Journal of Applied Biological Chemistry

The Korean Society for Applied Biological Chemistry (한국응용생명화학회)
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Neuroprotective effects of phenolic compounds isolated from Spiraea prunifolia var. simpliciflora

조팝나무(Spiraea prunifolia var. simpliciflora)로부터 분리한 페놀 화합물의 신경세포 보호효과

  • Oh, Seon Min (Department of Herbal Crop Research, National Institute of Horticultural and Herbal Science, RDA) ;
  • Choi, Doo Jin (Department of Herbal Crop Research, National Institute of Horticultural and Herbal Science, RDA) ;
  • Kim, Hyoung-Geun (Department of Oriental Medicine Biotechnology, Kyung Hee University) ;
  • Lee, Jae Won (Department of Herbal Crop Research, National Institute of Horticultural and Herbal Science, RDA) ;
  • Lee, Young-Seob (Department of Herbal Crop Research, National Institute of Horticultural and Herbal Science, RDA) ;
  • Lee, Jeong-Hoon (Department of Herbal Crop Research, National Institute of Horticultural and Herbal Science, RDA) ;
  • Lee, Seung-Eun (Department of Herbal Crop Research, National Institute of Horticultural and Herbal Science, RDA) ;
  • Kim, Geum-Soog (Department of Herbal Crop Research, National Institute of Horticultural and Herbal Science, RDA) ;
  • Baek, Nam-In (Department of Oriental Medicine Biotechnology, Kyung Hee University) ;
  • Lee, Dae Young (Department of Herbal Crop Research, National Institute of Horticultural and Herbal Science, RDA)
  • Received : 2018.11.12
  • Accepted : 2018.11.30
  • Published : 2018.12.31
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Abstract

The leaves of Spiraea prunifolia were extracted with 80% aqueous MeOH and the concentrates were partitioned into EtOAc, n-BuOH, and $H_2O$ fractions. The repeated $SiO_2$ or ODS column, and medium pressure liquid chromatographies for the n-BuOH fraction led to isolation of two phenolic glucosides. The chemical structures of these compounds were determined as isosalicin (1) and crenatin (2) based on spectroscopic analyses including Nuclear magnetic resonance and MS. Extracts were analyzed using UPLC-MS/MS providing a short analysis time within 5 min using MRM technique. The concentration of crenatin was higher as 9.53 mg/g and isosalicin was lower as 0.65 mg/g. Neuroprotective effects of these compounds against hydrogen peroxide ($H_2O_2$)-induced neurotoxicity were evaluated. The results showed that exposure to $H_2O_2$ induced morphological changes, cell death and neurotoxicity in SK-N-MC cells. However, pretreatment with crenatin resulted in inhibition of morphological change, reduction of loss of cell viability and attenuation of neuronal damage. These results suggested that neuroprotective effect of crenatin isolated from S. prunifolia can be a good candidate for the development of health beneficial foods which can ameliorate the degenerative neuronal disease caused by oxidative stress.

조팝나무(Spiraea prunifolia) 잎을 80% MeOH 수용액으로 추출한 뒤, 감압 농축한 추출물을 EtOAc, n-BuOH과 $H_2O$층으로 계통 분획을 실시하였다. n-BuOH분획에 대하여 $SiO_2$, ODS column chromatograph 및 중압분취 장비를 반복실시하여 2종의 phenolic glucoside화합물을 분리 및 정제하였다. NMR 및 Mass데이터를 해석하여, isosalicin (1)와 crenatin (2)로 구조 동정 하였다. 분리한 2종의 화합물에 대하여 UPLC-MS/MS 질량 분석기를 기반으로 다중반응검지 (MRM mode) 분석법을 이용하여 정량분석 하였다. 그 결과, crenatin은 9.53 mg/g 및 isosalicin은 0.65 mg/g이 조팝나무 잎 추출물에 함유된 것을 확인하였다. 조팝나무 잎에서 분리된 화합물이 $H_2O_2$에 의해 유발된 산화스트레스로부터 신경세포 보호효과를 검증한 결과, 신경모세포종인 SK-N-MC 세포에 대해서 화합물 1 및 2 (100 mM) 모두 세포 독성은 보이지 않았으며, 특히 화합물 2 (crenatin)는 $H_2O_2$처리에 따른 신경세포의 외형적 변화, 세포 손상, 세포 사멸을 억제하여 산화스트레스로부터 신경세포를 보호하는 효과가 있음을 확인하였다.

Keywords

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