Preparation and Characterization of New C-11 Oxygenated Artemisinin Derivatives

Preparation and Characterization of New C-11 Oxygenated Artemisinin Derivatives
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DOI:
10.1021/np50091a009
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发表时间:
1993
影响因子:
5.1
通讯作者:
C. D. Hufford;S. Khalifa;A. McPhail;F. El-Feraly;M. Ahmad
C. D. Hufford;S. Khalifa;A. McPhail;F. El-Feraly;M. Ahmad
中科院分区:
生物学2区
文献类型:
--
作者:
C. D. Hufford;S. Khalifa;A. McPhail;F. El-Feraly;M. Ahmad

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脱水二氢青蒿素[2]是一种有效的抗疟倍半萜内过氧化物,转化为11-羟基青蒿素[4]、11-羟基-11-表青蒿素[5]、青蒿素的酮衍生物7和烯醇醚环氧化物8。化合物4、5、7和8通过1H-NMR和13 C-NMR光谱进行了表征。环氧化物8的立体化学通过X射线晶体学分析明确地建立
Anhydrodihydroartemisinin [2], a potent antimalarial sesquiterpene endoperoxide, was converted to 11-hydroxyartemisinin [4], 11-hydroxy-11-epi-artemisinin [5], a ketone derivative 7 of artemisinin, and an enol ether epoxide 8. Compounds 4, 5, 7, and 8 were characterized completely by spectral methods including 1 H-nmr and 13 C-nmr spectroscopy. The stereochemistry of the epoxide 8 was established unequivocally by X-ray crystallographic analysis