SYNTHESIS AND ANTIMALARIAL ACTIVITIES OF SEVERAL FLUORINATED ARTEMISININ DERIVATIVES

被引:51
作者
PU, YM
TOROK, DS
ZIFFER, H
PAN, XQ
MESHNICK, SR
机构
[1] NIDDK,CHEM PHYS LAB,BETHESDA,MD 20892
[2] UNIV MICHIGAN,SCH PUBL HLTH,DEPT EPIDEMIOL,ANN ARBOR,MI 48109
关键词
D O I
10.1021/jm00020a028
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The carbonyl groups in several artemisinin derivatives were converted into geminal difluorinated compounds on treatment with diethylaminosulfur trifluoride. A number of other mono- and polyfluorinated artemisinin derivatives were prepared. Their in vitro antimalarial activities were all equal to or greater than the nonfluorinated analogs or precursors.
引用
收藏
页码:4120 / 4124
页数:5
相关论文
共 19 条
[1]   DETECTION AND CARTOGRAPHY OF THE FLUORINATED ANTIMALARIAL DRUG MEFLOQUINE IN NORMAL AND PLASMODIUM-FALCIPARUM-INFECTED RED-BLOOD-CELLS BY SCANNING ION MICROSCOPY AND MASS-SPECTROMETRY [J].
ADOVELANDE, J ;
BOULARD, Y ;
BERRY, JP ;
GALLE, P ;
SLODZIAN, G ;
SCHREVEL, J .
BIOLOGY OF THE CELL, 1994, 81 (02) :185-192
[2]  
ADOVELANDE J, 1995, CHEM ENGG NEWS 2702, P39
[3]   SYNTHESIS, CONFORMATIONAL-ANALYSIS, AND ANTIMALARIAL ACTIVITY OF TRICYCLIC ANALOGS OF ARTEMISININ [J].
AVERY, MA ;
GAO, FL ;
CHONG, WKM ;
HENDRICKSON, TF ;
INMAN, WD ;
CREWS, P .
TETRAHEDRON, 1994, 50 (04) :957-972
[4]   ARTEETHER, A NEW ANTIMALARIAL DRUG - SYNTHESIS AND ANTIMALARIAL PROPERTIES [J].
BROSSI, A ;
VENUGOPALAN, B ;
GERPE, LD ;
YEH, HJC ;
FLIPPENANDERSON, JL ;
BUCHS, P ;
LUO, XD ;
MILHOUS, W ;
PETERS, W .
JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (03) :645-650
[5]  
CHAI HT, 1991, BIOL MASS SPECTROM, P609
[6]  
DESJARDINS RE, 1979, ANTIMICROB AGENTS CH, V16, P701
[7]   MICROBIAL OXIDATION OF THE ANTIMALARIAL DRUG ARTEETHER [J].
HU, YL ;
ZIFFER, H ;
LI, GY ;
YEH, HJC .
BIOORGANIC CHEMISTRY, 1992, 20 (02) :148-154
[8]  
Jung M., 1994, CURR MED CHEM, V1, P35
[9]   QINGHAOSU (ARTEMISININ) - AN ANTIMALARIAL DRUG FROM CHINA [J].
KLAYMAN, DL .
SCIENCE, 1985, 228 (4703) :1049-1055
[10]   ANTIMALARIAL ACTIVITY OF NEW WATER-SOLUBLE DIHYDROARTEMISININ DERIVATIVES .2. STEREOSPECIFICITY OF THE ETHER SIDE-CHAIN [J].
LIN, AJ ;
LEE, M ;
KLAYMAN, DL .
JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (06) :1249-1252