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Trioxane dimers having high anticancer and long-lasting antimalarial activities

A compound and solvate technology, applied in the field of trioxane dimer with high anticancer activity and long-acting antimalarial activity, can solve the problem of not having long-acting antimalarial activity and the like

Inactive Publication Date: 2008-12-17
THE JOHN HOPKINS UNIV SCHOOL OF MEDICINE +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] Furthermore, 1,2,4-trioxanes in the artemisinin family of endoperoxides are fast-acting antimalarials, but unfortunately, do not possess long-lasting antimalarial activity

Method used

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  • Trioxane dimers having high anticancer and long-lasting antimalarial activities
  • Trioxane dimers having high anticancer and long-lasting antimalarial activities
  • Trioxane dimers having high anticancer and long-lasting antimalarial activities

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Embodiment

[0198] The following examples are intended to illustrate, but not limit, the claimed invention.

[0199] All air- and moisture-sensitive reactions were performed under argon in oven-dried or flame-dried glass containers. Tetrahydrofuran (THF) and diethyl ether (diethyl ether) were distilled from sodium-benzophenone ketyl, and dichloromethane was distilled from calcium hydride under nitrogen. Dimethyl sulfoxide and hexamethylphosphoric acid triamide were tested under low pressure Molecular sieves are distilled from calcium hydride. Solvents and solutions for air- and moisture-sensitive reactions are transferred by syringe or cannula. All experiments were monitored by thin layer chromatography (tlc) on EM Science pre-coated silica gel 60F-254 glass support plates with a thickness of 0.25 mm. Flash chromatography was performed on EMD silica gel (40-63 μm). Yield was not optimized. The purity of the final product was verified by two different high performance liquid chromato...

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Abstract

The invention provides novel trioxane dimers having formulae III, IV or V: methods for their preparation, pharmaceutical compositions containing these compounds, and methods for treating cancer and / or malaria using these compounds and compositions.

Description

[0001] Statement of Rights Concerning Inventions Made Under Federally Sponsored Research and Development [0002] This study was supported in part by internal research programs of the National Institute of Health (NIH, grant numbers AI34885 and RR00052), the National Cancer Institute, and the Center for Cancer Research. [0003] Cross References to Related Applications [0004] This application claims priority to U.S. Provisional Patent Applications Serial Nos. 60 / 748,548, filed December 8, 2005; 60 / 765,125, filed February 3, 2006; and 60 / 794,811, filed April 25, 2006, all applications Title: "Trioxane Dimers Having Surprisingly High Anticancer Activities and Surprisingly Long-Lasting Antimalarial Activities". Priority is claimed here on all of these filing dates, and the contents of each of these applications are hereby incorporated by reference as if fully set forth. field of invention [0005] The present invention provides novel trioxane dimers, methods for their prepara...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A01N43/02A61K31/335
CPCY02A50/30
Inventor G·H·波斯纳I·派克K·波斯尼克W·常S·斯尼沙塔杰W·A·马约J·G·德安杰洛L·E·伍达得A·S·卡琳达A·R·尤斯拉L·C·赫斯A·S·罗森塞尔S·奥A·C·贝格
Owner THE JOHN HOPKINS UNIV SCHOOL OF MEDICINE
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