Synthesis, thermal stability, antimalarial activity of symmetrically and asymmetrically substituted tetraoxanes

被引:54
作者
Atheaya, Himanshu [1 ]
Khan, Shabana I. [2 ]
Mamgain, Ritu [1 ]
Rawat, Diwan S. [1 ]
机构
[1] Univ Delhi, Dept Chem, Delhi 110007, India
[2] Univ Mississippi, Sch Pharm, Natl Ctr Nat Products Res, University, MS 38677 USA
关键词
D O I
10.1016/j.bmcl.2007.12.069
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Symmetrically and asymmetrically substituted 1,2,4,5-tetraoxanes were synthesized by the oxidative system H2O2/TFE in presence of MeReO3 as a catalyst. All of the synthesized compounds were characterized spectroscopically, and evaluated for cytotoxicity, and antimalarial activity. Several of these tetraoxanes exhibited in vitro antimalarial activity without showing any cytotoxicity. Thermal stability of these compounds was studied by differential scanning calorimetry. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1446 / 1449
页数:4
相关论文
共 42 条
[31]   From mechanistic studies on artemisinin derivatives to new modular antimalarial drugs [J].
Robert, A ;
Dechy-Cabaret, O ;
Cazelles, J ;
Meunier, B .
ACCOUNTS OF CHEMICAL RESEARCH, 2002, 35 (03) :167-174
[32]   Mixed steroidal 1,2,4,5-tetraoxanes: Antimalarial and antimycobacterial activity [J].
Solaja, BA ;
Terzic, N ;
Pocsfalvi, G ;
Gerena, L ;
Tinant, B ;
Opsenica, D ;
Milhous, WK .
JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (16) :3331-3336
[33]   Synthetic peroxides as antimalarials [J].
Tang, YQ ;
Dong, YX ;
Vennerstrom, JL .
MEDICINAL RESEARCH REVIEWS, 2004, 24 (04) :425-448
[34]   New preparation of 1,2,4,5-tetraoxanes [J].
Terent'ev, AO ;
Kutkin, AV ;
Starikova, ZA ;
Antipin, MY ;
Ogibin, YN ;
Nikishina, GI .
SYNTHESIS-STUTTGART, 2004, (14) :2356-2366
[35]   DISPIRO-1,2,4,5-TETRAOXANES - A NEW CLASS OF ANTIMALARIAL PEROXIDES [J].
VENNERSTROM, JL ;
FU, HN ;
ELLIS, WY ;
AGER, AL ;
WOOD, JK ;
ANDERSEN, SL ;
GERENA, L ;
MILHOUS, WK .
JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (16) :3023-3027
[36]   CONTROLLED ACCELERATION AND INHIBITION OF BERGMAN CYCLIZATION BY METAL CHLORIDES [J].
WARNER, BP ;
MILLAR, SP ;
BROENE, RD ;
BUCHWALD, SL .
SCIENCE, 1995, 269 (5225) :814-816
[37]   New antimalarial drugs [J].
Wiesner, J ;
Ortmann, R ;
Jomaa, H ;
Schlitzer, M .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (43) :5274-5293
[38]   STEREOCHEMICAL EFFECTS IN THE OZONOLYSIS OF (E)-ETHOXYPROPENE AND (Z)-1-ETHOXYPROPENE [J].
WOJCIECHOWSKI, BJ ;
PEARSON, WH ;
KUCZKOWSKI, RL .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (01) :115-121
[39]   Traditional antimalarials and the development of novel antimalarial drugs [J].
Wright, CW .
JOURNAL OF ETHNOPHARMACOLOGY, 2005, 100 (1-2) :67-71
[40]   How might qinghaosu (artemisinin) and related compounds kill the intraerythrocytic malaria parasite? A chemists view [J].
Wu, YK .
ACCOUNTS OF CHEMICAL RESEARCH, 2002, 35 (05) :255-259