ACID DEGRADATION PRODUCTS OF QINGHAOSU AND THEIR STRUCTURE-ACTIVITY-RELATIONSHIPS

被引:18
作者
IMAKURA, Y
HACHIYA, K
IKEMOTO, T
YAMASHITA, S
KIHARA, M
SHINGU, T
MILHOUS, WK
LEE, KH
机构
[1] UNIV TOKUSHIMA,FAC PHARMACEUT SCI,TOKUSHIMA 770,JAPAN
[2] SHIKOKU WOMENS UNIV,FAC HOME ECON,TOKUSHIMA 770,JAPAN
[3] KOBE GAKUIN UNIV,SCH PHARM,KOBE 673,JAPAN
[4] WALTER REED GEN HOSP,DIV EXPTL THERAPEUT,WASHINGTON,DC 20307
[5] UNIV N CAROLINA,SCH PHARM,DIV MEDICINAL CHEM & NAT PROD,NAT PROD LAB,CHEPEL HILL,NC 27599
关键词
D O I
10.3987/COM-90-5396
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of qinghaosu (1) with acid yielded 1′,2′,4′-trioxanes (5 and 8), endoperoxides (6 and 9), and diketones (7 and 10). Structures of 5, 6, 7, 8, 9, and 10 were assigned based on their physical and spectral data. Structure-activity correlation among these compounds indicated the steric requirement of the 1′,2′,4′,-trioxane ring system as found in 1 for potent antimalarial activity. © 1990.
引用
收藏
页码:1011 / 1016
页数:6
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