Cycloartane Triterpenes and Ingol Diterpenes Isolated from Euphorbia neriifolia in a Screening Program for Death-Receptor Expression-Enhancing Activity

被引:33
作者
Toume, Kazufumi
Nakazawa, Takafumi
Hoque, Tahmina
Ohtsuki, Takashi
Arai, Midori A.
Koyano, Takashi [2 ]
Kowithayakorn, Thaworn [3 ]
Ishibashi, Masami [1 ]
机构
[1] Chiba Univ, Grad Sch Pharmaceut Sci, Inage Ku, Chiba 2638522, Japan
[2] Temko Corp, Tokyo, Japan
[3] Khon Kaen Univ, Fac Agr, Chiba, Japan
基金
日本学术振兴会;
关键词
Euphorbia neriifolia; Euphorbiaceae; cycloartane triterpene; ingol diterpene; death receptor; TRAIL; TRAIL; APOPTOSIS; SEARCH; LATEX;
D O I
10.1055/s-0032-1314975
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
In our screening program for natural products that increase death-receptor 5 expression, seven new cycloartane triterpenes, euphonerins A-G (1-7), and 3-O-acetyl-8-O-tigloylingol (8), a new ingol diterpene, were isolated from the MeOH extract of Euphorbia neriifolia leaves, together with 3,12-di-O-acetyl-8-O-tigloylingol (9), (24R)-cycloartane-3 beta,24,25-triol (10), and three known flavonols (11-13). The structures of 1-8 were elucidated by spectroscopic analysis. Among these compounds, 1-11 showed death-receptor 5 expression enhancing activity.
引用
收藏
页码:1370 / 1377
页数:8
相关论文
共 22 条
[11]   The combination of TRAIL and luteolin enhances apoptosis in human cervical cancer HeLa cells [J].
Horinaka, M ;
Yoshida, T ;
Shiraishi, T ;
Nakata, S ;
Wakada, M ;
Nakanishi, R ;
Nishino, H ;
Sakai, T .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 2005, 333 (03) :833-838
[12]   Neriifolione, a triterpene from Euphorbia neriifolia [J].
Ilyas, M ;
Parveen, M ;
Amin, KMY .
PHYTOCHEMISTRY, 1998, 48 (03) :561-563
[13]   Search for Bioactive Natural Products Targeting Cancer-Related Signaling Pathways [J].
Ishibashi, Masami ;
Arai, Midori A. .
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2009, 67 (11) :1094-1104
[14]   Studies on search for bioactive natural products targeting TRAIL signaling leading to tumor cell apoptosis [J].
Ishibashi, Mastimi ;
Ohtsuki, Takashi .
MEDICINAL RESEARCH REVIEWS, 2008, 28 (05) :688-714
[15]   Brandisianins A-F, isoflavonoids isolated from Millettia brandisiana in a screening program for death-receptor expression enhancement activity [J].
Kikuchi, Hiroyuki ;
Ohtsuki, Takashi ;
Koyano, Takashi ;
Kowithayakorn, Thaworn ;
Sakai, Toshiyuki ;
Ishibashi, Masami .
JOURNAL OF NATURAL PRODUCTS, 2007, 70 (12) :1910-1914
[16]   The fluorometric microculture cytotoxicity assay [J].
Lindhagen, Elin ;
Nygren, Peter ;
Larsson, Rolf .
NATURE PROTOCOLS, 2008, 3 (08) :1364-1369
[17]   A new tetracyclic triterpene from the latex of Euphorbia nerifolia [J].
Mallavadhani, UV ;
Satyanarayana, KVS ;
Mahapatra, A ;
Sudhakar, AVS .
NATURAL PRODUCT RESEARCH, 2004, 18 (01) :33-37
[18]   Argenteanones C-E and argenteanols B-E, cytotoxic cycloartanes from Aglaia argentea [J].
Mohamad, K ;
Martin, MT ;
Leroy, E ;
Tempete, C ;
Sevenet, T ;
Awang, K ;
Pais, M .
JOURNAL OF NATURAL PRODUCTS, 1997, 60 (02) :81-85
[19]   DITERPENES FROM EUPHORBIA-NERIIFOLIA [J].
NG, AS .
PHYTOCHEMISTRY, 1990, 29 (02) :662-664
[20]  
Sy LK, 1998, PHYTOCHEMISTRY, V48, P1207, DOI 10.1016/S0031-9422(97)01047-9