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

Journal Article · · Chemistry & Biodiversity
 [1];  [1];  [2];  [3];  [4];  [5];  [6];  [6];  [1]
  1. Department of Chemistry and Virginia Tech Center for Drug Discovery, M/C 0212 Virginia Tech Blacksburg VA 24061 USA
  2. Department of Biochemistry and Molecular Biology Center for Tropical and Emerging Global Diseases (CTEGD) University of Georgia Athens GA 30602 USA
  3. Department of Biochemistry and Virginia Tech Center for Drug Discovery, M/C 0308 Virginia Tech Blacksburg VA 24061 USA
  4. Department of Biochemistry and Molecular Biology Center for Tropical and Emerging Global Diseases (CTEGD) University of Georgia Athens GA 30602 USA, Department of Biochemistry and Virginia Tech Center for Drug Discovery, M/C 0308 Virginia Tech Blacksburg VA 24061 USA
  5. Centre National d'Application des Recherches Pharmaceutiques B.P 702 101 Antananarivo Madagascar
  6. Missouri Botanical Garden P.O. Box 299 St. Louis MO 63166‐0299 USA
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An extract of Malleastrum sp. (Meliaceae) collected in Madagascar by the Madagascar International Cooperative Biodiversity Group was found to have antimalarial activity, with an IC 50 value between 2.5 and 5 μg ml −1 . After purification by liquid‐liquid partition, chromatography on a Diaion open column, C 18 SPE and C 18 reversed phase HPLC , the new butanolide, malleastrumolide A, was isolated. The structure of malleastrumolide A was determined by mass spectrometry, NMR , and ECD . The double bond position was determined by cross‐metathesis and mass spectrometry. The compound has antiproliferative activity against the A2780 ovarian cancer cell line with an IC 50 value of 17.4 μ m and antiplasmodial activity against the drug‐resistant Dd2 strain of Plasmodium falciparum with an IC 50 value of 2.74 μ m .

Sponsoring Organization:
USDOE
Grant/Contract Number:
U01 TW00313
OSTI ID:
1414776
Journal Information:
Chemistry & Biodiversity, Journal Name: Chemistry & Biodiversity Vol. 14 Journal Issue: 12; ISSN 1612-1872
Publisher:
Wiley Blackwell (John Wiley & Sons)Copyright Statement
Country of Publication:
Country unknown/Code not available
Language:
English
Citation Metrics:
Cited by: 6 works
Citation information provided by
Web of Science

References (15)

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Optical activity of lactones and lactams—I journal January 1983
Four Diphenylpropanes and a Cycloheptadibenzofuran from Bussea sakalava from the Madagascar Dry Forest(1) journal November 2010
Plant-Derived Antimalarial Agents: New Leads and Efficient Phytomedicines. Part II. Non-Alkaloidal Natural Products journal August 2009
Simple Determination of Double-Bond Positions in Long-Chain Olefins by Cross-Metathesis journal June 2011
Cytotoxic sesquiterpenoids from Winteraceae of Caledonian rainforest journal March 2009
Antiproliferative Limonoids of a Malleastrum sp. from the Madagascar Rainforest † , (1) journal March 2008
13 C NMR-Based Empirical Rules to Determine the Configuration of Fatty Acid Butanolides. Novel γ-Dilactones from Pterogorgia spp journal October 2006
Artemisinin, a miracle of traditional Chinese medicine journal January 2015
Amphiasterins: a new family of cytotoxic metabolites from the marine sponge Plakortis quasiamphiaster journal January 2001
Antiplasmodial Sesquiterpenoid Lactones from Trichospira verticillata : Structure Elucidation by Spectroscopic Methods and Comparison of Experimental and Calculated ECD Data journal May 2017
Circular dichroism in lactones journal January 1968
Antiproliferative Xanthones of Terminalia calcicola from the Madagascar Rain Forest 1 journal April 2007

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