Target directed enediyne prodrugs: hER and AhR degradation by a synthetic oxo-enediyne

被引:18
作者
Jones, GB
Kilgore, MW
Pollenz, RS
Li, AW
Mathews, JE
Wright, JM
Huber, RS
Tate, PL
Price, TL
Sticca, RP
机构
[1] GREENVILLE HOSP SYST CLEMSON UNIV BIOMED COOPERAT,CLEMSON,SC 29634
[2] MED UNIV S CAROLINA,DEPT BIOCHEM & MOL BIOL,CHARLESTON,SC 29425
关键词
D O I
10.1016/0960-894X(96)00352-6
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
An efficient route to oxo-enediynes is presented. A simple oxo-enediyne has been synthesized, which cyclizes to give an isochroman. The agent shows cytotoxicity for ER rich breast cancer cells and a model for its mode of action is proposed. Copyright (C) 1996 Elsevier Science Ltd.
引用
收藏
页码:1971 / 1976
页数:6
相关论文
共 28 条
[1]   POLYNUCLEAR AROMATIC HYDROCARBON CARCINOGENS AS ANTIESTROGENS IN MCF-7 HUMAN BREAST-CANCER CELLS - ROLE OF THE AH RECEPTOR [J].
CHALOUPKA, K ;
KRISHNAN, V ;
SAFE, S .
CARCINOGENESIS, 1992, 13 (12) :2233-2239
[2]   LOW-TEMPERATURE TANDEM ENYNE ALLENE RADICAL CYCLIZATIONS - EFFICIENT SYNTHESIS OF 2,3-DIHYDROINDENES FROM SIMPLE ENEDIYNES [J].
GRISSOM, JW ;
HUANG, DL .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (18) :2037-2039
[3]  
HARLOW KW, 1989, J BIOL CHEM, V264, P17476
[4]   TRICARBONYL ETA-16 ARENE CHROMIUM(0) BASED ANTITUMOR AGENTS [J].
JONES, GB ;
MATHEWS, JE .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1995, 5 (01) :93-96
[5]  
JONES GB, 1994, HETEROCYCLES, V38, P1221
[6]   THE CLAISEN REARRANGEMENT IN SYNTHESIS - ACCELERATION OF THE JOHNSON ORTHOESTER PROTOCOL ENROUTE TO BICYCLIC LACTONES [J].
JONES, GB ;
HUBER, RS ;
CHAU, S .
TETRAHEDRON, 1993, 49 (02) :369-380
[7]   Target directed enediyne prodrugs: Cytotoxic estrogen conjugates [J].
Jones, GB ;
Huber, RS ;
Mathews, JE ;
Li, AW .
TETRAHEDRON LETTERS, 1996, 37 (21) :3643-3646
[8]   TOWARDS ENEDIYNE LIBRARIES - CYCLIC ENEDIYNES VIA AN INTRAMOLECULAR CARBENOID COUPLING PROTOCOL [J].
JONES, GB ;
HUBER, RS ;
MATHEWS, JE .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (17) :1791-1792
[9]  
JONES GB, 1994, TETRAHEDRON LETT, V35, P2655
[10]  
JONES GB, Patent No. 5436361