UNIGE document Scientific Article
previous document  unige:94977  next document
add to browser collection

Antifungal Quinoline Alkaloids from Waltheria indica

Dorsaz, Stéphane
Ebrahimi, Samad Nejad
Voinesco, Francine
Michellod, Emilie
show hidden authors show all authors [1 - 13]
Published in Journal of natural products. 2016, vol. 79, no. 2, p. 300-7
Abstract Chemical investigation of a dichloromethane extract of the aerial parts of Waltheria indica led to the isolation and characterization of five polyhydroxymethoxyflavonoids, namely, oxyanin A (1), vitexicarpin (3), chrysosplenol E (4), flindulatin (5), 5-hydroxy-3,7,4'-trimethoxyflavone (6), and six quinolone alkaloids, waltheriones M-Q (2, 7, 8, 10, 11) and 5(R)-vanessine (9). Among these, compounds 2, 7, 8, 10, and 11 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, HSQC, HMBC, COSY, and NOESY NMR experiments and UV, IR, and HRESIMS. The absolute configurations of the compounds were established by ECD. The isolated constituents and 10 additional quinoline alkaloids previously isolated from the roots of the plant were evaluated for their in vitro antifungal activity against the human fungal pathogen Candida albicans, and 10 compounds (7, 9, 11-16, 18, 21) showed growth inhibitory activity on both planktonic cells and biofilms (MIC ≤ 32 μg/mL). Their spectrum of activity against other pathogenic Candida species and their cytotoxicity against human HeLa cells were also determined. In addition, the cytological effect of the antifungal isolated compounds on the ultrastructure of C. albicans was evaluated by transmission electron microscopy.
Keywords Alkaloids/chemistry/isolation & purification/pharmacologyAntifungal Agents/chemistry/isolation & purification/pharmacologyCandida albicans/drug effectsFlavonoids/chemistry/isolation & purification/pharmacologyHumansMicrobial Sensitivity TestsMicroscopyElectronTransmissionMolecular StructureNigerNuclear Magnetic ResonanceBiomolecularPlant ComponentsAerial/chemistryPlant Roots/chemistryQuinolines/chemistry/isolation & purification/pharmacologySterculiaceae/chemistry
PMID: 26848627
Full text
Article (Published version) (5.3 MB) - document accessible for UNIGE members only Limited access to UNIGE
Research group Phytochimie et produits naturels bioactifs
(ISO format)
CRETTON, Sylvian et al. Antifungal Quinoline Alkaloids from Waltheria indica. In: Journal of natural products, 2016, vol. 79, n° 2, p. 300-7. doi: 10.1021/acs.jnatprod.5b00896 https://archive-ouverte.unige.ch/unige:94977

343 hits

0 download


Deposited on : 2017-06-20

Export document
Format :
Citation style :