Substituted phenanthrenes with basic amino side chains: A new series of anti-breast cancer agents

被引:107
作者
Shagufta
Srivastava, AK
Sharma, R
Mishra, R
Balapure, AK
Murthy, PSR
Panda, G [1 ]
机构
[1] Cent Drug Res Inst, Div Med & Proc Chem, Lucknow 226001, Uttar Pradesh, India
[2] Cent Drug Res Inst, NLAC, Tissue Culture Lab, Lucknow 226001, Uttar Pradesh, India
[3] Cent Drug Res Inst, Div Toxicol, Carcinogen Unit, Lucknow 226001, Uttar Pradesh, India
关键词
substituted phenanthrenes; anti-breast cancer agents; basic amino side chain;
D O I
10.1016/j.bmc.2005.10.002
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
In the course of our search for new anti-breast cancer agents, substituted phenanthrenes with basic amino side chains were synthesized and some of them showed remarkable antiproliferative activity against ER +ve MCF-7 cell line with IC50 in the range of 3.53-22.25 mu M. One of the compounds 15ca showed anti-breast cancer activity in 7,12-dimethylbenz[a]anthracene (DMBA) induced hormone-dependent mammary tumor in rat and the activity was comparable to that shown by tamoxifen. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1497 / 1505
页数:9
相关论文
共 31 条
[1]   Novel 5-aminoflavone derivatives as specific antitumor agents in breast cancer [J].
Akama, T ;
Shida, Y ;
Sugaya, T ;
Ishida, H ;
Gomi, K ;
Kasai, M .
JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (18) :3461-3469
[2]   ANTIMICROBIAL AND ANTITUMOR PROPERTIES OF 9,10-DIHYDROPHENANTHRENES: STRUCTURE ACTIVITY STUDIES ON JUNCUSOL [J].
BOGER, DL ;
MITSCHER, LA ;
MULLICAN, MD ;
DRAKE, SD ;
KITOS, P .
JOURNAL OF MEDICINAL CHEMISTRY, 1985, 28 (10) :1543-1547
[3]   AROMATIC CYCLODEHYDRATION .36. THE SYNTHESIS OF (+/-)-CRYPTOPLEURINE [J].
BRADSHER, CK ;
BERGER, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (04) :930-932
[4]   ANTIFUNGAL PHENANTHRENES IN YAM TUBERS [J].
COXON, DT ;
OGUNDANA, SK ;
DENNIS, C .
PHYTOCHEMISTRY, 1982, 21 (06) :1389-1392
[5]  
DELAUNOIT Y, 1991, CANCER RES, V51, P2797
[6]   (S)-(+)-4-[7-(2,2-dimethyl-1-oxopropoxy)-4-methyl-2-[4-[2-(1-piperidinyl)ethoxy]phenyl]-2H-1-benzopyran-3-yl]phenyl 2,2-dimethylpropanoate (EM-800): A highly potent, specific, and orally active nonsteroidal antiestrogen [J].
Gauthier, S ;
Caron, B ;
Cloutier, J ;
Dory, YL ;
Favre, A ;
Larouche, D ;
Mailhot, J ;
Ouellet, C ;
Schwerdtfeger, A ;
Leblanc, G ;
Martel, C ;
Simard, J ;
Merand, Y ;
Belanger, A ;
Labrie, C ;
Labrie, F .
JOURNAL OF MEDICINAL CHEMISTRY, 1997, 40 (14) :2117-2122
[7]   INDUCTION AND EXTINCTION OF MAMMARY CANCER [J].
HUGGINS, C ;
YANG, NC .
SCIENCE, 1962, 137 (3526) :257-+
[8]   ANTIESTROGENS .3. ESTROGEN-RECEPTOR AFFINITIES AND ANTIPROLIFERATIVE EFFECTS IN MCF-7 CELLS OF PHENOLIC ANALOGS OF TRIOXIFENE, [3,4-DIHYDRO-2-(4-METHOXYPHENYL)-1-NAPHTHALENYL][4-[2-(1-PYRROLIDINYL)ETHOXY]-PHENYL]METHANONE [J].
JONES, CD ;
BLASZCZAK, LC ;
GOETTEL, ME ;
SUAREZ, T ;
CROWELL, TA ;
MABRY, TE ;
RUENITZ, PC ;
SRIVATSAN, V .
JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (05) :931-938
[9]   MOLECULAR MECHANISMS OF ANTIESTROGEN ACTION IN BREAST-CANCER [J].
JORDAN, VC .
BREAST CANCER RESEARCH AND TREATMENT, 1994, 31 (01) :41-52
[10]   3RD ANNUAL WILLIAM-L-MCGUIRE-MEMORIAL-LECTURE - STUDIES ON THE ESTROGEN-RECEPTOR IN BREAST-CANCER - 20 YEARS AS A TARGET FOR THE TREATMENT AND PREVENTION OF CANCER [J].
JORDAN, VC .
BREAST CANCER RESEARCH AND TREATMENT, 1995, 36 (03) :267-285