Five new coumarins, including three phenypropaninized coumarins edgegardnerols A-C (1-3), two bicoumarins edgegardnerols D and E (4 and 5), along with eight known analogues, were isolated and identified from the dried buds of E. gardneri. Their structures were elucidated by comprehensive analysis of their NMR, IR, UV, HR-ESI-MS, and ECD data.
View Article and Find Full Text PDFPsoriasis, an immune-mediated inflammatory skin disorder, seriously affects the quality of life of nearly four percent of the world population. L. is the monarch constituent of Chinese ZeQi powder preparation for psoriasis, so it is necessary to illustrate its active ingredients.
View Article and Find Full Text PDFBackground: Gallbladder cancer (GBC) poses a significant risk to human health. Its development is influenced by numerous factors, particularly the homeostasis of reactive oxygen species (ROS) within cells. This homeostasis is crucial for tumor cell survival, and abnormal regulation of ROS is associated with the occurrence and progression of many cancers.
View Article and Find Full Text PDFOligomycins are potent antifungal and antitumor agents. Mass spectrometry (MS)- and nuclear magnetic resonance (NMR)-based metabolomic fingerprinting analysis of marine-derived actinomycetes in our in-house library provided an oligomycin-producing strain, sp. FXY-T5.
View Article and Find Full Text PDFFive new biflavonoids, diphybiflavonoids A - E (1-5), were isolated from the roots and rhizomes of Diphylleia sinensis. Their structures were elucidated by extensive spectroscopic data, including UV, IR, HR-ESI-MS and 2D NMR. Their absolute configurations were determined by ECD spectra.
View Article and Find Full Text PDFA total of nine new phenolic amides (-), including four pairs of enantiomeric mixtures (- and ), along with ten known analogues (-) were identified from the fruits of using bioassay-guided chromatographic fractionation. Their structures were elucidated by comprehensive spectroscopic and spectrometric analyses, chiral HPLC analyses, and quantum NMR, and electronic circular dichroism calculations. Compounds - are the first example of feruloyl tyramine dimers fused through a cyclobutane ring.
View Article and Find Full Text PDFNine pyrrole alkaloid derivatives, including four new ones (1-4), were isolated from the wild mushroom for the first time. Their chemical structures were determined using UV-Vis spectroscopy, IR spectroscopy, MS, NMR spectroscopy, and single-crystal X-ray diffraction techniques. Compound 1, a previously unreported bicylo-pyrrole aldehyde homologue, was found to be a major component, approximately 8.
View Article and Find Full Text PDFTen alkaloids(1-10) were isolated from the ethyl acetate extract of the fruit of Lycium chinense var. potaninii by silica gel, ODS, and preparative high performance liquid chromatography(HPLC), and identified by NMR and MS as methyl(2S)-[2-formyl-5-(hydroxymethyl)-1H-pyrrol-1-yl]-3-(phenyl)propanoate(1), methyl(2R)-[2-formyl-5-(methoxymethyl)-1H-pyrrol-1-yl]-3-(phenyl)propanoate(2), 3-hydroxy-4-ethyl ketone pyridine(3), indolyl-3-carbaldehyde(4),(R)-4-isobutyl-3-oxo-3,4-dihydro-1H-pyrrolo[2,1-c][1,4]oxazine-6-carbaldehyde(5),(R)-4-isopropyl-3-oxo-3,4-dihydro-1H-pyrrolo[2,1-c][1,4]oxazine-6-car-baldehyde(6), methyl(2R)-[2-formyl-5-(methoxymethyl)-1H-pyrrol-1-yl]-3-(4-hydroxyphenyl)propanoate(7), dimethyl(2R)-[2-formyl-5-(methoxymethyl)-1H-pyrrol-1-yl]butanedioate(8), 4-[formyl-5-(methoxymethyl)-1H-pyrrol-1-yl]butanoate(9), 4-[2-formyl-5-(methoxymethyl)-1H-pyrrol-1-yl]butanoic acid(10). All the compounds were isolated from the plant for the first time.
View Article and Find Full Text PDFTwo previously undescribed flavonoid thioglucosides lepidiumflavonosides A and B () and two known megastigmane compounds (7,9)-9-hydroxy-5,7-megastigmadien-4-one 9-O--D-glucopyranoside () and (9)-4-oxo--inol -D-glucopyranoside () were isolated from the water extract of the seeds of Willd. The structural elucidation of isolated compounds was unambiguously determined based on extensive 1D and 2D NMR spectroscopic analyses. All compounds were evaluated for their estrogen-like effects on MCF-7 cells in .
View Article and Find Full Text PDFFront Microbiol
February 2023
Seven new compounds, including three isocoumarins (-), three pyrrolidinone derivatives (-), and one pentaene diacid (), together with 13 known compounds, were isolated from the rice culture of the endophytic fungus F25. Their structures and stereochemistry were established using HRESIMS, NMR, electronic circular dichroism (ECD) calculations, and single-crystal X-ray diffraction. The possible biosynthetic pathways for compounds and - were proposed.
