Antiplasmodial Sesquiterpenoid Lactones from Trichospira verticillata: Structure Elucidation by Spectroscopic Methods and Comparison of Experimental and Calculated ECD Data

被引：22

作者：

Du, Yongle ^{[1
]}

Pearce, Kirk C. ^{[1
]}

Dai, Yumin ^{[1
]}

Krai, Priscilla ^{[3
]}

Dalal, Seema ^{[3
]}

Cassera, Maria B. ^{[2
,3
]}

Goetz, Michael ^{[4
]}

Crawford, T. Daniel ^{[1
]}

Kingston, David G. I. ^{[1
,2
]}

机构：

[1] Virginia Tech, Dept Chem, M-C 0212, Blacksburg, VA 24061 USA

[2] Virginia Tech, Virginia Tech Ctr Drug Discovery, M-C 0212, Blacksburg, VA 24061 USA

[3] Virginia Tech, Dept Biochem, M-C 0346, Blacksburg, VA 24061 USA

[4] Nat Prod Discovery Inst, 3805 Old Easton Rd, Doylestown, PA 18902 USA

来源：

JOURNAL OF NATURAL PRODUCTS | 2017年 / 80卷 / 05期

基金：

美国国家科学基金会;

关键词：

ARTEMISININ;

D O I：

10.1021/acs.jnatprod.7b00247

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

A dichloromethane extract of Trichospira verticillata from the Natural Products Discovery Institute-was discovered to have good antiplasmodial activity (IC50 similar to 5 mu g/mL), After purification by liquid liquid partition and C-18 reversed-phase HPLC, four new germacranolide-type sesquiterpenoictlacones named trichospirolides A I) (1-4) were isolated. The structures of the new compounds were elucidated by analysis of their 1D and 2D NMR and MS, data. The relative and absolute configurations were assigned based on a comparison of calculated and experimental ECD and UV spectra, specific rotations, internuclear distances, and coupling constants for all possible diastereomers for each compound. Among these-Sour compounds, the conjugated dienone 1 displayed the most potent antiplasmodial activity, with an IC50 value of 1.5 mu M.

引用

页码：1639 / 1647

页数：9

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