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진귤, 제주조릿대 및 미역쇠 성분 동정 및 생리활성 연구

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Alternative Title
Identification and Biological activities of Phytochemicals Isolated from Citrus sunki, Sasa quelpaertensis, and Petalonia binghamiae
Abstract
This study was carried out to investigate biological activities of phytochemicals isolated from major plant resources distributed in Jeju Island as Citrus sunki Hort. ex Tanaka (Jinkyul), Sasa quelpaertensis Nakai (Jeju joritdae), and Petalonia binghamiae (J. Agaradh) Vinogradova (Miyeokse).
The peel of Citrus sunki is a rich source of polymethoxyflavones (PMFs). In this study, a PMF-rich fraction (PRF) was obtained from the peel of C. sunki by hot-water extraction and subsequent fractionation with n-hexane. Six PMFs and two demethylated PMFs were isolated by Semi-prep LC, and their chemical structures were identified by 1H NMR and 13C NMR spectroscopy. The phytochemicals and PRF in C. sunki inhibited NO(Nitric oxide) production in lipopolysaccharide (LPS)-induced RAW 264.7 cells(Mouse leukaemic monocyte macrophage cell line). 5,7,4'-trimethoxyflavone, sinensetin, nobiletin, tangeretin, and PRF inhibited more strongly than other PMFs. We did the toxicity test in RAW 264.7 cells, using MTT assay and lactate dehydrogenase (LDH) release to compare the potential cytotoxicity of eight PMFs and PRF. As the results, the tangeretin and PRF were showed very low cytotoxicity in RAW 264.7 cells at 50 mM concentration. Also, We studied anti-oxidant effect by DPPH radical scavenging activity. DPPH radical scavenging activity was not observed in PRF and PMFs for the study of anti-oxidant effect.
Sasa quelpaertensis NaKai is a native plant, which is distributed widely throughout Halla mountain of Jeju island. Its dried leaves are being used as a tea for the treatment of diabetes in Asia countries including Korea. We isolated phytochemicals using 80% EtOH from S. quelpaertensis, and seven compounds were isolated for the first time. We also investigated 12 of isolated compounds for DPPH radical scavenging activity. As the results, 3-O-p-coumaroyl-1-(4-hydroxy-3,5-dimethoxyphenyl)-1-O-b-glucopyranosyl propanol and tricin 7-O-b-D-glucopyranoside were showed more active than other compounds. And 2,3-dihydroxypropyl 9Z, 12Z-octadecadienoate showed a strong inhibition on LPS-induced NO production in RAW 264.7 cells, but not showed any effect on the MTT assay.
An edible brown alga, Petalonia binghamiae called 'miyeokse' is a traditional food in Korea, which is widely distributed in the Pacific, along the coasts of Korea, Japan, China and West of the USA. Its crude EtOH extract was eluted on reverse phase chromatography, and two compounds (fucoxanthin, fucoxanthin isomer) were isolated by Semi-prep LC. The anti-oxidants activity of those compounds were not observed on DPPH radical assay. The fucoxanthin isomer showed higher anti-inflammatory activity than fucoxanthin, and both compounds did not show any effect on the MTT assay.
In summary, several phytochemicals in C. sunki, S. quelpaertensis and P. binghamiae showed biological activities such as inhibition of NO production and DPPH radical scavenging activities, suggesting that these might provide the leads for anti-inflammatory or anti-oxidative drugs.
Author(s)
高僖徹
Issued Date
2010
Awarded Date
2010. 8
Type
Dissertation
URI
http://dcoll.jejunu.ac.kr/jsp/common/DcLoOrgPer.jsp?sItemId=000000005164
Alternative Author(s)
Ko, Hee Chul
Affiliation
제주대학교 일반대학원
Department
대학원 화학과
Advisor
강창희
Table Of Contents
목 차

LIST OF TABLES ⅲ
LIST OF FIGURES ⅳ
ABSTRACT ⅹ
Ⅰ. 서 론 1
Ⅱ. 결과 및 고찰 7

Part Ⅱ-1. 진귤 분리 PMFs 조성물(PRF)과 PMFs의 생리활성 7

1. 이론적 고찰 7
2. 재료 및 방법 12
2-1. 재료 및 사용기기 12
2-2. 시료의 분석 및 분리 13
2-3. 생리활성 평가 16
3. 결 과 20
3-1. PRF의 제조 및 함량분석 20
3-2. PRF 중의 PMFs 분리 27
3-3. PMFs의 화학구조 확인 28
3-4. DPPH 라디칼 소거 활성 43
3-5. NO 생성 저해 활성 43
4. 고 찰 54

Part Ⅱ-2. 제주 조릿대 유효성분 분리 및 생리활성 60

1. 이론적 고찰 60
2. 재료 및 방법 63
2-1. 재료 및 사용기기 63
2-2. 활성물질의 분리 64
2-3. 생리활성 평가 68
3 결 과 71
3-1. 추출 및 분획 71
3-2. 화합물의 구조 결정 75
3-3. DPPH 라디칼 소거 활성 94
3-4. NO 생성 저해 활성 94
4 고 찰 102

Part Ⅱ-3. 미역쇠 분리 카로테노이드류의 생리활성 104

1. 이론적 고찰 104
2. 재료 및 방법 106
2-1. 재료 및 사용기기 106
2-2. 화합물의 분리 107
2-3. 생리활성 평가 108
3. 결 과 111
3-1. 화합물의 분리 및 구조 결정 111
3-2. DPPH 라디칼 소거 활성 116
3-3. NO 생성 저해 활성 116
4. 고 찰 118

Ⅲ. 연구 요약 120
Ⅳ. 참고 문헌 122
Degree
Doctor
Publisher
제주대학교 일반대학원
Citation
高僖徹. (2010). 진귤, 제주조릿대 및 미역쇠 성분 동정 및 생리활성 연구
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