Browse > Article
http://dx.doi.org/10.3839/jabc.2018.056

Neuroprotective effects of phenolic compounds isolated from Spiraea prunifolia var. simpliciflora  

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)
Publication Information
Journal of Applied Biological Chemistry / v.61, no.4, 2018 , pp. 397-403 More about this Journal
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.
Keywords
Crenatin; Isosalicin; Neuroprotective effect; Nuclear magnetic resonance; Quantification; Spiraea prunifolia;
Citations & Related Records
Times Cited By KSCI : 2  (Citation Analysis)
연도 인용수 순위
1 Woo MH, Lee EH, Chung SO, Kim CW (1996) Constituents of Spiraea prunifolia var. simpliciflora. Kor J Pharmacogn 27: 389-396
2 Youn HS, Chung BS (1987) Studies on the Constituents of the Roots of Spiraea prunifolia var. simpliciflora. Kor J Pharmacogn 18: 107-111
3 Jun CS, Yoo MJ, Lee WY, Kwak KC, Bae MS, Hwang WT, Son DH, Chai KY (2007) Ester derivatives from tannase-treated prunioside A and their anti-inflammatory activities. Bull Korean Chem Soc 28: 73-76   DOI
4 Kim CS, Oh JS, Suh WS, Jang SW, Subedi L, Kim SY, Choi SU, Lee KR (2017) Investigation of chemical constituents from Spiraea prunifolia var. simpliciflora and their biological activities. Phytochem Lett 22: 255-260   DOI
5 Yean MH, Kim JS, Kang SS, Kim YS (2014) A new megastigmane glucoside and three new flavonoid glycosides from Spiraea prunifolia var. simpliciflora. Helvetica Chimica Acta 97: 1123-1131   DOI
6 Oh HC, Shin HS, Oh GS, Pae HO, Chai KY, Chung HT, Lee HS (2003) The absolute configuration of prunioside A from Spiraea prunifolia and biological activities of related compounds. Phytochemistry 64: 1113-1118   DOI
7 Jensen SJK (2003) Oxidative stress and free radicals. J Mol Struct 666: 387-392
8 Benz CC, Yau C (2008) Ageing, oxidative stress and cancer: paradigms in parallax. Nat Rev Cancer 8: 875-879   DOI
9 Sim MO, Lee HJ, Jang JH, Lee HE, Jung HK, Kim TM, No JH, Jung JK, Jung DE, Cho HW (2017) Anti-inflammatory and antioxidant effects of Spiraea prunifolia Sieb. et Zucc. var. simpliciflora Nakai in RAW 264.7 cells. Korean J Plant Res 30: 335-342
10 Ro JS (1982) Studies on the Constituents of the Spirea Plants (1) Sterols from the Root of Spiraea prunifolia var. simpliciflora. Kor J Pharmacogn 13: 39-42
11 Kanho H, Yaoya S, Kawahara N, Nakane T, Takase Y, Masuka K, Kuroyanagi M (2005) Biotransformation of benzaldehyde-type and acetophenone-type derivatives by Pharbitis nil Hairy Roots. Chem Pharm Bull 53: 361-365   DOI
12 Ozawa T, Takino Y (1979) Carbon-13 nuclear magnetic resonance spectra of phenolic glycosides isolated from chestnut galls. Agric Biol Chem 43: 1173-1177
13 Ha GJ, Lee DS, Seung TW, Park CH, Park SK, Jin DE, Kim NK, Shin HY, Heo HJ (2015) Anti-amnesic and neuroprotective effects of Artemisia argyi H. (Seomae mugwort) extracts. Korean J Food Sci Technol 47: 380-387   DOI
14 Choi EY, Heo SI, Kwon YS, Kim MJ (2016) Anti-Oxidant Activity and Anti-Inflammatory Effects of Spiraea fritschiana Schneid Extract. Korean J Medicinal Crop Sci 24: 31-37   DOI
15 Jeong CH, Jeong HR, Choi GN, Kwak JH, Kim JH, Park SJ, Kim DO, Shim KH, Choi SG, Heo HJ (2011) Neuronal cell protective effects of hot water extracts from Guava (Psidium guajava L.) fruit and leaf. Korean J Food Preserv 18: 124-129   DOI
16 Choi DJ, Cho SR, Seo JY, Lee HB, Park YI (2016) Neuroprotective effects of the Phellinus linteus ethyl acetate extract against $H_{2}O_{2}$-induced apoptotic cell death of SK-N-MC cells. Nutr Res 36: 31-43   DOI
17 Hu XL, Niu YX, Zhang Q, Tian X, Gao LY, Guo LP, Meng WH, Zhao QC (2015) Neuroprotective effects of Kukoamine B against hydrogen peroxide-induced apoptosis and potential mechanisms in SH-SY5Y cells. Environ Toxicol Pharmacol 40: 230-240   DOI
18 Kim SY, Song NY, Cho JG, Kwon JH, Song MC, Ahn EM, Kang HC, Baek NI (2015) Phenylglycosides from the stems of Spiraea prunifolia var. simpliciflora. Chemistry of Natural Compounds 51: 873-876   DOI
19 Bae JY, Lee CH, Ahn MJ, Park JH (2012) Pharmacognostical studies on the folk medicine "JoPabNaMu". Kor J Pharmacogn 43: 193-197
20 Woo MH, Lee EH, Chung SO, Kim CW (1996) Constituents of Spiraea prunifolia var. simpliciflora. Kor J Pharmacogn 27: 389-396
21 Jang SW, Suh WS, Kim CS, Kim KH, Lee KR (2015) A new phenolic glycoside from Spiraea prunifolia var. simpliciflora twigs. Arch Pharm Res 38: 1943-1951   DOI
22 Lui HY, Ni W, Chen CX, Di YT, Hao XJ (2009) Two new diterpenoid Lactams from Spiraea japonica var. ovalifolia. Helvetica Chimica Acta 92: 1198-1202   DOI