Fluorinated natural products with clinical significance

被引:33
作者
Thomas, Craig J. [1 ]
机构
[1] NIDDK, NIH, Chem Biol Core, Bethesda, MD 20892 USA
关键词
natural products; fluorine; camptothecin; artemisinin; Vinca alkaloids; taxanes; epothilones;
D O I
10.2174/156802606777951109
中图分类号
R914 [药物化学];
学科分类号
100701 [药物化学];
摘要
The modification of natural products in an effort to alter their biochemical capacity is a common technique utilized by synthetic and medicinal chemists. Fluorine substitution imparts unique and advantageous physiochemical properties that can be shrewdly employed to constructively alter pharmacological agents. The adornment of natural products with fluorine has proven beneficial in several examples. This overview discusses several of the most relevant fluorinated natural products under current examination.
引用
收藏
页码:1529 / 1543
页数:15
相关论文
共 135 条
[1]
Synthesis and in vivo antimalarial activity of 12 alpha-trifluoromethyl-hydroartemisinin [J].
Abouabdellah, A ;
Begue, JP ;
BonnetDelpon, D ;
Gantier, JC ;
Nga, TTT ;
Thac, TD .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1996, 6 (22) :2717-2720
[2]
A phase II clinical and pharmacokinetic study of intravenous exatecan mesylate (DX-8951f) in patients with untreated metastatic gastric cancer [J].
Ajani, JA ;
Takimoto, C ;
Becerra, CR ;
Silva, A ;
Baez, L ;
Cohn, A ;
Major, P ;
Kamida, M ;
Feit, K ;
De Jager, R .
INVESTIGATIONAL NEW DRUGS, 2005, 23 (05) :479-484
[3]
Stereoselective synthesis of trifluoro- and monofluoro-analogues of frontalin and evaluation of their biological activity [J].
Ambrosi, P ;
Arnone, A ;
Bravo, P ;
Bruché, L ;
De Cristofaro, A ;
Francardi, V ;
Frigerio, M ;
Gatti, E ;
Germinara, GS ;
Panzeri, W ;
Pennacchio, F ;
Pesenti, C ;
Rotundo, G ;
Roversi, PF ;
Salvadori, C ;
Viani, F ;
Zanda, M .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (25) :8336-8343
[4]
[Anonymous], 1979, CHINESE MED J-PEKING, V92, P811
[5]
Total synthesis of (-)-epothilone A [J].
Balog, A ;
Meng, DF ;
Kamenecka, T ;
Bertinato, P ;
Su, DS ;
Sorensen, EJ ;
Danishefsky, S .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (23-24) :2801-2803
[6]
The taxane diterpenoids [J].
Baloglu, E ;
Kingston, DGI .
JOURNAL OF NATURAL PRODUCTS, 1999, 62 (10) :1448-1472
[7]
ABCG2 mediates differential resistance to SN-38 (7-ethyl-10-hydroxycamptothecin) and homocamptothecins [J].
Bates, SE ;
Medina-Pérez, WY ;
Kohlhagen, G ;
Antony, S ;
Nadjem, T ;
Robey, RW ;
Pommier, Y .
JOURNAL OF PHARMACOLOGY AND EXPERIMENTAL THERAPEUTICS, 2004, 310 (02) :836-842
[8]
The polar hydrophobicity of fluorinated compounds [J].
Biffinger, JC ;
Kim, HW ;
DiMagno, SG .
CHEMBIOCHEM, 2004, 5 (05) :622-627
[9]
In vitro antileukemic effect of a new anthracycline analogue, MEN 11079 [J].
Biscardi, M ;
Caporale, R ;
Pagliai, G ;
Leoni, F ;
Bernabei, P ;
Santini, V ;
Ciolli, S ;
Grossi, A .
LEUKEMIA RESEARCH, 2003, 27 (12) :1125-1134
[10]
Bishop LPD, 1999, J PHARMACOL EXP THER, V289, P511