TY - JOUR
T1 - The preparation of D-ring-contracted analogues of Qinghaosu (Artemisinin) from Qinghao (Artemisinic) acid and their In vitro activity against Plasmodium falciparum
AU - Haynes, Richard K.
AU - Vonwiller, Simone C.
AU - Wang, Hong Jie
N1 - Funding Information:
Acknowledgements: We thank the Australian Research Council for fkanckl support of this work and the Wcrld Health Qrganisation for coordinating the andmalarial testing.
PY - 1995/6/26
Y1 - 1995/6/26
N2 - Qinghao (Artemisinic) acid was converted into dihydroqinghao aldehyde and then submitted to copper(II)-catalysed oxidative deformylation. The resulting ketone was reduced to the diastereomeric alcohols which were submitted to photooxygenation, and then cleavage-oxygenation-cyclisation, catalysed by Cu(II)(OSO2CF3)2, to give the title compounds. In vitro testing results for antrimalarial activity indicated a remarkable dependence on the stereochemistry of the 9-methyl-substituent.
AB - Qinghao (Artemisinic) acid was converted into dihydroqinghao aldehyde and then submitted to copper(II)-catalysed oxidative deformylation. The resulting ketone was reduced to the diastereomeric alcohols which were submitted to photooxygenation, and then cleavage-oxygenation-cyclisation, catalysed by Cu(II)(OSO2CF3)2, to give the title compounds. In vitro testing results for antrimalarial activity indicated a remarkable dependence on the stereochemistry of the 9-methyl-substituent.
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U2 - 10.1016/0040-4039(95)00806-N
DO - 10.1016/0040-4039(95)00806-N
M3 - Article
AN - SCOPUS:0029062757
SN - 0040-4039
VL - 36
SP - 4641
EP - 4642
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 26
ER -
