Efficient preparations of the β-glucuronides of dihydroartemisinin and structural confirmation of the human glucuronide metabolite

Journal of Medicinal Chemistry

Volumn 44, Issue 9, 2001, Pages 1467-1470

  O'Neill, P M ^a   Scheinmann, F ^b   Stachulski, A V ^b   Maggs, J L ^a   Park, B K ^a  

^a UNIVERSITY OF LIVERPOOL   (United Kingdom)

^b Ultrafine UFC Ltd   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

1 (DIHYDROARTEMISININ 12BETA YL) BETA DEXTRO GLUCOPYRANURONIC ACID; ARTESUNATE; DIHYDROARTEMISININ DERIVATIVE; DRUG METABOLITE; GLUCURONIDE; UNCLASSIFIED DRUG;

ADULT; ARTICLE; CLINICAL ARTICLE; CONTROLLED STUDY; DRUG GLUCURONIDATION; DRUG METABOLISM; DRUG SYNTHESIS; DRUG URINE LEVEL; HUMAN; MALARIA FALCIPARUM; MALE; STRUCTURE ANALYSIS;

ANTIMALARIALS; ARTEMISININS; CHROMATOGRAPHY, LIQUID; GLUCURONIDES; HUMANS; MALARIA, FALCIPARUM; MALE; MASS SPECTROMETRY; SESQUITERPENES; STEREOISOMERISM;

EID: 0035953322     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm001061a     Document Type: Article

References (21)

1. Qinghaosu (Artemisinin): An antimalarial drug from China
2. Antimalarial activity of new water-soluble dihydroartemisinin derivatives. 2. Stereospecificity of the ether side-Chain
3. Arteether, a new antimalarial drug: Synthesis and antimalarial properties
4. Isomerisation in the human urine of a glucuronide of the antimalarial endoperoxide drug dihydroartemisinin
5. 4 activator system to the synthesis of novel, potent C-10 phenoxy derivatives of dihydroartemisinin
6. Synthesis, antimalarial activity, biomimetic Fe(II) chemistry and in vivo metabolism of novel, potent, C-10 phenoxy derivatives of dihydroartemisinin
7. Synthesis characterization and antimalarial activity of the glucuronides of the hydroxylated metabolites of arteether
8. A novel method for stereoselective glucuronidation
9. QSAR study of artemisinin (Qinghaosu) derivatives using neural network method
10. Unified mechanistic framework for the Fe(II)-induced cleavage of Qinghaosu and derivatives/analogues. The first spin-trapping evidence for the previously postulated secondary C-4 radical
11. 4 catalyst system
12. Intermediates for glucuronide synthesis: 7-Hydroxycoumarin glucuronide
13. y)
14. Glucuronide and sulfate conjugates of ICI 182,780, a pure anti-estrogenic steroid. Order of addition, catalysis and substitution effects in glucuronidation
15. An efficient synthesis of paracetamol glucuronide from paracetamol
16. Synthesis of a morphine-6-glucuronide hapten, N-(4-Aminobutyl)normorphine-6-glucuronide, and related haptens
17. Synthesis and antimalarial activity of 12βallyldeoxoartemisinin and its derivatives
18. An unusual acid-catalysed rearrangement of 1,2,4-trioxanes
19. Direct conversion of pyranose anomeric OH→F→R in the artemisinin family of antimalarial trioxanes
20. A novel synthesis of β-phenylglucuronides using the mitsunobu reaction
21. A pharmacokinetic and pharmacodynamic study of intravenous vs Oral artesunate in uncomplicated falciparum malaria