Cumingianosides AF, Potent Antileukemic New Triterpene Glucosides

Cumingianosides A-F, Potent Antileukemic New. Triterpene Glucosides, and Cumindysosides A and B, Trisnor- and. Tetranortriterpene Glucosides with a 14...
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J. Org. Chem. 1992,67,6946-6953

6946

Anti-Tumor Agents. 136.' Cumingianosides A-F, Potent Antileukemic New Triterpene Glucosides, and Cumindysosides A and B, Trisnor- and Tetranortriterpene Glucosides with a 14,lB-Cycloapoeuphane-TypeSkeleton from Dysoxylum cumingianum Yoshiki Kashiwada,' Toshihiro Fujioka,' Jer-Jang Chang: Ih-Sheng Chen? Kunihide Mihashi,* and Kuo-Hsiung Lee*" Natural Products Laboratory, Division of Medicinal Chemistry and Natural Products, School of Pharmacy, University of North Carolina, Chapel Hill, North Carolina 27599, Department of Pathology, School of Medicine, University of North Carolina, Chapel Hill, North Carolina 27599, Natural Products Research Center, Kaohuiung Medical College, Kaohsiung, Taiwan, and Faculty of Pharmaceutical Sciences, Fukuoka University, Fukuoka 814-01, Japan Received May 1,1992 (Revieed Manuscript Received September 14,1992)

Si new trit8rpene glucosides, cumbghnosideaA-F (1-6) as well as a *orand a tetranortriterpeneglucoside, cumindysoeides A (7) and B (81, respectively,with a 14,18-cycloapoeuphane-typeskeleton have been isolated from Llysoxylum cumingiamm as antileukemicprinciples The skucturea were established on the basis of chemical and spectroscopic evidence. Among them, compounds 1 and 3 exhibited potent selective cytotoxicity against MOLT4 human leukemia cell with EDso of 10

NT" NTQ

>10 NTQ

0.61

NT"

ONT not tested.

and C (3) especially showed potent selective cytotoxicity against MOLT4 leukemia cella with EDaoof