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Synthesis, stability, and antimalarial activity of new hydrolytically stable and water-soluble (+)-deoxoartelinic acid.

Abstract：

:(+)-Deoxoartelinic acid (13), a new hydrolytically stable, water-soluble, and potent non-acetal-type antimalarial drug candidate, was successfully prepared from artemisinic acid by using sulfur ylide and photooxygenative cyclization in seven steps. This compound showed superior in vitro antimalarial activity against the chloroquine-resistant K1 strain of Plasmodium falciparum and higher suppression (98.7%) than arteether in vivo against Plasmodium chabaudi infected mice. (+)-Deoxoartelinic acid also showed remarkable stability with a half-life of 258.66 h, 23 times more stable than clinically useful arteether in simulated stomach acid, and improved solubility, 4 times more soluble than artemisinin in water.

journal_name

J Med Chem

journal_title

Journal of medicinal chemistry

authors

Jung M,Lee K,Kendrick H,Robinson BL,Croft SL

doi

10.1021/jm020244p

keywords:

subject

Has Abstract

pub_date

2002-10-24 00:00:00

pages

4940-4

issue

22

eissn

0022-2623

issn

1520-4804

pii

jm020244p

journal_volume

45

pub_type

杂志文章

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