Literature DB >> 28463001

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

Yongle Du, Kirk C Pearce, Yumin Dai, Priscilla Krai, Seema Dalal, Maria B Cassera, Michael Goetz1, T Daniel Crawford, David G I Kingston.   

Abstract

A dichloromethane extract of Trichospira verticillata from the Natural Products Discovery Institute was discovered to have good antiplasmodial activity (IC50 ∼5 μg/mL). After purification by liquid-liquid partition and C18 reversed-phase HPLC, four new germacranolide-type sesquiterpenoid lactones named trichospirolides A-D (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 four compounds, the conjugated dienone 1 displayed the most potent antiplasmodial activity, with an IC50 value of 1.5 μM.

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Year:  2017        PMID： 28463001      PMCID： PMC5679103          DOI： 10.1021/acs.jnatprod.7b00247

Source DB:  PubMed          Journal:  J Nat Prod        ISSN： 0163-3864            Impact factor:   4.050


  27 in total

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Review 3.  Artemisinin and its derivatives: an important new class of antimalarial agents.

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5.  Antiproliferative and apoptotic sesquiterpene lactones from Carpesium faberi.

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Journal:  Bioorg Med Chem Lett       Date:  2010-11-05       Impact factor: 2.823

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10.  Sesquiterpene lactones from the endemic Cape Verdean Artemisia gorgonum.

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  9 in total

1.  Antiplasmodial Diterpenoids and a Benzotropolone from Petradoria pumila.

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2.  Anibamine and Its Analogues: Potent Antiplasmodial Agents from Aniba citrifolia.

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3.  Isolation of the New Antiplasmodial Butanolide, Malleastrumolide A, from Malleastrum sp. (Meliaceae) from Madagascar.

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5.  New Techniques of Structure Elucidation for Sesquiterpenes.

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6.  Phloroglucinols from the Roots of Garcinia dauphinensis and Their Antiproliferative and Antiplasmodial Activities.

Authors:  Rolly G Fuentes; Kirk C Pearce; Yongle Du; Andriamalala Rakotondrafara; Ana L Valenciano; Maria B Cassera; Vincent E Rasamison; T Daniel Crawford; David G I Kingston
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7.  Galtonosides A-E: Antiproliferative and Antiplasmodial Cholestane Glycosides from Galtonia regalis.

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Review 8.  Unraveling Plant Natural Chemical Diversity for Drug Discovery Purposes.

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  9 in total

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