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Planta Med 2020; 86(01): 19-25
DOI: 10.1055/a-1028-7786
Biological and Pharmacological Activity
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Antiplasmodial Bis-Indole Alkaloids from the Bark of Flindersia pimenteliana

Luke P. Robertson
1   Environmental Futures Research Institute, Griffith University, Southport, Gold Coast, Australia
2   Griffith Institute for Drug Discovery, Griffith University, Nathan, Brisbane, Australia
,
Leonardo Lucantoni
2   Griffith Institute for Drug Discovery, Griffith University, Nathan, Brisbane, Australia
,
Vicky M. Avery
2   Griffith Institute for Drug Discovery, Griffith University, Nathan, Brisbane, Australia
,
Anthony R. Carroll
1   Environmental Futures Research Institute, Griffith University, Southport, Gold Coast, Australia
2   Griffith Institute for Drug Discovery, Griffith University, Nathan, Brisbane, Australia
› Author Affiliations
Further Information

Publication History

received 16 June 2019
revised 09 August 2019

accepted 10 October 2019

Publication Date:
29 October 2019 (online)

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Abstract

Three new (1–3) and 2 known (4–5) bis-indole alkaloids were identified from the bark of Flindersia pimenteliana (Rutaceae). The structures of 1–3 were elucidated on the basis of their (+)-HRESESIMS and 2D NMR spectroscopic data. Antiplasmodial activity for 1–3 against chloroquine sensitive (3D7) and chloroquine-resistant (Dd2) Plasmodium falciparum is also reported, with IC50 values ranging from 0.96 to 2.41 µg/mL. These results expand our knowledge of the structure-activity relationships of potently antiplasmodial isoborreverine-type alkaloids, the bioactivity of which have recently attracted significant attention in the literature.

Key words

Flindersia pimenteliana - Rutaceae, antiplasmodial - bis-indole - alkaloids

Supporting Information

    1D and 2D NMR data of compounds 1–3 can be found in the supporting information. Dose-response curves and full isolation procedures, including failed isolation attempts, are also reported.

  • Supporting Information
 

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