Effects of constituents from the bark of Magnolia obovata on nitric oxide production in lipopolysaccharide-activated macrophages

被引:108
作者
Matsuda, H [1 ]
Kageura, T [1 ]
Oda, M [1 ]
Morikawa, T [1 ]
Sakamoto, Y [1 ]
Yoshikawa, M [1 ]
机构
[1] Kyoto Pharmaceut Univ, Yamashima Ku, Kyoto 6078412, Japan
关键词
Magnolia obovata; neolignan; nitric oxide; inducible nitric oxide synthase; nuclear factor-kappa B; inhibitor;
D O I
10.1248/cpb.49.716
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The methanolic extract from a Japanese herbal medicine, the bark of Magnolia obovata, was found to inhibit nitric oxide (NO) production in lipopolysaccharide (LPS)-activated macrophages. By bioassay-guided separation, three neolignans (magnolol, honokiol, obovatol) and three sesquiterpenes (alpha-eudesmol, beta-eudesmol, gamma-eudesmol) were obtained as active constituents. A trineolignan (magnolianin), a phenylpropanoid glycoside (syringin), lignan glycosides (liriodendrin, (+)-syringaresinol 4'-O-beta -D-glucopyranoside) and a sesquiterpene (caryophyllene oxide) did not show any activity. On the other hand, sesquiterpene-neolignans (eudesmagnolol, ciovanemagnolol, caryolanemagnolol, eudeshonokiol A, eudesobovatol A) showed the strong cytotoxic effects. Active constituents (magnolol, honokiol, obovatol) showed weak inhibition for inducible NO synthase (INOS) enzyme activity, but potent inhibition of iNOS induction and activation of nuclear factor-kappaB.
引用
收藏
页码:716 / 720
页数:5
相关论文
共 48 条
[1]  
Bae FA, 1998, BIOL PHARM BULL, V21, P990, DOI 10.1248/bpb.21.990
[2]  
Beek T. A. V., 1989, PHYTOCHEMISTRY, V28, P1909
[3]  
DEYAMA T, 1983, CHEM PHARM BULL, V31, P2993
[4]  
DING AH, 1988, J IMMUNOL, V141, P2407
[5]  
FERALY FSE, 1968, LLOYDIA, V41, P442
[6]  
FUJITA M, 1972, CHEM PHARM BULL, V20, P212, DOI 10.1248/cpb.20.212
[7]   STRUCTURE OF MAGNOLIANIN, A NOVEL TRILIGNAN POSSESSING POTENT 5-LIPOXYGENASE INHIBITORY ACTIVITY [J].
FUKUYAMA, Y ;
OTOSHI, Y ;
MIYOSHI, K ;
HASEGAWA, N ;
KAN, Y ;
KODAMA, M .
TETRAHEDRON LETTERS, 1993, 34 (06) :1051-1054
[8]   STRUCTURE OF CLOVANEMAGNOLOL, A NOVEL NEUROTROPHIC SESQUITERPENE-NEOLIGNAN FROM MAGNOLIA-OBOVATA [J].
FUKUYAMA, Y ;
OTOSHI, Y ;
KODAMA, M ;
HASEGAWA, T ;
OKAZAKI, H .
TETRAHEDRON LETTERS, 1990, 31 (31) :4477-4480
[9]   STRUCTURES OF EUDESMAGNOLOL AND EUDESHONOKIOL, NOVEL SESQUITERPENE-NEOLIGNANS ISOLATED FROM MAGNOLIA-OBOVATA [J].
FUKUYAMA, Y ;
OTOSHI, Y ;
NAKAMURA, K ;
KODAMA, M ;
SUGAWARA, M ;
NAGASAWA, M .
CHEMISTRY LETTERS, 1990, (02) :295-296
[10]   NOVEL NEUROTROPHIC SESQUITERPENE-NEOLIGNANS FROM MAGNOLIA-OBOVATA [J].
FUKUYAMA, Y ;
OTOSHI, Y ;
KODAMA, M ;
HASEGAWA, T ;
OKAZAKI, H ;
NAGASAWA, M .
TETRAHEDRON LETTERS, 1989, 30 (43) :5907-5910