• Journal of Applied Biological Chemistry
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• 제64권2호
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• pp.113-119
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• 2021

올리브 (Olea europaea L.) 잎은 풍부한 폴리 페놀을 함유하고 있으며, 이는 항산화, 항균, 항 바이러스, 항암 활성을 연관시키고 혈소판 활성화를 억제하는 것으로 보고 되어있다. 올리브 잎은 건강기능성식품 및 기능성 화장품의 원료로 상업적으로 사용되고 있으며, 이러한 건강상의 이점은 올리브 잎의 주요 생리활성 물질인 oleuropein와 관련이 있다. Oleuropein은 항산화, 항노화, 항염증, 항암, 항미생물, 항바이러스, 항죽상동맥혈증, 지질 저하 효과, 혈당 저하 효과, 피부 보호 효과가 보고되어 있다. oleuropein이 올리브 잎의 중요한 화합물 임에도 불구하고 상업용 제품에서 oleuropein 함량을 밝히는 정량적 접근 방법은 아직 없다. 본 연구에서는 UPLC-QTof/MS, PDA, CAD로 개발된 방법을 이용하여 10개의 상업용 올리브 잎 추출물의 성분 및 oleuropein 함량을 분석 하였다. Iridoids (1, 3, 4, 14, and 16-18), coumarin (2), phenylethanoids (5, 9, and 11), flavonoids (6-8, 10, 12, and 13), lignan (15)을 포함한 총 18종의 화합물이 올리브 잎에서 예상되었다. 총 10종의 올리브 잎 추출물 분석은 3종의 제품(A, G, H)에서 제품에서 제시한 oleuropein 함량보다 높게, 5종의 제품(B, E, H, I, J)에서 5-10%의 오차범위로 나타났고 C, D에서 함량 미달로 검출되었다. 본 연구에서 oleuropein의 함량분석이 올리브 잎의 품질 관리에 도움이 될 수 있음을 판단하였다.

• Asian Pacific Journal of Cancer Prevention
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• 제14권11호
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• pp.6739-6742
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• 2013

Background: Breast cancer is a major health problem worldwide. Olive oil induces apoptosis in some cancer cells due to phenolic compounds like oleuropein. Although oleuropein has anticancer activity, the underlying mechanisms of action remain unknown. The study aimed to assess the mechanism of oleuropin-induced breast cancer cell apoptosis. Materials and Methods: p53, Bcl-2 and Bax gene expression was evaluated by semi-quantitative reverse transcriptase polymerase chain reaction (RT-PCR) in luminal MCF-7 cells. Results: Oleuropein-induced apoptosis was accompanied by up-regulation of both p53 and Bax gene expression levels and down-regulation in Bcl2. Conclusions: Oleuropein induces apoptosis in breast tumour cells via a p53-dependent pathway mediated by Bax and Bcl2 genes. Therefore, oleuropein may have therapeutic potential in breast cancer patients by inducing apoptosis via activation of the p53 pathway.

• Journal of the Korean Wood Science and Technology
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• 제26권4호
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• pp.56-60
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• 1998

The bark of Fraxinus rhynchophylla, one of ash trees grown in domestic, was collected, extracted with acetone-$H_2O$(7:3, v/v) and freeze dried to give 50g of ethylacetate soluble powder. A portion of the freeze dried powder was chromatographed on a Sephadex LH-20 and a TSK 40F column using a series of aqueous methanol and ethanol-hexane mixture as eluents. The extractives contained a large amount of coumarin derivatives in addition to a small amount of ester compounds such as ligstroside and oleuropein which have not been isolated from this tree species yet. Some spectrometric analyses such as NMR and FAB-MS including TLC were performed to identify the structures of the isolated ester compounds.

