Novel potent antimitotic heterocyclic ketones: Synthesis, antiproliferative activity, and structure - activity relationships

被引：37

作者：

Hu, Laixing

Jiang, Jian-Dong

Qu, Jinrong

Li, Yan

Jin, Jie

Li, Zhuo-Rong ^{[1
]}

Boykin, David W.

机构：

[1] Georgia State Univ, Dept Chem, Atlanta, GA 30303 USA

[2] Chinese Acad Med Sci, Inst Med Biotechnol, Beijing 100050, Peoples R China

[3] Peking Union Med Coll, Beijing 100050, Peoples R China

[4] CUNY Mt Sinai Sch Med, Dept Med, New York, NY 10029 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2007年 / 17卷 / 13期

基金：

中国国家自然科学基金;

关键词：

COMBRETASTATIN A-4 ANALOGS; ANTINEOPLASTIC AGENTS; DERIVATIVES; SULFONAMIDES;

D O I：

10.1016/j.bmcl.2007.04.048

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

We report the synthesis, antiproliferative activity, and SAR of novel heterocyclic ketones derived from carbazole sulfonamides. Most of the heterocyclic ketones showed strong cytotoxicities. (N-1-Metllylindole-5-yl)-(3,4,5-ti-imethoxyplieiiyl)-metlianone 8b gave the most potent cytotoxicity (9.2-26 nM) against seven human tumor cell lines. The mechanism of action of the heterocyclic ketones appears to involve targeting of tubulin, similar to that of CA-4 and different from the carbazole sulfonamides. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：3613 / 3617

页数：5

共 50 条

[1] Benzoylurea derivatives as a novel class of antimitotic agents: Synthesis, anticancer activity, and structure-activity relationships
Song, Dan-Qing
Wang, Yan
Wu, Lian-Zong
Yang, Peng
Wang, Yue-Ming
Gao, Li-Mei
Li, Yan
Qu, Jing-Rong
Wang, Yong-Hong
Li, Ying-Hong
Du, Na-Na
Han, Yan-Xing
Zhang, Zhi-Ping
Jiang, Jian-Dong
JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (11) : 3094 - 3103
[2] SYNTHESIS OF BICYCLIC KETONES IN PROSTAGLANDINS AND THEIR ANTIMITOTIC ACTIVITY
DOMINGUEZ, JN
ZAPATA, AJ
LOBO, GM
BLANCA, I
PHARMAZIE, 1995, 50 (05): : 337 - 341
[3] Synthesis and Antiproliferative Activity of Novel Heterocyclic Glycyrrhetinic Acid Derivatives
Alho, Daniela P. S.
Salvador, Jorge A. R.
Cascante, Marta
Marin, Silvia
MOLECULES, 2019, 24 (04):
[4] Synthesis and novel structure-activity relationships of potent sansalvamide A derivatives
Otrubova, K
Styers, TJ
Pan, PS
Rodriguez, R
McGuire, KL
McAlpine, SR
CHEMICAL COMMUNICATIONS, 2006, (09) : 1033 - 1034
[5] Synthesis and Structure-Activity Relationships of 1-Benzyl-4,5,6-trimethoxyindoles as a Novel Class of Potent Antimitotic Agents
Lai, Mei-Jung
Kuo, Ching-Chuan
Yeh, Teng-Kuang
Hsieh, Hsing-Pang
Chen, Li-Tzong
Pan, Wen-Yu
Hsu, Kuang-Yang
Chang, Jang-Yang
Liou, Jing-Ping
CHEMMEDCHEM, 2009, 4 (04) : 588 - 593
[6] Synthesis and Antiproliferative Activity of Novel Heterocyclic Indole-Trimethoxyphenyl Conjugates
Cahill, Michael M.
O'Shea, Kevin D.
Pierce, Larry T.
Winfield, Hannah J.
Eccles, Kevin S.
Lawrence, Simon E.
McCarthy, Florence O.
PHARMACEUTICALS, 2017, 10 (03)
[7] Synthesis and structure-activity relationships of 3-aminobenzophenones as antimitotic agents
Liou, JP
Chang, JY
Chang, CW
Chang, CY
Mahindroo, N
Kuo, FM
Hsieh, HP
JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (11) : 2897 - 2905
[8] New propargyl thioquinolines -: synthesis, antiproliferative activity in vitro and structure-activity relationships
Boryczka, S
Wietrzyk, J
Nasulewicz, A
Pelczynska, M
Opolski, A
PHARMAZIE, 2002, 57 (11): : 733 - 739
[9] RELATIONSHIPS BETWEEN THE STRUCTURE OF TAXOL ANALOGS AND THEIR ANTIMITOTIC ACTIVITY
GUERITTEVOEGELEIN, F
GUENARD, D
LAVELLE, F
LEGOFF, MT
MANGATAL, L
POTIER, P
JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (03) : 992 - 998
[10] Antimitotic and antiproliferative activities of chalcones: Forward structure-activity relationship
Boumendjel, Ahcene
Boccard, Juien
Carrupt, Pierre-Alain
Nicolle, Edwige
Blanc, Madeleine
Geze, Annabelle
Choisnard, Luc
Wouessidjewe, Denis
Matera, Eva-Laure
Dumontet, Charles
JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (07) : 2307 - 2310

← 1 2 3 4 5 →