View Article and Find Full Text PDFMass spectrometry (MS)-based metabolic profiling of the endophytic fungus F5 guided the isolation of five novel cytochalasans, chamisides B-F (), and two known ones, chaetoconvosins C and D ( and ). Their structures including stereochemistry were unambiguously determined by MS, nuclear magnetic resonance, and single-crystal X-ray diffraction analyses. Compounds share a new 5/6/5/5/7-fused pentacyclic skeleton in cytochalasans and are appropriately proposed to be the key biosynthetic precursors of co-isolated cytochalasans with a 6/6/5/7/5, 6/6/5/5/7, or 6/6/5 ring system.
View Article and Find Full Text PDFSix new flavonols, including four glucosylated flavonols (dysosmaflavonoid A-D), one phenylpropanoid-substituted flavonol (dysosmaflavonoid E), and one phenyl-substituted flavonol (dysosmaflavonoid F), together with five known analogues, were isolated from the roots and rhizomes of Dysosma versipellis. Their structures were elucidated by comprehensive analysis of their NMR, IR, UV, HRESIMS, and HPLC data. The antioxidant activities of all isolated compounds were examined by 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assay.
View Article and Find Full Text PDFFive pairs of new biflavonoid enantiomers, (±)-dysosmabiflavonoids A-E (1-5), two new biflavonoids, dysosmabiflavonoids F-G (6-7), and four biosynthetically related precursors (8-11) were isolated from the roots and rhizomes of . Their structures were elucidated by extensive spectroscopic analysis, including HR-ESI-MS and 2D NMR. Their absolute configurations were determined by comparison of the calculated and experimental ECD spectra.
View Article and Find Full Text PDFChemical investigation on the aerial part of Achillea alpina L. led to the isolation of twenty sesquiterpenoids. The structures of the undescribed achigermalides A-H were determined by extensive spectroscopic analysis, including NMR, HRESIMS, UV and IR, and their absolute configurations were established by computational electronic circular dichroism (ECD) method.
View Article and Find Full Text PDFTwo new monoterpene indole alkaloid glycosides nutanoside A-B (1-2), two new phenolic glycoside esters nutanester A-B (6-7), together with five known compounds (3-5, 8-9) were isolated from the ethanol extract of Siebold & Zuccarini. Their structures were established on the basis of extensive spectroscopic analysis and TDDFT/ECD calculations. Compounds 1 and 2 are two rare monoterpene indole alkaloids with the glucosyl moiety located at C-12 and represent the first two examples of enantiomer of ajmaline type monoterpene indole alkaloids.
View Article and Find Full Text PDFFourteen new polyhydroxylated pregnane glycosides, cissasteroid A-N (1-14), and five known analogues (15-19), were isolated from the dried whole plant of var. . Their structures and stereochemistry were elucidated by extensive spectroscopic data, chemical hydrolysis, and ECD measurements.
View Article and Find Full Text PDFOne new 6a,11a-dehydropterocarpan derivative, 6--methyl-anhydrotuberosin (), one new 6a-hydroxypterocarpan, (6a,11a,11b)-hydroxytuberosone (), and seven known compounds including two 6a,11a-dehydropterocarpans ( and ), two coumestans ( and ), one isoflavonoid () and two other phenolic compounds ( and ) were isolated from the roots of . The structures of the isolated compounds were elucidated with spectroscopic and spectrometric methods (1 D and 2DNMR, HRESIMS). Compounds - showed potent LSD1 inhibitory activities with IC values ranging from 1.
View Article and Find Full Text PDFThree tetrahydroquinoline alkaloids, lycibarbarines A-C (-), possessing a unique tetracyclic tetrahydroquinoline-oxazine-ketohexoside fused motif, were isolated from the fruits of . Their structures were determined by spectroscopic analysis and quantum-chemical calculations. Compounds and exhibited neuroprotective activity when evaluated for corticosterone-induced injury by reducing the apoptosis of PC12 cells through the inhibition of caspase-3 and caspase-9.
View Article and Find Full Text PDFInvestigation into the chemical diversity of Batal led to the discovery of three new (-) and one known () iridoid glycosides. Their structures were established through spectroscopic methods including 1 D and 2 D NMR experiments and HRESIMS analysis. Inhibitory effects of - on nitric oxide production were investigated in lipopolysaccaride (LPS)-mediated RAW 264.
View Article and Find Full Text PDFABSTACTA chemical investigation of the whole plant of traditional Chinese medicine, L., led to the discovery of six guaianolide-type sesquiterpenoids with a 1,10-splited skeleton. The structure of the new compound was established by extensive analysis of UV, IR, MS, NMR and ECD data.
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