• The Korean Journal of Pain
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• 제34권1호
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• pp.35-46
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• 2021

Background: The present investigation explored the therapeutic actions of oleuropein along with the possible signaling pathway involved in attenuating neuropathic pain in chronic constriction injury (CCI) and vincristine-induced neuropathic pain in male rats. Methods: Four loose ligatures were placed around the sciatic nerve to induce CCI, and vincristine (50 ㎍/kg) was injected for 10 days to develop neuropathic pain. The development of cold allodynia, mechanical allodynia, and mechanical hyperalgesia was assessed using different pain-related behavioral tests. The levels of H2S, cystathionine-γ-lyase (CSE), cystathionine-β-synthase (CBS), orexin, and nuclear factor erythroid-2-related factor 2 (Nrf2) were measured in the sciatic nerve. Results: Treatment with oleuropein for 14 days led to significant amelioration of behavioral manifestations of neuropathic pain in two pain models. Moreover, oleuropein restored both CCI and vincristine-induced decreases in H2S, CSE, CBS, orexin, and Nrf2 levels. Co-administration of suvorexant, an orexin receptor antagonist, significantly counteracted the pain-attenuating actions of oleuropein and Nrf2 levels without modulating H2S, CSE and CBS. Conclusions: Oleuropein has therapeutic potential to attenuate the pain manifestations in CCI and vincristine-induced neuropathic pain, possibly by restoring the CSE, CBS, and H2S, which may subsequently increase the expression of orexin and Nrf2 to ameliorate behavioral manifestations of pain.

• Asian Pacific Journal of Cancer Prevention
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• 제13권9호
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• pp.4555-4559
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• 2012

Breast cancer causes death due to distant metastases in which tumor cells produce matrix metalloproteinase (MMP) enzymes which facilitate invasion. Oleuropein, the main olive oil polyphenol, has anti-proliferative effects. This study aimed to investigate the effect of oleuropein on the metastatic and anti-metastatic gene expression in the MDA human breast cancer cell line. We evaluated the MMPs and TIMPs gene expression by semi-quantitative reverse transcriptase polymerase chain reaction (RT-PCR) in treated and untreated cells. This study demonstrated that OL may induce anti-metastatic effects on human breast cancer cells. We found that TIMP1,-3, and -4 were over-expressed after all periods of incubation in treated cancer cells compared to untreated cells, while MMP2 and MMP9 genes were down-regulated, at least initially. Treatment of breast cancer cells with oleuropein could help in prevention of cancer metastasis by increasing the TIMPs and suppressing the MMPs gene expressions.

• Food Science and Biotechnology
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• 제18권4호
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• pp.965-970
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• 2009

Oleuropein content of olive leaf extracts (OLE; ethanol extract) was evaluated by high performance liquid chromatography analysis. Oleuropein contents were $4.21{\pm}0.57$, $3.92{\pm}0.43$, $0.32{\pm}0.03$, $5.76{\pm}0.32$, and $32.47{\pm}0.25$ mg/100 g for ethanol extract, and hexane, chloroform, ethyl acetate, and butanol fraction, respectively. The removal of DPPH free radical increased in OLE and all 5 fractions of OLE in a concentration dependent manner. In order to investigate the antioxidant effect of OLE in vitro, 80%(v/v) ethanol OLE, $H_2O_2$, or combined treatment of 80%(v/v) ethanol OLE and $H_2O_2$ were applied on mouse embryonic fibroblast (MEF) cells. Cells were damaged by oxidative stress decreased their viability followed by increasing concentration of $H_2O_2$, but co-treatment of OLE and $H_2O_2$ showed an increase in cell growth about 20% compare to the cells treated with $H_2O_2$. OLE suppresses cytotoxicity induced by $H_2O_2$ in dose dependent manner. OLE treatment on MEF cells was also examined by analyzing cell cycle and apoptotic rate using flow cytometry. Apoptotic and necrotic cell accumulation was decreased in addition of OLE to $H_2O_2$ compare to the oxidative damaged cells. Taken together, these results demonstrated that OLE suppresses cytotoxicity induced by $H_2O_2$ and protect cells against oxidative stress on MEF cells.

