Exploring Hornstedtia scyphifera: an extensive multimethod phytochemical investigation reveals the chemical composition and bioactive potential
Open Access
- 15 January 2025
- journal article
- research article
- Published by Springer Nature in Discover Plants
- Vol. 2 (1) , 1-26
Abstract
Hornstedtia scyphifera (J.Koenig) Steud. represents a lesser-known member of the ginger family (Zingiberaceae) that is used in Malaysia as spice and traditional medicine. The phytochemical investigation of leaves from this species utilizing diverse analytical methods has provided comprehensive insights into its chemical profile for the first time. Headspace gas chromatography-mass spectrometry (HS-GCMS) and GCMS analyses of essential oil and nonpolar extracts verified α-pinene, camphene, p-cymene, and camphor as main volatile compounds. Metabolite profiling of the crude extract by ultra-high-performance-liquid chromatography-high resolution mass spectrometry (UHPLC-HRMS) unveiled terpenoids, flavonoids and other phenolics as major compound classes. Isolation and follow-up structure elucidation, involving 1D and 2D NMR, HRMS, UV and CD analysis, yielded two new sesquiterpenoids, (1R,5S,6S,7R,10R)-mustak-14-oic acid (1) and (1R,6S,7S,10R)-6-hydroxy-anhuienosol (2), along with 24 known compounds (seven terpenoids, seven flavonoids, ten phenolics), 21 of these never reported for H. scyphifera. Additionally, the crude extract and fractions from the purification process were screened for antibacterial and antifungal activity. This is supplemented by an extensive literature research for described bioactivities of all isolated compounds. Our results support and explain previously detected antimicrobial, antifungal and neuroprotective effects of H. scyphifera extracts and provide evidence for its potential pharmacological importance.Keywords
Funding Information
- EFRE and state Saxony-Anhalt (ZS/2018/11/95581, ZS/2018/11/95581)
- Deutsche Bundesstiftung Umwelt
- Deutscher Akademischer Austauschdienst (57299294, ST34)
- Bundesministerium für Forschung, Technologie und Raumfahrt (16GW0120K)
This publication has 183 references indexed in Scilit:
- Bioassay‐Guided Fractionation, Chemical Compositions and Antibacterial Activity of Extracts from Rhizomes of Globba schomburgkii Hook.f.Chemistry & Biodiversity, 2020
- Syringaldehyde as a scaffold for the synthesis of some biologically potent heterocyclesJournal of Heterocyclic Chemistry, 2020
- Signals of diagnostic ions in the product ion spectra of [M − H] − ions of methoxylated flavonoidsRapid Communications in Mass Spectrometry, 2018
- Software update: the ORCA program system, version 4.0WIREs Computational Molecular Science, 2017
- Negative ion electrospray high‐resolution tandem mass spectrometry of polyphenolsJournal of Mass Spectrometry, 2015
- General Method for the Synthesis of Salicylic Acids from Phenols through Palladium‐Catalyzed Silanol‐Directed C-H CarboxylationAngewandte Chemie International Edition, 2015
- Development and validation of two methods based on high‐performance liquid chromatography‐tandem mass spectrometry for determining 1,2‐benzopyrone, dihydrocoumarin, o‐coumaric acid, syringaldehyde and kaurenoic acid in guaco extracts and pharmaceutical preparationsJournal of Separation Science, 2011
- Mass spectrometry in the structural analysis of flavonoidsJournal of Mass Spectrometry, 2004
- Collision‐induced fragmentation of deprotonated methoxylated flavonoids, obtained by electrospray ionization mass spectrometryJournal of Mass Spectrometry, 2001
- The NMR spectra and conformations of cyclic compounds-V: Proton couplings and chemical shifts in bridged cyclobutanesMagnetic Resonance in Chemistry, 1972