peyroux J, "Advanced glycation endproducts (AGEs): Pharmacological inhibition in diabetes" 54 : 405-419, 2006

21 Okada Y, "A new phloroglucinol derivative from the brown alga Eisenia bicyclis: potential for the effective treatment of diabetic complications" 67 : 103-105, 2004

22 Fujita T, "A new phenylpropanoid glucoside and other constituents of Oenanthe javanica" 59 : 526-528, 1995