• 한국식품조리과학회지
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• 제20권2호
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• pp.204-210
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• 2004

올리브 잎의 식품 가공 시 활용될 수 있는 기초자료를 제공하고자 올리브 잎 80%에탄을 추출물과 용매 분획물의 총 플라보노이드, 총 페놀, 페놀성 화합물, ACE 저해작용, 아질산염 소거능, 항균활성 등을 측정, 비교하였다. 올리브 잎 80% 에탄을 추출물의 총 플라보노이드 함량은 5.81%이었고 총 페놀함량은 14.8%이었다. 부탄올층의 총플라보노이드 함량은 7.49%로 에틸아세테이트 층(7.13%)과 함께 유의적으로 가장 높은 함량을 보였고 헥산층이 1.50%로 가장 낮았다. 총 페놀 함량의 경우에도 부탄올층에서 17.5%로 가장 높았고 헥산층(3.4%)과 클로로포름층 (4.3%)은 유의적으로 낮았다. 올리브 잎의 주요 페놀성 물질은 oleuropein 이었으며 80% 에탄올 추출물, 부탄올층, 에틸아세테이트층의 oleuropein의 함량은 각각 102.11$\pm$0.02, 173.35$\pm$0.03, 152.71$\pm$0.03mg/100g으로 부탄올층에 가장 많이 함유되어 있었다. 항균력은 올리브 잎 80% 에탄올 추출물, 부탄올층, 에틸아세테이트층에서 Bacillus cereus, Staphylococcus aureus, Escherichia coli, Salmonella enteritidis에 대하여 강한 항균력을 보인 반면 헥산층과 클로로포름층에서는 항균력을 보이지 않았다. 올리브 잎 80% 에탄올 추출물과 각각의 분획물에 대한 ACE 저해효과는 매우 약하게 나타났다. 아질산염 소거능은 80% 에탄올 추출물, 부탄올층과 에틸아세테이트층에서 각각 72.8%, 76.0%와 75.4%이었고 헥산, 클로로포름 및 물층은 각각 45.8, 43.9, 47.8%의 효과를 보여 유의적으로 낮은 효과를 보였다.

• 한국식물생명공학회:학술대회논문집
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• 한국식물생명공학회 2003년도 추계학술대회 발표논문 초록집
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• pp.184-184
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• 2003

• Natural Product Sciences
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• 제11권3호
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• pp.150-154
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• 2005

The radical scavenging effect of the MeOH extract of Fraxini Cortex on 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical was examined. The $CH_2Cl_2$-and n-BuOH-soluble fractions of MeOH extract showed the promising DPPH radical scavenging effects, and further purified by silica gel, Sephadex LH-20 column chromatography, and reversed-phase C-18 MPLC to yield five coumarins, esculetin (1), fraxidin (2), fraxetin (3), fraxidin $8-O-{\beta}-D-glucopyranoside$ (fraxin methyl ether) (5), esculin (6), and a secoiridoid oleuropein (4), and a coumarin-secoiridoid escuside (7). Compounds 1, 3, and 4 showed potent DPPH radical scavenging effects, exhibiting $IC_{50}$ values of 14.68, 9.64, and $22.03\;{\mu}M$, respectively. Compounds 6 and 7 also showed moderate effects with $IC_{50}$ values of 147.79 and $72.73\;{\mu}M$, respectively. L-Ascorbic acid was used as a positive control and exhibited the $IC_{50}$ value of $50.31\;{\mu}M$.

• 임산에너지
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• 제20권1호
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• pp.42-52
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• 2001

국내에 자생하는 몰푸레, 쇠몰푸레 그리고 들메나무의 수피를 채취하여 아세톤-물(7:3, v/v)로 추출한 후 동결건조시켜서 분말로 제조하였고 Sephadex LH-20 및 TSK 40F로 충진한 칼럼 상에서 메탄올, 에탄올 그리고 에탄올-헥산 혼합액을 용이용매로 상요하여 칼럼크로마토그래키를 실시하였다. 단리된 화합물들은 TLC로 확인한 후 NMR스펙트럼을 상용하여 정확한 구조규명을 하였고 FAB-MS로써 분자량을 측정하였다. 쿠마린 유도체들이 다량으로 포함되어 있었으며 소량의 ester형태의 화합물들도 단리 되었다. 물푸레와 쇠물푸레에서는 aesculetin, aesculin 및 fraxetin과 같은 쿠마린 화합물들과 ligstroside와 oleuropein과 같은 ester형태의 화합무들이 모두 단리 되었으며 들메나무에서는 ester형태의 화합물만 단리 되었다.