Phytosterol Glycosides from Olax subscorpioidea Oliv. Exhibit Cytotoxic Effects in In Vitro and In Silico Studies

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61389030%3A_____%2F25%3A00638620" target="_blank" >RIV/61389030:_____/25:00638620 - isvavai.cz</a>

Result on the web

<a href="https://doi.org/10.34172/PS.025.40914" target="_blank" >https://doi.org/10.34172/PS.025.40914</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.34172/PS.025.40914" target="_blank" >10.34172/PS.025.40914</a>

Result language

angličtina

Original language name

Phytosterol Glycosides from Olax subscorpioidea Oliv. Exhibit Cytotoxic Effects in In Vitro and In Silico Studies

Original language description

Background: Olax subscorpioidea is traditionally used to treat arthritis, cancer, diabetes, neurodegenerative disorders, and oxidative stress. This study carried out chromatographic isolation, cytotoxicity, and molecular docking studies of bioactive compounds from O. subscorpioidea. Methods: The root of O. subscorpioidea was extracted with methanol using the Soxhlet extraction method. The extract was partitioned into n-hexane, dichloromethane (DCM), and methanol/ water. The DCM fraction was subjected to column chromatography. Bioactive compounds were isolated and their chemical structures were established by one-dimensional (1D) and twodimensional (2D) nuclear magnetic resonance (NMR) spectroscopy, and by comparing their NMR data with those previously reported in the literature. 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazolium bromide (MTT) assay was used to evaluate the cytotoxic activity of these compounds against three human cancer cell lines: breast (MCF-7), cervical (HeLa), and colorectal (Caco-2) cell lines. Molecular docking was used to gain insights into the favourable binding conformations and energies of the compounds when interacting with ten selected cancer-related protein targets. Results: The phytochemical investigation of the extract of O. subscorpioidea afforded two sterol glycosides, stigmast-5,22-dien-3-O-fl-D-glucoside (1a) and sitosterol-3-O-fl-D-glucoside (1b), as a mixture. The compounds were found to be active against HeLa (IC50: 37.0 +/- 4.51 mu g/mL) and MCF-7 (137.07 +/- 19.43 mu g/mL) cell lines. The compounds showed strong interactions with the colchicine-binding site on the fl-subunit of tubulin protein, epidermal growth factor receptor kinase domain, poly(ADP-ribose) polymerase-1, and 17fl-hydroxysteroid dehydrogenase type 1 (binding energies:10.3 and-10.0 kcal/mol-9.3 and-9.3 kcal/mol-9.2 and-9.2 kcal/ mol and-9.3 and-9.1 kcal/mol, respectively). Stigmast-5,22-dien-3-O-fl-D-glucoside was consistently ranked higher in some of the proteins tested. The compounds stabilised in the binding sites of the proteins via hydrogen bonds and hydrophobic interactions. Conclusion: To the best of our knowledge, this is the first report on the isolation of these compounds from this plant. The cytotoxic effects of O. subscorpioidea root extract could be partly attributed to stigmast-5,22-dien-3-O-fl-D-glucoside and sitosterol-3-O-fl-D-glucoside.

Czech name

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Czech description

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Type

J_imp - Article in a specialist periodical, which is included in the Web of Science database

CEP classification

—

OECD FORD branch

30104 - Pharmacology and pharmacy

Project

<a href="/en/project/GA23-05389S" target="_blank" >GA23-05389S: Novel CB2 and BChE modulators against Parkinson's disease and related pathologies</a><br>

Continuities

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2025

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Pharmaceutical Sciences

ISSN

1735-403X

e-ISSN

2383-2886

Volume of the periodical

31

Issue of the periodical within the volume

3

Country of publishing house

IR - IRAN, ISLAMIC REPUBLIC OF

Number of pages

10

Pages from-to

294-303

UT code for WoS article

001531298600008

EID of the result in the Scopus database

2-s2.0-105014616860