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뽕잎피나무(Tilia taquetii) 가지로부터 항산화 및 미백활성 성분 분리

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Abstract
In this study, anti-oxidative and anti-tyrosinase activities were examined on the extract from Tilia taquetii branches and their active constituents were identified. This study was designed to evaluate its extract and isolated compounds as the potential ingredient in functional cosmetics.

The extract was prepared from the branches of T. taquetii with 70% aqueous ethanol. The ethanol extract was partitioned successively into n-hexane, ethyl acetate (EtOAc) and n-butanol. The extract and fractions were subjected to DPPH radical scavenging and tyrosinase inhibition tests. In these studies, very strong DPPH radical scavenging activities were observed for the extracts. However, they showed very weak tyrosinase inhibition activities. The identification of the active constituents were conducted with the EtOAc-soluble fraction. Repeated column chromatography on normal-phase silica gel and Sephadex LH-20 resulted in the isolation of eight compounds, orobol 4'-O-β-glucopyranoside (1), 3'-O-methylorobol (2), cleomiscosin A (3), cleomiscosin B (4), 3,4-dihydroxybenzoic acid (5), β-sitosterol (6), epi-catechin (7) and oleic acid (8). Among these, the compound 1 is new, and the other compounds were isolated for the first time from T. taquetii. The elucidation of the chemical structure of the compounds 1-8 were accomplished using spectroscopic data including 1D and 2D NMR spectra, and by the comparison of their data to the literature values. The isolated compounds were also subjected to the above biological tests. The compounds 7 (SC50 17.7 μg/mL) and 2 (SC50 78.5 μg/mL) showed good DPPH radical scavenging activities compared to ascorbic acid (SC50 7.7 μg/mL) as a positive control. In addition, DPPH and hydroxy radical scavenging activities were examined using ESR spectrometer, strong activities were observed in the compounds 5 and 7. For the tyrosinase inhibition test, the compounds 3 (IC50 12.9 μg/mL) showed good activities compared to arbutin (IC50 104.6 μg/mL) as a positive control.

Based on the above experimental results, it is suggested that the extract from Tilia taquetii branches could be potentially applicable in cosmetic formulation as the functional, especially whitening ingredient.
Author(s)
강유미
Issued Date
2011
Type
Dissertation
URI
http://dcoll.jejunu.ac.kr/jsp/common/DcLoOrgPer.jsp?sItemId=000000005321
Alternative Author(s)
Kang, Yu-Mi
Affiliation
제주대학교
Department
대학원 화학과
Advisor
이남호
Table Of Contents
List of Tables ⅲ
List of Figures ⅴ
List of Abbreviations ⅷ
ABSTRACT ⅸ

Ⅰ. 서론 1
1. 천연소재와 기능성화장품 1
2. 멜라닌 생성과정과 미백 화장품 2
3. 활성산소와 항산화제 7
Ⅱ. 시약 및 기기 10
Ⅲ. 연구과제 : '뽕잎피나무 가지'의 유효 성분 분리 및 활성검색 11
1. 재료 11
2. 실험방법 13
2-1. 시료의 추출 및 유효성분 분리 13
2-1-1. 뽕잎피나무 가지의 70% EtOH 추출물 추출 및 용매분획(제1차) 13
2-1-2. VLC에 의한 분획과정(제1차) 13
2-1-3. VLC를 수행한 분획물에서 compound 1, 4, 7, 8 분리과정 13
2-2-1. 뽕잎피나무 가지의 70% EtOH 추출물에 대한 용매분획(제2차) 16
2-2-2. VLC에 의한 분획과정(제2차) 16
2-2-3. VLC를 수행한 분획물에서 compound 2, 3, 5, 6 분리과정 16
2-2. 활성 검색 18
2-2-1. DPPH radical scavenging test 18
2-2-2. ESR를 이용한 DPPH radical scavenging test 18
2-2-3. ESR를 이용한 hydroxyl radical scavenging test 19
2-2-4. Tyrosinase inhibition test 20
3. 결과 21
3-1. 뽕잎피나무(가지) 70% EtOH 추출물과 2-1-1의 각 용매분획물의 수율 21
3-2. 2-1-1의 각 용매분획물의 수율 21
3-3. EtOH 추출물과 각 용매분획들에 대한 DPPH radical scavenging test 22
3-4. 70% EtOH 추출물과 각 용매분획물에 대한 tyrosinase inhibition test 23
3-5. Compound 1의 구조 동정 24
3-6. Compound 2의 구조 동정 31
3-7. Compound 3, 4의 구조 동정 34
3-8. Compound 5의 구조 동정 43
3-9. Compound 6의 구조 동정 46
3-10. Compound 7의 구조 동정 49
3-11. Compound 8의 구조 동정 52
3-12. 뽕잎피나무(가지)에서 분리된 화합물에 대한 활성실험 결과 55
3-12-1. DPPH radical scavenging effect 55
3-12-2. ESR을 통해 확인한 DPPH radical scavenging effect 57
3-12-3. ESR을 통해 확인한 hydroxy radical scavenging effect 59
3-12-4. Tyrosinase inhibition effect 61
4. 결론 63
Degree
Master
Publisher
제주대학교 대학원
Citation
강유미. (2011). 뽕잎피나무(Tilia taquetii) 가지로부터 항산화 및 미백활성 성분 분리
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