Goniotriocin and (2,4-cis- and -trans)-xylomaticinones, bioactive annonaceous acetogenins from Goniothalamus giganteus

被引:27
作者
Alali, FQ [1 ]
Rogers, LL [1 ]
Zhang, Y [1 ]
McLaughlin, JL [1 ]
机构
[1] Purdue Univ, Dept Med Chem & Mol Pharmacol, Sch Pharm & Pharmacal Sci, W Lafayette, IN 47907 USA
来源
JOURNAL OF NATURAL PRODUCTS | 1999年 / 62卷 / 01期
关键词
D O I
10.1021/np970438l
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Goniotricin (1) and a mixture of (2,4-cis and -trans)-xylomaticinones (2), new bioactive annonaceous acetogenins, were isolated from the bark of Goniothalamus giganteus (Annonaceae) by activity-directed fractionation using the brine shrimp lethality test. Compound 1 is the first nonadjacent ring-hydroxylated bis-tetrahydrofuran (THF) acetogenin to be reported. Compound 2 is the cis- and trans-ketolactone mixture of xylomaticin, a known compound whose absolute stereochemistry has not been previously determined. The absolute stereochemistry of 2 was determined by the advanced Mosher's ester method. Both 1 and 2 showed significant and selective cytotoxicities among the six tumor cell lines in our seven-day MTT human solid tumor panel. In the yellow fever mosquito larvae microtiter assay, 1 was quite active, with an ED50 value of 3.5 mu g/mL.
引用
收藏
页码:31 / 34
页数:4
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