Diverse Glycosides from Gardenia latifolia with Antiviral Activity and Chemosystematic Significance
Mohamed S.M. Ross S.A. Ahmed M.A.M.
December 2022Springer Science and Business Media Deutschland GmbH
Revista Brasileira de Farmacognosia
2022#32Issue 61038 - 1041 pp.
Several influenza pandemics have impacted our life, each with variable prevalence and severity. In a search for natural antivirals, further phytochemical investigation of Gardenia latifolia Aiton, Rubiaceae, was conducted. As a result, five structurally diverse glycosides were isolated, offering valuable chemotaxonomic data. Using the crystal violet technique, three isolates, canthoside C, (6R,7S,8S)-7α-[(β-d-glucopyranosyl) oxy] lyoniresinol, and ecdysanrosin A, were evaluated for their anti-influenza A (H1N1) activities. Based on previously reported anti-inflammatory activity of the guaiane class, we investigated the inhibitory effect of (1R,7R,8S,10R)-7,8,11-trihydroxy-guai-4-ene-3-one 8-O-β-d-glucopyranoside, a rare guaiane sesquiterpene glucoside, on inducible nitric oxide (NO) production by Griess assay. Regarding antiviral assay, canthoside C was the most active. It considerably inhibited H1N1 infectivity at an IC50 value of 10.93 µg/ml, showing a selectivity index (SI) of 12.88, compared with acyclovir as a standard. Besides, ecdysanrosin A displayed a moderate selective antiviral activity with an IC50 value of 28.03 µg/ml. Considering their low cytotoxicity on the host cells, canthoside C and ecdysanrosin A have additional merit as potential antiviral agents. Despite the claimed anti-inflammatory activity of guaianes, (1R,7R,8S,10R)-7,8,11-trihydroxy-guai-4-ene-3-one 8-O-β-d-glucopyranoside showed a limited anti-inflammatory activity. [Figure not available: see fulltext.]
Chromatographic separation , Cytopathic effect inhibition , Madin-Darby canine kidney cells , Phenolic diglycosides , RAW 264.7 macrophages , Spectral analysis
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Department of Pharmacognosy, Faculty of Pharmacy, Assiut University, Assiut, 71526, Egypt
National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, School of Pharmacy, The University of Mississippi, 38677, MS, United States
Division of Pharmacognosy, Department of BioMolecular Sciences, School of Pharmacy, University of Mississippi, 38677, MS, United States
Asfendiyarov Kazakh National Medical University, Almaty, Kazakhstan
Department of Pharmacognosy
National Center for Natural Products Research
Division of Pharmacognosy
Asfendiyarov Kazakh National Medical University
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