Structures of new flavonoids, erycibenins D, E, and F, and NO production inhibitors from Erycibe expansa originating in Thailand

被引:46
作者
Morikawa, Toshio
Xu, Fengming
Matsuda, Hisashi
Yoshikawa, Masayuki [1 ]
机构
[1] Kyoto Pharmaceut Univ, Yamashina Ku, Kyoto 6078412, Japan
[2] Kinki Univ, Pharmaceut Res & Technol Inst, Higashiosaka, Osaka 5778502, Japan
关键词
Erycibe expansa; erycibenin; flavanol; flavan; nitric oxide inhibitor; rotenoid;
D O I
10.1248/cpb.54.1530
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A new flavanol, erycibenin D, and two new flavans, erycibenins E and F, were isolated from the stems of Erycibe expansa originating in Thailand. The structures of new flavonoids were elucidated on the basis of chemical and physicochemical evidence. In addition, the inhibitory activities of the isolated constituents from E. expansa on lipopolysaccharide-activated nitric oxide production in mouse peritoneal macrophages were examined. Among the principal constituents, two isoflavones, clycosin (IC50=13 mu M) and erythrinin B (18 mu M), and two rotenoids, deguelin (26 mu M) and rotenone (27 mu M), were found to show potent inhibitory activity.
引用
收藏
页码:1530 / 1534
页数:5
相关论文
共 54 条
[1]   New crinine-type alkaloids with inhibitory effect on induction of inducible nitric oxide synthase from Crinum yemense [J].
Abdel-Halim, OB ;
Morikawa, T ;
Ando, S ;
Matsuda, H ;
Yoshikawa, M .
JOURNAL OF NATURAL PRODUCTS, 2004, 67 (07) :1119-1124
[2]   METABOLITES OF LASIODIPLODIA-THEOBROMAE [J].
ALDRIDGE, DC ;
GALT, S ;
GILES, D ;
TURNER, WB .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1971, (09) :1623-&
[3]   1'S-1'-acetoxychavicol acetate as a new type inhibitor of interferon-β production in lipopolysaccharide-activated mouse peritoneal macrophages [J].
Ando, S ;
Matsuda, H ;
Morikawa, T ;
Yoshikawa, M .
BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (09) :3289-3294
[4]  
FLAVAN AN, 1964, TETRAHEDRON LETT, V32, P2211
[6]   Five flavans from Mariscus psilostachys [J].
Garo, E ;
Maillard, M ;
Antus, S ;
Mavi, S ;
Hostettmann, K .
PHYTOCHEMISTRY, 1996, 43 (06) :1265-1269
[7]   C-13 NUCLEAR MAGNETIC-RESONANCE SPECTRA OF SOME C-19-HYDROXY, C-5,6 EPOXY, C-24 ETHYL, AND C-19-NORSTEROIDS [J].
HOLLAND, HL ;
DIAKOW, PRP ;
TAYLOR, GJ .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1978, 56 (24) :3121-3127
[8]   Inhibitors from rhubarb on lipopolysaccharide-induced nitric oxide production in macrophages: Structural requirements of stilbenes for the activity [J].
Kageura, T ;
Matsuda, H ;
Morikawa, T ;
Toguchida, I ;
Harima, S ;
Oda, M ;
Yoshikawa, M .
BIOORGANIC & MEDICINAL CHEMISTRY, 2001, 9 (07) :1887-1893
[9]  
Kishi A, 2003, CHEM PHARM BULL, V51, P1051, DOI 10.1248/cpb.51.1051
[10]   ROTENOIDS AND CHALCONES FROM MUNDULEA-SERICEA THAT INHIBIT PHORBOL ESTER-INDUCED ORNITHINE DECARBOXYLASE ACTIVITY [J].
LUYENGI, L ;
LEE, IS ;
MAR, W ;
FONG, HHS ;
PEZZUTO, JM ;
KINGHORN, AD .
PHYTOCHEMISTRY, 1994, 36 (06) :1523-1526