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Molecules 2018, 23(4), 851;

Isolation of Bioactive Compounds from Calicotome villosa Stems

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
ENSCR, CNRS, ISCR (Institut des Sciences Chimiques de Rennes)–UMR 6226, Univ Rennes, 35000 Rennes, France
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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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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