Chromatographic separation of 10 triterpenoids (alpha-amyrin, beta-amyrin, delta-amyrin, lupeol, lupenon, lupeol acetate, cycloartenol, cycloartenol acetate, ursolic acid, oleanolic acid) and 2 sterols (stigmasterol and beta-sitosterol) was studied. The chromatographic techniques included silica gel and reversed-phase (C18 RP) thin-layer chromatography (TLC) and C18 RP high-performance liquid chromatography (HPLC) using UV and mass spectrometric (MS) detection with atmospheric pressure chemical ionization (APCI). The TLC separation of the isomeric triterpenols lupeol, alpha-amyrin, beta-amyrin and cycloartenol was achieved for the first time using C18 RP-HPTLC plates. Cycloartenol could be separated from related compounds only on C18 RP-TLC but not on the C18 RP-HPLC. delta-Amyrin isolated from the tomato fruit surface extract could be separated from other amyrins only by HPLC. Tandem mass spectrometry allowed discrimination between the isomers lupeol, alpha-amyrin, beta-amyrin, delta-amyrin, cycloartenol and between lupeol acetate and cycloartenol acetate. The combination of 3 TLC methods and 2 HPLC methods enables qualitative determination of all 12 compounds and proves to be useful for the analysis of plant extracts. It is recommended that TLC screening on silica gel and C18 RP be performed before HPLC analysis.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1016/j.chroma.2009.07.038 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Chemical constituents and antibacterial activities of Cameroonian dark brown propolis against potential biofilm-forming bacteria.
Nat Prod Res
December 2024
Department of General, Organic and Biomedical Chemistry, Faculty of Medicine and Pharmacy, University of Mons, NMR and Molecular Imaging Laboratory, Mons, Belgium.
Propolis is a resinous material collected by different bee species from various plant exudates and used to seal holes in honeycombs, smoothen the internal walls, embalm intruders, improve health and prevent diseases. From its -hexane extract, eight compounds were isolated and characterised as: mangiferonic acid (); 1-hydroxymangiferonic acid (), new natural product; mangiferolic acid(); 27-hydroxymangiferolic acid (), reported here for the first time as propolis constituent; 27-hydroxymangiferonic acid (); -amyrin (); -amyrin () and lupeol (). The chemical structures of the isolated compounds were elucidated using spectroscopic methods, such as 1D and 2D-NMR, mass spectrometry and comparison with previous published reports.
View Article and Find Full Text PDFFirst-time report on compound isolation from two species: vegetable-derived bioactive metabolites and their medicinal potential.
Front Pharmacol
December 2024
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Dhaka, Dhaka, Bangladesh.
Background: Schott and Hook.f. are two commonly found vegetable species of the genus , found mainly in the Asian region.
View Article and Find Full Text PDFDiscovery and Functional Identification of 2,3-Oxidosqualene Cyclases and Cytochrome P450s in Triterpenoid Metabolic Pathways of .
J Agric Food Chem
December 2024
Guangdong Engineering Research Center of Biosynthesis and Metabolism of Effective Components of Chinese Medicine, International Institute for Translational Chinese Medicine, School of Pharmaceutical Sciences, Guangzhou University of Chinese Medicine, Guangzhou 510006, P. R. China.
Article Synopsis
- * The study identified key enzyme genes involved in the triterpenoid metabolic pathways using transcriptome sequencing and synthetic biology, particularly focusing on two 2,3-oxidosqualene cyclases and two cytochrome P450s.
- * Researchers successfully reconstructed the biosynthetic pathway for ursane and oleanane-type triterpenoids in a yeast host, detailing the enzymatic reactions necessary for producing important compounds like ursolic acid and oleanolic acid.
Development of hydro-distillation extraction and macroporous resin enrichment method for GC-MS chemical profiling of volatile components in the dried root of Fisch.
Nat Prod Res
October 2024
College of Pharmaceutical Science, Soochow University, Suzhou, P.R. China.
The dried root of Fisch. has an intensive flavour, which suggests the presence of volatile compounds. Thus, this study aimed to develop an effective extraction method for GC-MS profiling of volatile compounds of .
View Article and Find Full Text PDFIn Vitro and In Silico Studies of the Biological Activities of Some Secondary Metabolites Belonging to Ficus sur Forssk (Moraceae): Towards Optimization of Wighteone Metabolite.
Chem Biodivers
September 2024
Department of Chemistry, Faculty of Science, University of Douala, P.O. Box 24157, Douala, Cameroon.
Based on ethnomedicinal and chemotaxonomic records of Ficus plants, Ficus sur Forssk was studied in the search for bioactive compounds. Eleven known compounds including mixture α -amyrin acetate and β -amyrin acetate (1 and 2), lupeol (3), 3β-acetoxy-olean-12-en-11-one (4), lupenyl acetate (5), taraxastan-3,20-diol (6), 3'- (3-methylbut-2-enyl) biochanin A (7), derrone (8), quercetin (9), stigmasterol (10), and stigmasterol glycoside (11) were isolated from stem barks of Ficus sur Forssk. Their structures were obtained through analysis of spectroscopic data 1D and 2D NMR), mass spectrometry, and by comparison of these data with the literature.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!