Polymethylcarborane as a novel bioactive moiety: Derivatives with potent retinoid antagonistic activity

被引：29

作者：

Endo, Y ^{[1
]}

Yaguchi, K ^{[1
]}

Kawachi, E ^{[1
]}

Kagechika, H ^{[1
]}

机构：

[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2000年 / 10卷 / 15期

关键词：

D O I：

10.1016/S0960-894X(00)00327-9

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

4-[(Deca-B-methyl-1,12-dicarba-closo-dodecaboran-1-yl)carbamoyl]benzoic acid and its congeners showed potent antagonistic activity at concentrations of 10(-7) 10(-8) M on the differentiation-inducing action of retinoids towards human promyelocytic leukemia HL-60 cells. This is the first example of derivatives of polymethylcarborane, which resembles C-60 in size, with biological activity. (C) 2000 Elsevier Science Ltd. Ail rights reserved.

引用

页码：1733 / 1736

页数：4

共 31 条

[1] CRYSTAL-STRUCTURE OF THE LIGAND-BINDING DOMAIN OF THE HUMAN NUCLEAR RECEPTOR RXR-ALPHA [J].

BOURGUET, W ;

RUFF, M ;

CHAMBON, P ;

GRONEMEYER, H ;

MORAS, D .

NATURE, 1995, 375 (6530) :377-382

[2] A decade of molecular biology of retinoic acid receptors [J].

Chambon, P .

FASEB JOURNAL, 1996, 10 (09) :940-954

[3] NORMAL FUNCTIONAL-CHARACTERISTICS OF CULTURED HUMAN PROMYELOCYTIC LEUKEMIA-CELLS (HL-60) AFTER INDUCTION OF DIFFERENTIATION BY DIMETHYLSULFOXIDE [J].

COLLINS, SJ ;

RUSCETTI, FW ;

GALLAGHER, RE ;

GALLO, RC .

JOURNAL OF EXPERIMENTAL MEDICINE, 1979, 149 (04) :969-974

[4]

Da Ros T, 1999, CHEM COMMUN, P663

[5]

Endo Y, 1999, CHEM PHARM BULL, V47, P699

[6] Protein kinase C modulators bearing dicarba-closo-dodecaborane as a hydrophobic pharmacophore [J].

Endo, Y ;

Yoshimi, T ;

Kimura, K ;

Itai, A .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (17) :2561-2564

[7] Potent estrogenic agonists bearing dicarba-closo-dodecaborane as a hydrophobic pharmacophore [J].

Endo, Y ;

Iijima, T ;

Yamakoshi, Y ;

Yamaguchi, M ;

Fukasawa, H ;

Shudo, K .

JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (09) :1501-1504

[8] Structure-activity study of estrogenic agonists bearing dicarba-closo-dodecaborane.: Effect of geometry and separation distance of hydroxyl groups at the ends of molecules [J].

Endo, Y ;

Iijima, T ;

Yamakoshi, Y ;

Kubo, A ;

Itai, A .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (23) :3313-3318

[9] Estrogenic antagonists bearing dicarba-closo-dodecaborane as a hydrophobic pharmacophore [J].

Endo, Y ;

Yoshimi, T ;

Iijima, T ;

Yamakoshi, Y .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (24) :3387-3392

[10]

Endo Y, 1999, CHEM PHARM BULL, V47, P585

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