One novel compound, (R)-3, 6-diethoxy-4-hydroxycyclohex-3-en-1-one (1) and thirteen known compounds were isolated from the waste tobacco leaves. The structures of two compounds (1-2) were confirmed and attributed firstly by the extensive spectroscopic data, including 1D/2D NMR, IR, HR-ESI-MS, CD, and ECD spectra. Notably, seven compounds (2, 3, 9, 10, 11, 12, and 13) exhibited better tyrosinase inhibitory activity than the positive control kojic acid.
View Article and Find Full Text PDFTo identify the active constituents with α-glucosidase inhibitory activities in Sabia parviflora, three new compounds, namely, sabiaparviflora A-C (1, 2 and 8), and seven known compounds were isolated from the plant by repeated column chromatography. The structures of the new compounds were identified by extensive application of spectroscopic methods, including H NMR, C NMR, IR and HR-ESI-MS. All compounds, except for compounds 3-5, 9 and 10 were isolated for the first time from S.
View Article and Find Full Text PDFFour new pentacyclic triterpenoids named Sabiadiscolor A-D ( and -) together with eleven known ones were isolated by repeated column chromatography. Their structures were identified and characterized by NMR and MS spectral data as 6 oleanane-type pentacyclic triterpenoids (-), 7 ursane-type ones (-), and 2 lupanane-type ones (-). Except for compound , all other compounds were isolated from Dunn for the first time.
View Article and Find Full Text PDFTo scientifically clarify the hepatoprotective constituents of Fructus Schizandrae chinensis, eleven batches samples of total dibenzocyclooctadiene lignans (TDL) from were prepared by using the optimum extraction technique. Characteristic high-performance liquid chromatography (HPLC) chromatograms were obtained through HPLC analysis technology, and the hepatoprotective effects of the eleven batches of TDL were evaluated by MTT assay. Based on the chemical and biological activity results, the spectrum-effect relationship between the characteristic HPLC fingerprints and the hepatoprotective effect of TDL was established using Minitab 16.
View Article and Find Full Text PDFThe regioselective demethoxylation and dehalogenation of dihalogenated dibenzocyclooctadiene lignans derivatives were realized in a one-step reaction with excellent yields in the sodium and t-butanol reaction system.
View Article and Find Full Text PDFBioorg Med Chem Lett
April 2016
The antifungal activities of eleven C21-steroidal compounds isolated from Cynanchum wilfordii, together with thirty-six derivatives of caudatin and qingyangshengenin were evaluated on Sclerotinia sclerotiorum and other five fungal strains by the mycelium growth rate method. Four derivatives 1k, 1y, 10d, and 10j exhibited much stronger inhibitions on growth of S. sclerotiorum with IC50 values of 0.
View Article and Find Full Text PDFSchisanhenol (Sol) was isolated from Schisandra rubriflora, and a series of derivatives (1-16, 15a-16a, and 15b-16b) were designed and prepared by chemical modification. The curative and protective effects of these dibenzocyclooctadiene lignan analogues against tobacco mosaic virus (TMV) were evaluated. Most analogues exhibited stronger protective effects than the positive control ningnanmycin.
View Article and Find Full Text PDFTo investigate their cytotoxicity, seventeen C21-steroidal pregnane sapogenins 1-17 were isolated from the hydrolytic extracts of the roots of Cynanchum wilfordii. Among them, sapogenins 1-7 are new compounds, whose structures were determined by extensive analysis of spectroscopic data and X-ray crystallographic analysis. Especially, sapogenins with salicyl or vanilloyl group, and a new aberrant pregnane skeleton with ether linkage between C-12 and C-20 were found for the first time.
View Article and Find Full Text PDFFour new triterpenoids, named Toosendansins A-D (1-4), along with nine known ones (5-13) were isolated from the fruits of Melia toosendan Sieb. et Zucc. Their structures were established on the basis of spectroscopic data.
View Article and Find Full Text PDFFifteen new seco-pregnane steroidal glycosides cynanosides A-O (1-15) together with twenty-seven known ones were isolated from the roots of Cynanchum atratum. The structures of 1-15 were determined by extensive analysis of spectroscopic data. The anti-tobacco mosaic virus (TMV) activity of these steroidal glycosides was screened by the conventional half-leaf method, enzyme-linked immunosorbent assay, and Western blot methods, most of them showed potent anti-TMV activity.
View Article and Find Full Text PDFThe halogenated and oxidized derivatives (1a-1e, 1a'-1c', 2a-2d, 2a'-2b', 3a-3e, 3' and 3a'-3b') of schizandrin (1), schizandrin B (2) and schisanhenol (3) were synthesized. The hepatoprotective effects of these dibenzocyclooctadiene lignan analogues against CCl4-induced injury were preliminarily evaluated. Most of the analogues exhibited higher protective effects than the positive control biphenyldicarboxylate (DDB).
