Next Article in Journal
Differences in the Moisture Capacity and Thermal Stability of Tremella fuciformis Polysaccharides Obtained by Various Drying Processes
Next Article in Special Issue
Discovery of Lipid Peroxidation Inhibitors from Bacopa Species Prioritized through Multivariate Data Analysis and Multi-Informative Molecular Networking
Previous Article in Journal
X-Ray Crystal Structures and Organogelator Properties of (R)-9-Hydroxystearic Acid
Previous Article in Special Issue
Terpene Derivatives as a Potential Agent against Antimicrobial Resistance (AMR) Pathogens
Open AccessArticle

Insights into the Phytochemistry of the Cuban Endemic Medicinal Plant Phyllanthus orbicularis: Fideloside, a Novel Bioactive 8-C-glycosyl 2,3-Dihydroflavonol

1
Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry, 06120 Halle (Saale), Germany
2
Department of Biochemical Sciences “A. Rossi Fanelli”, Sapienza University of Rome, 00185 Roma, Italy
3
Department of Plant Biology, Faculty of Biology, University of Havana, 10 200 La Habana, Cuba
4
Department of Chemistry and Technology of Drugs, Sapienza University of Rome, 00185 Roma, Italy
5
Department of Dermatology and Allergy, Charité, Universitätsmedizin Berlin, 10117 Berlin, Germany
6
German Rheumatism Research Centre, a Leibniz Institute, 10117 Berlin, Germany
*
Authors to whom correspondence should be addressed.
Academic Editor: Pinarosa Avato
Molecules 2019, 24(15), 2855; https://doi.org/10.3390/molecules24152855
Received: 5 July 2019 / Revised: 31 July 2019 / Accepted: 3 August 2019 / Published: 6 August 2019
(This article belongs to the Special Issue Natural Products and Drug Discovery)
Phyllanthus orbicularis (Phyllanthaceae) is an endemic evergreen tropical plant of Cuba that grows in the western part of the island and is used in traditional medicine as an infusion. The aqueous extract of this plant presents a wide range of pharmacological activitiessuch as antimutagenic, antioxidant and antiviral effects. Given the many beneficial effects and the great interest in the development of new pharmacological products from natural sources, the aim of this work was to investigate the phytochemistry of this species and to elucidate the structure of the main bioactive principles. Besides the presence of several known polyphenols, the major constituent was hitherto not described. The chemical structure of this compound, here named Fideloside, was elucidated by means of HR-ESIMS/MSn, 1D/2D NMR, FT-IR, and ECD as (2R,3R)-(−)-3’,4′,5,7-tetrahydroxydihydroflavonol-8-C-β-D-glucopyranoside. The compound, as well as the plant aqueous preparations, showed promising bioactive properties, i.e., anti-inflammatory capacity in human explanted monocytes, corroborating future pharmacological use for this new natural C-glycosyl flavanonol. View Full-Text
Keywords: Phyllanthus orbicularis; C-glycoside; flavonoid; natural products; traditional medicine; Cuba; Phyllanthus chamacristoides; chromatography; mass spectrometry; NMR; circular dichroism; stereochemistry; Fideloside; cytokines; anti-inflammatory activity Phyllanthus orbicularis; C-glycoside; flavonoid; natural products; traditional medicine; Cuba; Phyllanthus chamacristoides; chromatography; mass spectrometry; NMR; circular dichroism; stereochemistry; Fideloside; cytokines; anti-inflammatory activity
Show Figures

Figure 1

MDPI and ACS Style

Francioso, A.; Franke, K.; Villani, C.; Mosca, L.; D’Erme, M.; Frischbutter, S.; Brandt, W.; Sanchez-Lamar, A.; Wessjohann, L. Insights into the Phytochemistry of the Cuban Endemic Medicinal Plant Phyllanthus orbicularis: Fideloside, a Novel Bioactive 8-C-glycosyl 2,3-Dihydroflavonol. Molecules 2019, 24, 2855. https://doi.org/10.3390/molecules24152855

AMA Style

Francioso A, Franke K, Villani C, Mosca L, D’Erme M, Frischbutter S, Brandt W, Sanchez-Lamar A, Wessjohann L. Insights into the Phytochemistry of the Cuban Endemic Medicinal Plant Phyllanthus orbicularis: Fideloside, a Novel Bioactive 8-C-glycosyl 2,3-Dihydroflavonol. Molecules. 2019; 24(15):2855. https://doi.org/10.3390/molecules24152855

Chicago/Turabian Style

Francioso, Antonio; Franke, Katrin; Villani, Claudio; Mosca, Luciana; D’Erme, Maria; Frischbutter, Stefan; Brandt, Wolfgang; Sanchez-Lamar, Angel; Wessjohann, Ludger. 2019. "Insights into the Phytochemistry of the Cuban Endemic Medicinal Plant Phyllanthus orbicularis: Fideloside, a Novel Bioactive 8-C-glycosyl 2,3-Dihydroflavonol" Molecules 24, no. 15: 2855. https://doi.org/10.3390/molecules24152855

Find Other Styles
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Access Map by Country/Region

1
Search more from Scilit
 
Search
Back to TopTop