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Scientific article
English

Antitrypanosomal quinoline alkaloids from the roots of Waltheria indica

Contributors

Cretton, Sylvian; Breant, Lise; Pourrez, Lucie; Ambuehl, Chiara; Marcourt, Laurence; Ebrahimi, Samad Nejad; Hamburger, Matthias; Perozzo, Remo; Karimou, Soumana; Kaiser, Marcel; Cuendet, Muriel; Christen, Philippe

Published in

Journal of natural products, vol. 77, no. 10, p. 2304-2311

Publication date

2014

Abstract

Chemical investigation of the dichloromethane root extract of Waltheria indica led to the isolation and characterization of 10 quinoline alkaloids, namely, 8-deoxoantidesmone (1), waltheriones E-L (2-9), and antidesmone (10). Among these, compounds 2-9 have not yet been described in the literature. Their chemical structures were established by means of spectroscopic data interpretation including (1)H and (13)C NMR, HSQC, HMBC, COSY, and NOESY experiments and UV, IR, and HRESIMS. The absolute configurations of the compounds were established by comparison of experimental and TDDFT-calculated ECD spectra. In addition, the isolated constituents were evaluated for their in vitro antitrypanosomal activity. Compounds 4, 5, and 8 showed potent and selective growth inhibition toward Trypanosoma cruzi with IC50 values between 0.02 and 0.04 μM. Cytotoxicity for mouse skeletal L-6 cells was also determined for these compounds.

Keywords

  • Alkaloids/chemistry/isolation & purification/pharmacology
  • Animals
  • Inhibitory Concentration 50
  • Mice
  • Molecular Structure
  • Niger
  • Nuclear Magnetic Resonance
  • Biomolecular
  • Plant Roots/chemistry
  • Quinolines/chemistry/isolation & purification/pharmacology
  • Sterculiaceae/chemistry
  • Trypanocidal Agents/chemistry/isolation & purification/pharmacology
  • Trypanosoma/drug effects

UNIGE affiliation entities

Citation (ISO format)

CRETTON, Sylvian et al. Antitrypanosomal quinoline alkaloids from the roots of Waltheria indica. In: Journal of natural products, 2014, vol. 77, n° 10, p. 2304–2311. doi: 10.1021/np5006554

Main files (1)

Article (Published version)

Identifiers

Journal ISSN

0163-3864
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Technical informations

Creation

13/06/2017 17:03:00

First validation

13/06/2017 17:03:00

Update

15/03/2023 01:47:55

Status update

15/03/2023 01:47:54

Last indexation

31/10/2024 07:13:47
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