Apoptosis-inducing activity of synthetic intermediates of hatichlorine

被引:12
作者
Itoh, M [1 ]
Kuwahara, J [1 ]
Itoh, K [1 ]
Fukuda, Y [1 ]
Kohya, M [1 ]
Shindo, M [1 ]
Shishido, K [1 ]
机构
[1] Univ Tokushima, Inst Med Resources, Tokushima 7708505, Japan
关键词
D O I
10.1016/S0960-894X(02)00373-6
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Synthetic intermediates of alkaloid halichlorine with the azaspiro core structure have been found to induce apoptosis of cultured human cells including an acute monocytic leukemia cell line (THP-I) at micromolar concentrations. The novel biological activity of the intermediates was suggested to depend on the skeletal structure and silyloxymethyl functionality on the five-membered ring. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2069 / 2072
页数:4
相关论文
共 28 条
[1]   Absolute stereochemistry of halichlorine; A potent inhibitor of VCAM-1 induction [J].
Arimoto, H ;
Hayakawa, I ;
Kuramoto, M ;
Uemura, D .
TETRAHEDRON LETTERS, 1998, 39 (08) :861-862
[2]   Synthesis of pinnaic acid; Asymmetric construction of spirocyclic core [J].
Arimoto, H ;
Asano, S ;
Uemura, D .
TETRAHEDRON LETTERS, 1999, 40 (18) :3583-3586
[3]  
CARLOS TM, 1994, BLOOD, V84, P2068
[4]  
Carson MW, 2001, ANGEW CHEM INT EDIT, V40, P4450, DOI 10.1002/1521-3773(20011203)40:23<4450::AID-ANIE4450>3.0.CO
[5]  
2-M
[6]  
Carson MW, 2001, ANGEW CHEM INT EDIT, V40, P4453, DOI 10.1002/1521-3773(20011203)40:23<4453::AID-ANIE4453>3.0.CO
[7]  
2-4
[8]   Synthesis of a 6-azaspiro[4.5]decane related to halichlorine and the pinnaic acids [J].
Clive, DLJ ;
Yeh, VSC .
TETRAHEDRON LETTERS, 1999, 40 (49) :8503-8507
[9]  
FERNANDESALNEMRI T, 1994, J BIOL CHEM, V269, P30761
[10]   Studies on the synthesis of pinnaic acid and halichlorine.: Stereoselective preparation of a (Z)-δ-chloro-γ,δ-unsaturated-β-keto phosphonate as a side chain synthon [J].
Keen, SP ;
Weinreb, SM .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (19) :6739-6741