Metabolism of fluorine-containing drugs

被引：525

作者：

Park, BK ^{[1
]}

Kitteringham, NR ^{[1
]}

O'Neill, PM ^{[1
]}

机构：

[1] Univ Liverpool, Dept Pharmacol & Therapeut, Liverpool L69 3BX, Merseyside, England

来源：

ANNUAL REVIEW OF PHARMACOLOGY AND TOXICOLOGY | 2001年 / 41卷

关键词：

drug metabolism; drug toxicity; drug design; drug safety; defluorination; metabolic stability;

D O I：

10.1146/annurev.pharmtox.41.1.443

中图分类号：

R9 [药学];

学科分类号：

1007 ;

摘要：

This article reviews current knowledge of the metabolism of drugs that contain fluorine. The strategic value of fluorine substitution in drug design is discussed in terms of chemical structure and basic concepts in drug metabolism and drug toxicity.

引用

页码：443 / 470

页数：28

共 109 条

[1] CORTISOL METABOLISM BY HUMAN LIVER IN-VITRO .4. METABOLISM OF 9-ALPHA-FLUOROCORTISOL BY HUMAN LIVER-MICROSOMES AND CYTOSOL [J].

ABEL, SM ;

BACK, DJ ;

MAGGS, JL ;

PARK, BK .

JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY, 1993, 46 (06) :833-839

[2] Conformational analysis .28. OH center dot center dot center dot F hydrogen bonding and the conformation of trans-2-fluorocyclohexanol [J].

Abraham, RJ ;

Smith, TAD ;

Thomas, WA .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1996, (09) :1949-1955

[3]

[Anonymous], 1966, JAMA, V197, P775

[4] The anti-cancer drug 5-fluorouracil is metabolized by the isolated perfused rat liver and in rats into highly toxic fluoroacetate [J].

Arellano, M ;

Malet-Martino, M ;

Martino, R ;

Gires, P .

BRITISH JOURNAL OF CANCER, 1998, 77 (01) :79-86

[5] PROSTAGLANDIN CHEMISTRY .20. SYNTHESIS OF CHEMICALLY STABLE PROSTACYCLIN ANALOGS [J].

BANNAI, K ;

TORU, T ;

OBA, T ;

TANAKA, T ;

OKAMURA, N ;

WATANABE, K ;

HAZATO, A ;

KUROZUMI, S .

TETRAHEDRON, 1983, 39 (22) :3807-3819

[6] THE EFFECT OF FLUORINE SUBSTITUTION ON THE PHYSICOCHEMICAL PROPERTIES AND THE ANALGESIC ACTIVITY OF PARACETAMOL [J].

BARNARD, S ;

STORR, RC ;

ONEILL, PM ;

PARK, BK .

JOURNAL OF PHARMACY AND PHARMACOLOGY, 1993, 45 (08) :736-744

[7] THE EFFECT OF FLUORINE SUBSTITUTION ON THE HEPATOTOXICITY AND METABOLISM OF PARACETAMOL IN THE MOUSE [J].

BARNARD, S ;

KELLY, DF ;

STORR, RC ;

PARK, BK .

BIOCHEMICAL PHARMACOLOGY, 1993, 46 (05) :841-849

[8] 3',3'-DIFLUORO-3'-DEOXYTHYMIDINE - COMPARISON OF ANTI-HIV ACTIVITY TO 3'-FLUORO-3'-DEOXYTHYMIDINE [J].

BERGSTROM, DE ;

MOTT, AW ;

DECLERCQ, E ;

BALZARINI, J ;

SWARTLING, DJ .

JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (18) :3369-3372

[9] SYNTHESIS AND CHARACTERIZATION OF A NEW FLUORINE SUBSTITUTED NONIONIC DINUCLEOSIDE PHOSPHONATE ANALOG, P-DEOXY-P-(DIFLUOROMETHYL)THYMIDYLYL (3'-]5') THYMIDINE [J].

BERGSTROM, DE ;

SHUM, PW .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (17) :3953-3958

[10]

Bishop LPD, 1999, J PHARMACOL EXP THER, V289, P511

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