Journal of Applied Biological Chemistry

The Korean Society for Applied Biological Chemistry (한국응용생명화학회)
권호 표지
DOI QR코드

DOI QR Code

Flavone from the Lycopersicon esculentum and their antioxidant capacity through GSH recovery effect

토마토(Lycopersicon esculentum)로부터 flavone 화합물의 분리 동정과 세포 내 GSH 회복능을 통한 항산화 활성 평가

  • Jeon, Hyeong-Ju (Department of Food & Nutrition, Jangan University) ;
  • Kim, Hyoung-Geun (Graduate School of Biotechnology and Department of Oriental Medicinal Biotechnology, Kyung Hee University)
  • Received : 2021.08.20
  • Accepted : 2021.10.07
  • Published : 2021.12.31
Download PDF
⟨ Previous Next ⟩

Abstract

The fruits of tomato (Lycopersicon esculentum) were extracted with 70% aqueous methanol (MeOH) and the concentrates were partitioned into ethyl acetate (EtOAc), n-butanol (n-BuOH), and water (H2O) fractions. The repeated silica gel (SiO2) and octadecyl silica gel column chromatographies for the EtOAc fraction, whose activity was confirmed, led to isolation of one flavone compound. Nuclear magnetic resornance, infrarad spectroscopy, and mass spectroscopy (MS) revealed the chemical structure of the isolated compound, 5,7,3'-trihydroxy-6,4',5'-trimethoxyflavone (1). LC-MS/MS analysis determined the content level of compounds 1 in the MeOH extract to be 4.02±0.12 ㎍/mg and in the TME-10 fraction to be 0.96±0.03 ㎍/mg. Through this study, the antioxidantive capacity was confirmed by demonstrating that the L. esculentum extract and their fractions showing an increase in glutathione mean and a decrease in glutathione heterogeneity uniformly raises the intracellular glutathione level.

토마토 액상을 70% MeOH 수용액으로 추출하고, 얻어진 추출물을 EtOAc n-BuOH 및 물로 용매 분획 하였다. 이 중 활성이 확인된 ethyl acetate (EtOAc) 분획으로부터 silica gel(SiO2)과 octadecyl silica gel column chromatography로 정제하여 1종의 화합물을 분리 하였다. Nuclear magnetic resornance, mass spectroscopy 및 infrarad spectroscopy 등의 스텍트럼 데이터를 통해 화합물 1의 화학구조를 5,7,3'-trihydroxy-6,4',5'-trimethoxyflavone (1) 로 동정 하였다. 화합물 1의 함량분석 결과, 추출물에서 0.96±0.03 ㎍/mg 그리고 EtOAc 분획(TME)에서 4.02±0.12 ㎍/mg으로 확인되었다. 본 연구를 통해서 glutathione mean의 증가와 glutathione heterogeneity의 감소를 보인 토마토 추출물 및 분획물과 토마토 유래 화합물이 세포 내 glutathione 수준을 균일하게 올려준다는 것을 입증함으로써 항산화 효능을 확인할 수 있었다.

Keywords

References

  1. Aneta G, Malgorzata MD (2014) Lycopene-antioxidant with radioprotective and anticancer properties. A review. Rocz Panstw Zakl Hig 65(4): 263-271
  2. Jung EB, Shin MK (1990) In Hyang Yak DaeSaJun. 3rd edition. Young Lim Sa, Seoul
  3. Wu G, Fang YZ, Yang S, Lupton RJ, Turner DN (2004) Glutathione metabolism and its implications for health. J Nutr 134(3): 489-492. doi: 10.1093/jn/134.3.489
  4. Mailloux RJ, McBride SL, Harper ME (2013) Unearthing the secrets of mitochondrial ROS and glutathione in bioenergetics. Trends Biochem Sci 38(12): 592-602. doi: 10.1016/j.tibs.2013.09.001
  5. Yang SL, Yu PL, Chung KR (2016) The glutathione peroxidase-mediated reactive oxygen species resistance, fungicide sensitivity and cell wall construction in the citrus fungal pathogen Alternaria alternata. Environ Microbiol 18(3): 923-935. doi: 10.1111/1462-2920.13125
  6. Kim HG, Jung YS, Oh SM, Oh HJ, Ko JH, Kim DO, Kang SC, Lee YG, Lee DY, Baek NI (2020) Coreolanceolins A-E, New Flavanones from the Flowers of Coreopsis lanceolata and Their Antioxidative and Antiinflammatory Effects. Antioxidants 9: 539-555. doi: 10.3390/antiox9060539
  7. Kim HG, Jeon HJ (2020) Antioxidant compound from the Lycopersicon esculentum. J Appl Biol Chem 63(4): 319-325. doi: 10.3839/jabc.2020.042
  8. Ko JH, Nam YH, Joo SW, Kim HG, Lee YG, Kang TH, Baek NI (2018) Flavonoid 8-O-Glucuronides from the Aerial Parts of Malva verticillata and Their Recovery Effects on Alloxan-Induced Pancreatic Islets in Zebrafish. Molecules 23:833-847. doi: 10.3390/molecules23040833
  9. Maleki SJ, Crespo JF, Cabanillas B (2019) Anti-inflammatory effects of flavonoids. Food Chem 299: 125124. doi : 10.1016/j.foodchem.2019.125124