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Volumn 76, Issue 6, 2011, Pages 1751-1758

Stereolability of dihydroartemisinin, an antimalarial drug: A comprehensive thermodynamic investigation. Part 1

Author keywords

[No Author keywords available]

Indexed keywords

ANIONIC CHARACTER; ANTIMALARIAL DRUG; ARTEMISIA ANNUA; ARTEMISININ; DIFFERENTIAL EFFECT; DIHYDROARTEMISININ; EMPIRICAL DATA; ENDOPEROXIDES; EPIMERIZATION; EPIMERS; HEMIACETALS; INTERCONVERSIONS; LINEAR SOLVATION ENERGY RELATIONSHIPS; NMR MEASUREMENTS; POLAR MEDIA; POLAR SOLVENTS; QINGHAOSU; RATE-LIMITING STEPS; RELATIVE ABUNDANCE; SESQUITERPENE LACTONES; SPONTANEOUS PROCESS; THEORETICAL APPROACH; THERMODYNAMIC INVESTIGATION; TRANSITION STATE;

EID: 79953856808     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo102391s     Document Type: Article
Times cited : (18)

References (52)
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    • ACD/Labs Package V. 6.00, (Pκa DB)
  • 25
    • 84855626894 scopus 로고    scopus 로고
    • These Packages Were Used to Draw and Calculate Pκa Values of Hemiacetalic Structures
    • (b) Marvin 4.1.1.3, 2007, ChemAxon (http://www.chemaxon.com). These packages were used to draw and calculate pκa values of hemiacetalic structures.
    • (2007) Marvin 4.1 1.3
  • 31
    • 79953848920 scopus 로고    scopus 로고
    • note
    • The chemical shift of the hydroxyl hydrogen is directly correlated to its ability to form an H-bond with the solvent. Therefore, the chemical shift of such protons for both isomers is more deshielded in dσ- DMSO (6.37 and 6.23 ppm for R and β, respectively) than in CD3CN (4.23 and 4.07 ppm). Furthermore, in both of these solvents the trend was the same, the R-epimer being more deshielded than the β one. This behavior agrees with the calculations, which predicted the R-hydroxyl to be more acidic than the β one.
  • 33
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    • (2006) Anal. Chem , vol.78 , pp. 189-198
    • Trapp, O.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.