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Molecules 2018, 23(4), 851; https://doi.org/10.3390/molecules23040851

Isolation of Bioactive Compounds from Calicotome villosa Stems

1
AZM Centre for Research in Biotechnology and Its Applications, Laboratory of Applied Biotechnology for Biomolecules, Biotherapy and Bioprocess, Lebanese University, El Mitein Street, Tripoli, Lebanon
2
ENSCR, CNRS, ISCR (Institut des Sciences Chimiques de Rennes)–UMR 6226, Univ Rennes, 35000 Rennes, France
3
Faculty of Public Health, Rafic Hariri Campus, Lebanese University, Hadath, Beyrouth, Lebanon
*
Authors to whom correspondence should be addressed.
Received: 9 March 2018 / Revised: 3 April 2018 / Accepted: 4 April 2018 / Published: 8 April 2018
(This article belongs to the Section Natural Products Chemistry)
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Abstract

A phenylethanoid, two steroids, a flavone glucoside and a chalcone have been isolated for the first time from the stems of Calicotome villosa together with a previously isolated flavone glucoside. Their structures were determined by spectroscopic analyses (NMR, HRMS) as basalethanoïd B (1), β-sitosterol and stigmasterol (2), chrysine-7-O-β-d-glucopyranoside (3), chrysine 7-((6′′-O-acetyl)-O-β-d-glucopyranoside) (4) and calythropsin (5). The crude extracts and the isolated compounds (except 4), were evaluated for their antioxidant, antimicrobial (against two Gram-positive bacterial strains: Staphylococcus aureus, Bacillus cereus, four Gram-negative bacterial strains: Staphylococcus epidermidis, Klebsiella pneumonia, Acinetobacter baumanii, and three yeasts: Candida albicans, Candida tropicalis, and Candida glabrata), hemolytic, antidiabetic, anti-inflammatory and cytotoxic activity. The crude extracts showed good ability to scavenge the free radical DPPH. Methanol stem extract followed by the dichloromethane stem extract showed moderate antimicrobial potency; furthermore, at 1 mg/mL the methanol extract showed an inhibition of C. albicans growth comparable to nystatin. Dichloromethane, methanol, and aqueous extracts inhibited 98%, 90%, and 80% of HeLa cell proliferation at 2 mg/mL respectively. Weak hypoglycemic and hemolytic effects were exhibited by the crude extracts. Among all the tested compounds, compound 3 showed remarkable hypoglycemic potential (93% at 0.1 mg/mL) followed by compound 5 (90% at 0.3 mg/mL). Compound 5 was the most effective in the DPPH. scavenging assay (100% at 0.1 mg/mL) and cytotoxic assay on HeLa cells (99% and 90% after 24 and 48 h of treatment at 0.1 mg/mL, respectively). No anti-inflammatory effects were displayed by any of the crude extracts or the isolated compounds at any of the tested concentrations. View Full-Text
Keywords: Calicotome villosa; basalethanoïd B; chrysine-7-O-β-d-glucopyranoside; calythropsin; antibacterial; antidiabetic; cytotoxicity; HeLa Calicotome villosa; basalethanoïd B; chrysine-7-O-β-d-glucopyranoside; calythropsin; antibacterial; antidiabetic; cytotoxicity; HeLa
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Alhage, J.; Elbitar, H.; Taha, S.; Guegan, J.-P.; Dassouki, Z.; Vives, T.; Benvegnu, T. Isolation of Bioactive Compounds from Calicotome villosa Stems. Molecules 2018, 23, 851.

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