Lignan and flavonoids from the stems of Zea mays and their anti-inflammatory and neuroprotective activities

被引:29
作者
Jung, Ye-Jin [1 ]
Park, Ji-Hae [1 ]
Cho, Jin-Gyeong [1 ]
Seo, Kyeong-Hwa [1 ]
Lee, Dong-Sung [2 ]
Kim, Youn-Chul [2 ]
Kang, Hee-Cheol [3 ]
Song, Myoung-Chong [4 ]
Baek, Nam-In [1 ]
机构
[1] Kyung Hee Univ, Grad Sch Biotechnol & Oriental Med Mat & Proc, Yongin 446701, South Korea
[2] Wonkwang Univ, Coll Pharm, Iksan 570749, South Korea
[3] GFC Co Ltd, R&D Ctr, Suwon 443813, South Korea
[4] Korea Adv Inst Sci & Technol, Intelligent Synthet Biol Ctr, Taejon 305701, South Korea
关键词
Anti-inflammation; Cornstalk; HT22; Neuroprotection; RAW; 264.7; Tetrahydro-4,6-bis(4-hydroxy-3-methoxyphenyl)-1H,3H-furo[3,4-c]furan-1-one; Zea mays; IDENTIFICATION; FLAVONOLIGNANS; FRACTION;
D O I
10.1007/s12272-014-0387-4
中图分类号
R914 [药物化学];
学科分类号
100705 [微生物与生化药学];
摘要
The stems of Zea mays L., otherwise known as cornstalks, were extracted with 80 % aqueous MeOH, and the concentrated extract was successively partitioned with ethyl acetate (EtOAc), normal butanol, and water. From the EtOAc fraction, a new lignan along with three known flavonoids, tricin (1), salcolin A (2), and salcolin B (3), were isolated. The chemical structure of the lignan was determined to be tetrahydro-4,6-bis(4-hydroxy-3-methoxyphenyl)-1H,3H-furo[3,4-c]furan-1-one (4) through spectroscopic data analyses including NMR, MS, and IR. All compounds were isolated for the first time from this plant. The isolated compounds were evaluated for their inhibitory activity against NO production in Lipopolysaccharide-induced RAW 264.7 cells and their protective activity in glutamate-induced cell death in HT22 cells. The compounds 1, 2 and 4 showed anti-inflammatory effects with IC50 values of 2.63, 14.65, and 18.91 mu M, respectively, as well as neuroprotective effects with EC50 values of 25.14, 47.44, and > 80 mu M, respectively.
引用
收藏
页码:178 / 185
页数:8
相关论文
共 27 条
[1]
Isolation and structural identification of complex feruloylated heteroxylan side-chains from maize bran [J].
Allerdings, Ella ;
Ralph, John ;
Steinhart, Hans ;
Bunzel, Mirko .
PHYTOCHEMISTRY, 2006, 67 (12) :1276-1286
[2]
Flavonolignans from Hyparrhenia hirta [J].
Bouaziz, M ;
Veitch, NC ;
Grayer, RJ ;
Simmonds, MSJ ;
Damak, M .
PHYTOCHEMISTRY, 2002, 60 (05) :515-520
[3]
Inhibitory Effects of an Ethyl Acetate Fraction from Cephalonoplos segetum on Inflammatory Mediators from Lipopolysaccharide-induced RAW 264.7 Macrophages [J].
Chun, Jin Mi ;
Cheon, Myeong Sook ;
Park, Mikyung ;
Lee, A. Yeong ;
Moon, Byeong Cheol ;
Ji, Yunui ;
Kim, Ho Kyoung .
JOURNAL OF THE KOREAN SOCIETY FOR APPLIED BIOLOGICAL CHEMISTRY, 2012, 55 (01) :41-46
[4]
Ebrahimzadeh MA, 2008, TURK J BIOL, V32, P43
[5]
Oxidative transformation of the natural lignan hydroxymatairesinol with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone [J].
Eklund, PC ;
Sjöholm, RE .
TETRAHEDRON, 2003, 59 (25) :4515-4523
[6]
Food and Agriculture Organization of United Nations: FAO, 2012, AGR PROD WHEAT MAIZ
[7]
ISOLATION OF 3 POLYSACCHARIDES FROM HEMICELLULOSE B FRACTION OF CORN STALK [J].
GRAMERA, RE ;
WHISTLER, RL .
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1963, 101 (01) :75-+
[8]
Flavonolignans and other phenolic compounds from Sorghum halepense (L) Pers [J].
Huang, Hongjuan ;
Liu, Yan ;
Meng, Qinghui ;
Wei, Shouhui ;
Cui, Hailan ;
Zhang, Chaoxian .
BIOCHEMICAL SYSTEMATICS AND ECOLOGY, 2010, 38 (04) :656-658
[9]
A New Flavonolignan from the Aerial Parts of Oryza sativa L. Inhibits Nitric oxide Production in RAW 264.7 Macrophage Cells [J].
Jeong, Rak-Hun ;
Lee, Dae-Young ;
Cho, Jin-Gyeong ;
Lee, Sang-Min ;
Kang, Hee-Cheol ;
Seo, Woo-Duck ;
Kang, Hwang-Won ;
Kim, Ji-Young ;
Baek, Nam-In .
JOURNAL OF THE KOREAN SOCIETY FOR APPLIED BIOLOGICAL CHEMISTRY, 2011, 54 (06) :865-870
[10]
Separation and purification of tricin from an antioxidant product derived from bamboo leaves [J].
Jiao, Jingjing ;
Zhang, Yu ;
Liu, Chengmei ;
Liu, Jie'er ;
Wu, Xiaoqin ;
Zhang, Ying .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2007, 55 (25) :10086-10092