Evaluation of Cytotoxicity and Antifungal Activity of Friedelanes from Salacia elliptica Roots
- 21 September 2023
- journal article
- research article
- Published by Wiley in Chemistry & Biodiversity
- Vol. 20 (10) , e202301207
Abstract
Plants from Salacia genus are used in traditional medicine for a wide range of diseases. Previous studies reported bioactive pentacyclic triterpenoids from S. elliptica leaves and branches. In this study, the novel pentacyclic triterpenoid 7α,15α‐dihydroxyfriedelan‐3‐one (1) was obtained from the roots of Salacia elliptica, along with seven known compounds: friedelan‐3‐one (2), friedelan‐3β‐ol (3), friedelan‐1,3‐dione (4), friedelan‐3,15‐dione (5), 15α‐hydroxyfriedelan‐3‐one (6), 15α,26‐dihydroxyfriedelan‐3‐one (7), and 26‐hydroxyfriedelan‐3,15‐dione (8). Additionally, one steroid, spinasterol (9), was also identified. The chemical structures of all compounds were established through 1H and 13C‐NMR. Compound 1 was analysed by additional 2D experiments (HMBC, HSQC, COSY, and NOESY) for complete elucidation. Furthermore, the cytotoxicity of compounds 2, 3, 6, 7 and 8 against the A549 lung cancer cells model was evaluated. The flow cytometry analysis revealed a significant cytotoxic activity similar to that exhibited by the triterpenoid lupeol. Additionally, compounds 2, 3, 6, and 7 were tested for in vitro antifungal activity against Candida, Cryptococcus and Sporothrix strains. However, all compounds showed no activity at the tested concentrations.Keywords
This publication has 17 references indexed in Scilit:
- Synthesis, molecular modeling studies and evaluation of antifungal activity of a novel series of thiazole derivativesEuropean Journal of Medicinal Chemistry, 2018
- Maytenus distichophylla and Salacia crassifolia : source of products with potential acetylcholinesterase inhibitionRevista Brasileira de Farmacognosia, 2017
- Synthesis and in vitro antitumour activities of lupeol derivativesNatural Product Research, 2017
- Triterpenes in cancer: significance and their influenceMolecular Biology Reports, 2016
- New Triterpenes from Maytenus robusta: Structural Elucidation Based on NMR Experimental Data and Theoretical CalculationsMolecules, 2012
- Chemical constituents of Salacia elliptica (Celastraceae)Química Nova, 2010
- A new sterol glycoside fromSecuridaca inappendiculataJournal of Asian Natural Products Research, 2005
- Structures of New Friedelane-Type Triterpenes and Eudesmane-Type Sesquiterpene and Aldose Reductase Inhibitors from Salacia chinensisJournal of Natural Products, 2003
- Structures of New Friedelane- and Norfriedelane-Type Triterpenes and Polyacylated Eudesmane-Type Sesquiterpene from Salacia chinensis LINN. (S. prinoides DC., Hippocrateaceae) and Radical Scavenging Activities of Principal ConstituentsChemical and Pharmaceutical Bulletin, 2003
- Friedeland Triterpenoids from Peritassa compta: Complete 1H and 13C Assignments by 2D nmr SpectroscopyJournal of Natural Products, 1992