Phytochemical investigation of the roots of Valeriana officinalis var. latifolia resulted in the isolation and characterization of six new acylated iridoids, (5S,7S,8S,9S)-7-hydroxy-8-isovaleroyloxy-Δ⁴,¹¹-dihyronepetalactone (1), (5S,7S,8S,9S)-7-hydroxy-10-isovaleroyloxy-Δ⁴,¹¹-dihyronepetalactone (2), (5S,8S,9S)-10-isovaleroyloxy-Δ⁴,¹¹-dihyronepetalactone (3), (5S,6S,8S,9R)-6-isovaleroyloxy-Δ⁴,¹¹-1,3-diol (4), (5S,6S,8S,9R)-1,3-isovaleroxy-Δ4,11-1,3-diol (5), and (5S,6S,8S,9R)-3-isovaleroxy-6-isovaleroyloxy-Δ⁴,¹¹-1,3-diol (6). Their structures were determined mainly by 1D and 2D NMR spectroscopic techniques. We also report herein for the first time the single crystal X-ray structure of compound 1. In addition, the cytotoxic activities of compounds 1-6 were evaluated against A549 (human lung adenocarcinoma), HCT116 (human colon carcinoma), SK-BR-3 (human breast carcinoma), and HepG2 (human hepatoma) cell lines. Compound 6 showed weak cell growth inhibition of A549, HCT116, SK-BR-3, and HepG2 cells.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1055/s-0032-1315214 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
The genomic and enzymatic basis for iridoid biosynthesis in cat thyme (Teucrium marum).
Plant J
June 2024
Centre for Novel Agricultural Products, Department of Biology, University of York, York, YO10 5DD, UK.
Iridoids are non-canonical monoterpenoids produced by both insects and plants. An example is the cat-attracting and insect-repelling volatile iridoid nepetalactone, produced by Nepeta sp. (catmint) and aphids.
View Article and Find Full Text PDFA new acylated triterpene glycoside and cytotoxic constituents from (Wall. ex DC.) Seem.
Nat Prod Res
January 2024
Department of Chemistry, Faculty of Science, Silpakorn University, Nakhon Pathom, Thailand.
In this study, a new acylated triterpene glycoside, 3--stearoyl-28-[2'-stearoyl--l-arabinopyranosyl]-olean-12-en-28-oic acid (), was isolated from the flowers of . In addition to this compound, eleven known compounds were also isolated, including a related pentacyclic triterpenoid: ursolic acid (), two cycloartane triterpenoids: 24-methylenecycloartanol () and 24-methylenecycloartane-3,28-diol (), three cyclohexylethane derivatives: (-)-rengyolone (), (-)-cleroindicin C () and (-)-cleroindicin D (), an iridoid: 6---feruloyl catalpol (), two phenylethanoid glycosides: salidroside () and verbascoside (), and two steroids: -sitosterol () and -sitosterol-3---d-glucopyranoside (). The chemical structures of these compounds were determined by analysing their HRMS and NMR spectroscopic data.
View Article and Find Full Text PDFRegioselective O-acetylation of various glucosides catalyzed by Escherichia coli maltose O-acetyltransferase.
Appl Microbiol Biotechnol
December 2023
CAS Key Laboratory of Environmental and Applied Microbiology, Environmental Microbiology Key Laboratory of Sichuan Province, Center for Natural Products Research, Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu, 610041, China.
Escherichia coli, a well-known prokaryotic organism, has been widely employed as a versatile host for heterologous overexpression of proteins/biocatalysts and the production of pharmaceutically important intermediates/small molecules. However, some E. coli endogenous enzymes showing substrate promiscuity may disturb the heterologous metabolic flux, which will result in the reduction of substrates, intermediates, and target products.
View Article and Find Full Text PDFAcylated iridoid glucoside and xanthones from Canscora lucidissima: Their structures and ferroptosis inhibitory activity.
Fitoterapia
July 2023
Graduate School of Pharmaceutical Sciences, Tokushima University, Tokushima 770-8505, Japan.
Phytochemical study on the whole plants of a Gentianaceous medicinal plant, Canscora lucidissima, gave one new acylated iridoid glucoside, canscorin A (1), and two new xanthone glycosides (2 and 3) together with 17 known compounds including five xanthones, eight xanthone glycosides, two benzophenone glucosides, caffeic acid, and loganic acid. Canscorin A (1) was assigned as a loganic acid derivative having a hydroxyterephthalic acid moiety by spectroscopic analysis together with chemical evidence, while 2 and 3 were elucidated to be a rutinosylxanthone and a glucosylxanthone, respectively. The absolute configurations of the sugar moieties of 2 and 3 were determined by HPLC analysis.
View Article and Find Full Text PDFMetabolomics Analysis of Different Tissues of Thunb. Based on Liquid Chromatography with Mass Spectrometry.
Metabolites
January 2023
Key Laboratory for Applied Technology of Sophisticated Analytical Instruments of Shandong Province, Shandong Analysis and Test Center, Qilu University of Technology, Shandong Academy of Sciences, Jinan 250014, China.
Thunb. (LJT) has been widely used as medicines or food additives in Asian countries for thousands of years. The flower buds are often medicinally used, and the other tissues are ignored.
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!