Antitrypanosomal Quinoline Alkaloids from the Roots of Waltheria indica

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....

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Veröffentlicht in:Journal of natural products (Washington, D.C.) D.C.), 2014-10, Vol.77 (10), p.2304-2311
Hauptverfasser: 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
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Sprache:eng
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Zusammenfassung: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 1H and 13C 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.
ISSN:0163-3864
1520-6025
DOI:10.1021/np5006554