A novel class of inhibitors for steroid 5α-reductase:: Synthesis and evaluation of umbelliferone derivatives

被引:98
作者
Fan, GJ
Mar, W
Park, MK
Choi, EW
Kim, K
Kim, S
机构
[1] Seoul Natl Univ, Inst Nat Prod Res, Seoul 110460, South Korea
[2] Seoul Natl Univ, Coll Pharm, Seoul 151742, South Korea
关键词
D O I
10.1016/S0960-894X(01)00429-2
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A series of umbelliferone derivatives was prepared and their 5 alpha -reductase type 1 inhibitory activities were evaluated in cell culture systems. Our studies have identified a new series of potent 5 alpha -reductase type 1 inhibitors and provided the basis for further development for the treatment of human endocrine disorders associated,vith overproduction of DHT by 5 alpha -reductase type 1. The preliminary structure-activity relationship was described to elucidate the essential structural requirements. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2361 / 2363
页数:3
相关论文
共 22 条
[1]  
ABELL AD, 1995, CURR MED CHEM, V2, P583
[2]   Ascorbic acid-based inhibitors of α-amylases [J].
Abell, AD ;
Ratcliffe, MJ ;
Gerrard, J .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1998, 8 (13) :1703-1706
[3]   Structure activity relationship study of known inhibitors of the enzyme 5α-reductase (5AR) [J].
Ahmed, S ;
Denison, S .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1998, 8 (05) :409-414
[4]   STRUCTURAL AND BIOCHEMICAL-PROPERTIES OF CLONED AND EXPRESSED HUMAN AND RAT STEROID 5-ALPHA-REDUCTASES [J].
ANDERSSON, S ;
RUSSELL, DW .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1990, 87 (10) :3640-3644
[5]   6-substituted 1H-quinolin-2-ones and 2-methoxy-quinolines:: Synthesis and evaluation as inhibitors of steroid 5α reductases types 1 and 2 [J].
Baston, E ;
Palusczak, A ;
Hartmann, RW .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2000, 35 (10) :931-940
[6]   BORON HALIDE CATALYZED REGIOSELECTIVE ORTHO-CLAISEN REARRANGEMENTS OF 4'-ALLYLOXYCOUMARIC ACID-DERIVATIVES - TOTAL SYNTHESIS OF DEMETHYLSUBEROSIN [J].
CAIRNS, N ;
HARWOOD, LM ;
ASTLES, DP ;
ORR, A .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (21) :3095-3100
[7]   Benzo[c]quinolizin-3-ones:: A novel class of potent and selective nonsteroidal inhibitors of human steroid 5α-reductase [J].
Guarna, A ;
Machetti, F ;
Occhiato, EG ;
Scarpi, D ;
Comerci, A ;
Danza, G ;
Mancina, R ;
Serio, M ;
Hardy, K .
JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (20) :3718-3735
[8]   BENZOPHENONECARBOXYLIC AND INDOLECARBOXYLIC ACIDS - POTENT TYPE-2 SPECIFIC INHIBITORS OF HUMAN STEROID 5-ALPHA-REDUCTASE [J].
HOLT, DA ;
YAMASHITA, DS ;
KONIALIANBECK, AL ;
LUENGO, JI ;
ABELL, AD ;
BERGSMA, DJ ;
BRANDT, M ;
LEVY, MA .
JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (01) :13-15
[9]  
HOLT KG, 1993, PHYS THER PRACT, V2, P1
[10]  
HOROSZEWICZ JS, 1983, CANCER RES, V43, P1809