Recent advances (1995-2005) in fluorinated pharmaceuticals based on natural products

被引:587
作者
Begue, Jean-Pierre [1 ]
Bonnet-Delpon, Daniele [1 ]
机构
[1] Fac Pharm Chatenay Malabry, BIOCIS, UMR 8076, F-92296 Chatenay Malabry, France
关键词
fluorinated compounds; fluoro substituent; pharmaceuticals; anti-cancer agents; natural products; drugs; anti-parasitic agents; fluorosteroids;
D O I
10.1016/j.jfluchem.2006.05.006
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
This present report is devoted to the recent advances, in these last 10 years, in fluorinated analogues of natural products developed as pharmaceuticals, marketed, registered or in clinical development. These mainly concern fluorine-substituted nucleosides, alkaloids, macrolides, steroids, amino acids and prostaglandins. (c) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码:992 / 1012
页数:21
相关论文
共 97 条
[1]  
ANDO K, 1992, CHEM PHARM BULL, V40, P1662
[2]   4-AZA-3-OXO-5-ALPHA-ANDROST-1-ENE-17-BETA-N-ARYL-CARBOXAMIDES AS DUAL INHIBITORS OF HUMAN TYPE-1 AND TYPE-2 STEROID 5-ALPHA-REDUCTASES - DRAMATIC EFFECT OF N-ARYL SUBSTITUENTS ON TYPE-1 AND TYPE-2 5-ALPHA-REDUCTASE INHIBITORY POTENCY [J].
BAKSHI, RK ;
RASMUSSON, GH ;
PATEL, GF ;
MOSLEY, RT ;
CHANG, B ;
ELLSWORTH, K ;
HARRIS, GS ;
TOLMAN, RL .
JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (17) :3189-3192
[3]   Trapping of the C5 methylene intermediate in thymidylate synthase [J].
Barrett, JE ;
Maltby, DA ;
Santi, DV ;
Schultz, PG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (02) :449-450
[4]  
Begue J.-P., 2005, CHIM BIOORGANIQUE ME
[5]  
BEGUE JP, 1995, GAZZ CHIM ITAL, V125, P399
[6]   The future of antimalarials:: artemisinins and synthetic endoperoxides [J].
Bégué, JP ;
Bonnet-Delpon, D .
DRUGS OF THE FUTURE, 2005, 30 (05) :509-518
[7]   Functionalization of a non activated C-H bond: Fluorination of vindoline at C-20 in superacids [J].
Berrier, C ;
Jacquesy, JC ;
Jouannetaud, MP ;
Lafitte, C ;
Vidal, Y ;
Zunino, F ;
Fahy, J ;
Duflos, A .
TETRAHEDRON, 1998, 54 (45) :13761-13770
[8]   DIRECT SYNTHESIS OF ALPHA-HALOGENOMETHYL-ALPHA-AMINO ACIDS FROM THE PARENT ALPHA-AMINO-ACIDS [J].
BEY, P ;
VEVERT, JP ;
VANDORSSELAER, V ;
KOLB, M .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (15) :2732-2742
[9]   Synthesis, characterization and biological evaluation of 7α-perfluoroalkylestradiol derivatives [J].
Blazejewski, JC ;
Wilmshurst, MP ;
Popkin, MD ;
Wakselman, C ;
Laurent, G ;
Nonclercq, D ;
Cleeren, A ;
Ma, Y ;
Seo, HS ;
Leclercq, G .
BIOORGANIC & MEDICINAL CHEMISTRY, 2003, 11 (03) :335-345
[10]   7,7-difluoroprostacyclin derivative, AFP-07, a highly selective and potent agonist for the prostacyclin receptor [J].
Chang, CS ;
Negishi, M ;
Nakano, T ;
Morizawa, Y ;
Matsumura, Y ;
Ichikawa, A .
PROSTAGLANDINS, 1997, 53 (02) :83-90