Cortistatins J, K, L, novel abeo-9(10-19)-androstane-type steroidal alkaloids with isoquinoline unit, from marine sponge Corticium simplex

被引:84
作者
Aoki, Shunji
Watanabe, Yasuo
Tanabe, Daiki
Setiawan, Andi
Arai, Masayoshi
Kobayashi, Motomasa
机构
[1] Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
[2] Lampung Univ, Dept Chem, Fac Sci, Bandar Lampung 35145, Indonesia
关键词
cortistatins; steroidal alkaloid; anti-angiogenesis; HUVECs;
D O I
10.1016/j.tetlet.2007.05.003
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Three novel anti-angiogenic steroidal alkaloids, cortistatins J (1), K (2), L (3), have been isolated from the Indonesian marine sponge Corticium simplex. The chemical structures of cortistatins J (1), K (2), and L (3) were determined by 2D-NMR analysis to be unique abeo-9(10-19)-androstane-type steroidal alkaloids having isoquinoline unit instead of the side chain part, respectively. Cortistatin J (1) showed cytostatic anti-proliferative activity against human umbilical vein endothelial cells (HUVECs) at 8 nM, in which the selective index was 300-1000-fold in comparison with other cell lines. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4485 / 4488
页数:4
相关论文
共 7 条
[1]   Cortistatins A, B, C, and D, anti-angiogenic steroidal alkaloids, from the marine sponge Corticium simplex [J].
Aoki, S ;
Watanabe, Y ;
Sanagawa, M ;
Setiawan, A ;
Kotoku, N ;
Kobayashi, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (10) :3148-3149
[2]   Bastadin 6, a spongean brominated tyrosine derivative, inhibits tumor angiogenesis by inducing selective apoptosis to endothelial cells [J].
Aoki, Shunji ;
Cho, Seok-hwan ;
Ono, Mayumi ;
Kuwano, Takashi ;
Nakao, Shintaro ;
Kuwano, Michihiko ;
Nakagawa, Shinsaku ;
Gao, Jian-Qing ;
Mayumi, Tadanori ;
Shibuya, Masabumi ;
Kobayashi, Motomasa .
ANTI-CANCER DRUGS, 2006, 17 (03) :269-278
[3]  
FOLKMAN J, 1992, J BIOL CHEM, V267, P10931
[4]   Seminars in medicine of the Beth Israel Hospital, Boston - Clinical applications of research on angiogenesis [J].
Folkman, J .
NEW ENGLAND JOURNAL OF MEDICINE, 1995, 333 (26) :1757-1763
[5]  
Harada N., 1983, CIRCULAR DICHROIC SP
[6]   Efficient total synthesis of bastadin 6, an anti-angiogenic brominated tyrosine-derived metabolite from marine sponge [J].
Kotoku, N ;
Tsujita, H ;
Hiramatsu, A ;
Mori, C ;
Koizumi, N ;
Kobayashi, M .
TETRAHEDRON, 2005, 61 (30) :7211-7218
[7]   Cortistatins E, F, G, and H, four novel steroidal alkaloids from marine sponge Corticium simplex [J].
Watanabe, Yasuo ;
Aoki, Shunji ;
Tanabe, Daiki ;
Setiawan, Andi ;
Kobayashi, Motomasa .
TETRAHEDRON, 2007, 63 (19) :4074-4079