View Article and Find Full Text PDFObjective: To investigate the chemical constituents of Fructus Gardeniae.
Methods: Normal phase silica gel, RP-18 silica gel and Sephadex LH-20 column chromatographies combined with recrystallization were used to isolate and purify the constituents. Their structures were identified by spectroscopic methods, including 1H-NMR, 13C-NMR, ESI-MS and EI-MS.
Five new limonoids, named munronoids K-O (1-5), together with three known limonoids were isolated from Munronia unifoliola Oliv. These limonoids were involved in the skeletons of evodulone, gedunin, and peieurianin types of limonoids, and their structures were established on the basis of spectroscopic data. Compound 5 featuring a γ-lactone ring instead of the β-substituted furan ring was found in the peieurianin type for the first time.
View Article and Find Full Text PDFThree new diterpenoids, ingenol-5β,20-O,O-isopropylidene-3β-palmitate, ingenol-5β,20-O,O-isopropylidene-3β-myristinate and 3β,19-dihydroxy-1(10),15-rosadien-2-one, were isolated from the roots of Euphorbia ebracteolata Hayata. Their structures were deduced by spectroscopic means and analytic techniques.
View Article and Find Full Text PDFObjective: To study the chemical constituents from the aerial part of Euphorbia chrysocoma.
Methods: All compounds were isolated and purified by many methods, including siliga gel and reversed phase RP-18 column chromatographies, preparative thin layer chromatography, Sephadex LH-20, and recrystallization. Their structures were mainly elucidated by ESI-MS and NMR spectra and their physical characters.
Daphhimalenine A (1), a novel alkaloid with a rearrangement C-21 skeleton, containing a unique 1-azabicyclo[5.2.1]decane ring system, was isolated from the leaves of Daphniphyllum himalense, along with biogenetically related alkaloids daphhimalenine B (2) and daphnezomine T.
View Article and Find Full Text PDFFour new Daphniphyllum alkaloids, dapholdhamines A-D (1-4), were isolated from the leaves of Daphniphyllum oldhami. The structures and relative configurations of 1-4 were elucidated on the basis of spectroscopic data.
View Article and Find Full Text PDFFour new Daphniphyllum alkaloids, daphlongamines A-D (1-4), were isolated from the fruits of Daphniphyllum longeracemosum. Their structures were characterized by spectroscopic methods, especially 2D NMR techniques. A single-crystal X-ray diffraction analysis was used to confirm the stereochemistry of 3.
View Article and Find Full Text PDFFour new Daphniphyllum alkaloids, daphnioldhanines H-K ( 1- 4), along with 34 known alkaloids, were isolated from Daphniphyllum oldhami. The known alkaloid dehydrodaphnigraciline ( 5) is now reported as a natural product. Their structures were elucidated by spectroscopic methods, especially 2D NMR techniques.
View Article and Find Full Text PDFFour new Daphniphyllum alkaloids, daphnipaxianines A-D ( 1- 4), along with six known ones, have been isolated from the leaves and fruits of Daphniphyllum paxianum. Daphnipaxianines A and B ( 1, 2), a pair of epimers differing at C-10, are the first caliciphylline A type Daphniphyllum alkaloids with a Delta (9(15))-unsaturated cyclic ketone unit, and daphnipaxianine D ( 4) is the first yuzurine-type Daphniphyllum alkaloid containing a hexacyclic ring system. The structures of these alkaloids were characterized by spectroscopic methods, especially 2D NMR techniques.
View Article and Find Full Text PDFFive new benzylphenethylamine alkaloids, hostasine (1), 8-demethoxyhostasine, 8-demethoxy-10-O-methylhostasine, 10-O-methylhostasine, and 9-O-demethyl-7-O-methyllycorenine, along with 12 known compounds, were isolated from Hosta plantaginea by bioassay-guided fractionation. The structures of the new alkaloids were established by means of extensive spectroscopic methods, and the relative configuration of 1 was further confirmed by single-crystal X-ray diffraction. 7-Deoxy-trans-dihydronarciclasine (IC(50) = 1.
View Article and Find Full Text PDFFour new Daphniphyllum alkaloids, daphnimacropodines A-D (1-4), together with three known ones, daphnilactone B and daphnezomines H and I, were isolated from the fruits of Daphniphyllum macropodum. Their structures were determined by spectroscopic methods, especially 2D NMR techniques.
View Article and Find Full Text PDFTwo novel chalcone constituents, tarennane (1) and tarennone (2), together with nine known compounds, were isolated from the whole plant of Tarenna attenuata. By analysis of physical and spectroscopic data, the structures of new compounds were elucidated as (E)-4-[3-(4-hydroxy-3-methoxyphenyl)-acryl]-3,4,5-trimethoxycyclohexa-2,5-dienone (1) and 1,2-bis(3,5-dimethoxy-4-hydroxyphenyl)-3-hydroxypropan-1-one (2). These two compounds were tested for antioxidant activities in the MTT and DPPH assays.
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