Synthesis of symmetrical bis-alkynyl or alkyl pyridine and thiophene derivatives and their antiangiogenic activities

被引：27

作者：

Ahn, CM ^{[1
]}

Shin, WS

Woo, HB

Lee, S

Lee, HW

机构：

[1] Yonsei Univ, Wonju Coll Med, Dept Basic Sci, Wonju 220701, South Korea

[2] Yonsei Univ, Wonju Coll Med, Dept Biochem, Wonju 220701, South Korea

[3] Yonsei Univ, Wonju Coll Med, Inst Basic Med Sci, Wonju 220701, South Korea

[4] Kwandong Univ, Coll Med, Dept Microbiol, Gangneung 210701, South Korea

[5] Kwandong Univ, Coll Med, Dept Basic Sci, Gangneung 210701, South Korea

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2004年 / 14卷 / 15期

关键词：

bis-alkynyl pyridine; curcumin; antiangiogenic activity;

D O I：

10.1016/j.bmcl.2004.05.065

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Fourteen symmetrical bis-alkynyl pyridine and thiophene derivatives were synthesized and their antiangiogenic activity was evaluated with the proliferation and tube formation inhibitory activity on the human umbilical vein endothelial cells (HUVEC). Compounds 6, 8, and 10, rigid mimetic structure of curcumin, showed the potent growth inhibitory activity and the potent tube formation inhibitory activity. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：3893 / 3896

页数：4

共 19 条

[1] Effects of rhizoxin, a microbial angiogenesis inhibitor, on angiogenic endothelial cell functions [J].

Aoki, K ;

Watanabe, K ;

Sato, M ;

Ikekita, M ;

Hakamatsuka, T ;

Oikawa, T .

EUROPEAN JOURNAL OF PHARMACOLOGY, 2003, 459 (2-3) :131-138

[2] Curcumin is an in vivo inhibitor of angiogenesis [J].

Arbiser, JL ;

Klauber, N ;

Rohan, R ;

van Leeuwen, R ;

Huang, MT ;

Fisher, C ;

Flynn, E ;

Byers, HR .

MOLECULAR MEDICINE, 1998, 4 (06) :376-383

[3] Recent advances in angiogenesis, anti-angiogenesis and vascular targeting [J].

Bikfalvi, A ;

Bicknell, R .

TRENDS IN PHARMACOLOGICAL SCIENCES, 2002, 23 (12) :576-582

[4] Anti-angiogenic agents: clinical trial design and therapies in development [J].

Deplanque, G ;

Harris, AL .

EUROPEAN JOURNAL OF CANCER, 2000, 36 (13) :1713-1724

[5]

FOLKMAN J, 1971, NEW ENGL J MED, V285, P1182

[6] Relative contribution of NF-κB and AP-1 in the modulation by curcumin and pyrrolidine dithiocarbamate of the UVB-induced cytokine expression by keratinocytes [J].

Grandjean-Laquerriere, A ;

Gangloff, SC ;

Le Naour, R ;

Trentesaux, C ;

Hornebeck, W ;

Guenounou, M .

CYTOKINE, 2002, 18 (03) :168-177

[7] Molecular mechanisms of anti-angiogenic effect of curcumin [J].

Gururaj, AE ;

Belakavadi, M ;

Venkatesh, DA ;

Marmé, D ;

Salimath, BP .

BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 2002, 297 (04) :934-942

[8] Angiogenesis: regulators and clinical applications [J].

Liekens, S ;

De Clercq, E ;

Neyts, J .

BIOCHEMICAL PHARMACOLOGY, 2001, 61 (03) :253-270

[9] Curcumin, a molecule that inhibits the Ca2+-ATPase of sarcoplasmic reticulum but increases the rate of accumulation of Ca2+ [J].

Logan-Smith, MJ ;

Lockyer, PJ ;

East, JM ;

Lee, AG .

JOURNAL OF BIOLOGICAL CHEMISTRY, 2001, 276 (50) :46905-46911

[10] Tumor angiogenesis as a therapeutic target [J].

Matter, A .

DRUG DISCOVERY TODAY, 2001, 6 (19) :1005-1024

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