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Phytochemistry Letters
Elsevier B.V.
Phytochemistry Letters

Elsevier B.V.

1874-3900

Phytochemistry Letters/Journal Phytochemistry LettersSCIISTP
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    Arbutin derivatives from the buds of Vaccinium dunalianum and their MS/MS spectrometric fragmentations

    Ren G.-F.Zhang R.-P.Chen X.-L.Yang B....
    5页
    查看更多>>摘要:? 2022 Phytochemical Society of EuropeFour arbutin derivatives were isolated from the buds of Vaccinium dunalianum in which 4-hydroxyphenyl-6′-(3''-O-β-D-glucopyranosyl-4''-hydroxycinnamoyl)-O-β-D-glucopyranoside (1) was a new compound. The structure of the new compound was determined on the basis of NMR and HR-ESI-MS data. All the arbutin derivatives were subjected to the MS/MS analyses from which the MS/MS spectrometric fragmentations were summarized.

    New cytotoxic quinone analogues from the rhizomes of Arnebia euchroma

    Song J.Chen Y.Li L.Ye J....
    4页
    查看更多>>摘要:? 2022 Phytochemical Society of EuropeTwo new quinone analogues, given the trivial names arneromas A–B (1–2) were isolated from the rhizome of Arnebia euchroma. Their structures were elucidated on the basis of extensive spectroscopic analyses. The absolute configurations of both compounds were determined by comparison of their calculated and experimental CD curves. In addition, compounds 1–2 were tested for their cytotoxic activities against HCT-8 and HL-60 cancer cell lines, and both of the compounds showed moderate inhibitory activities against HL-60 cell line with IC50 values of 9.1 and 7.2 μM, respectively.

    Two new cyclohexylethanol derivatives from the whole plants of Incarvillea delavayi and their inhibition on LPS-induced NO release in BV-2 cells

    Li J.-Y.Zhang W.-D.Chen H.Shen Y.-H....
    5页
    查看更多>>摘要:? 2022 Phytochemical Society of EuropeDelavatones A (4β, 7α-dihydroxy-7β-(13-methylpent-11-one-12-ene)-octahydrobenzofuran, 1) and B (4β, 7α-dihydroxy-7β-(propan-9-one)-octahydrobenzofuran, 2), two structurally unique cyclohexylethanol derivatives with a substituted alkyl chain, were isolated from the 90% ethanol extract of the whole plants of Incarvillea delavayi. The structures of delavatones A and B were characterized by the interpretation of 1D and 2D NMR spectroscopic data in combination with NMR chemical shift calculation coupled with DP4+ probability analysis. In an in vitro assay for anti-inflammatory effect, delavatones A and B displayed remarkable suppression on NO production in LPS-induced BV-2 cells at concentrations ranging from 6 μM to 100 μM.

    New sesquiterpenoid and aliphatic glycoside from the roots of Datura metel L.

    Liu Y.Wu D.-D.Luo Y.-M.Yang C.-L....
    6页
    查看更多>>摘要:? 2022 Phytochemical Society of EuropeThree new compounds (1–3), were isolated from the 70%-EtOH extract of the roots of Datura metel L., along with thirty-six knowns (4–39). Their chemical structures were established based on extensive spectroscopic analyses, including HR-ESI-MS, 1D NMR, and 2D NMR as well as comparison with the data reported in the literature. Compounds 7, 8, 10, 12, 14, 15, 19-23, 27, 29, 31, and 34 were isolated from Solanaceae for the first time and compounds 4, 5, 9, 17, 18, and 26 were firstly isolated from the genus Datura. Moreover, compounds 1, 5, 9, 12, 13, 17, 23, 24, 28, 37, and 39 showed potential anti-inflammatory activities (IC50 <45 μM).

    Two new isocoumarins isolated from a mangrove-derived Penicillium sp.

    Gan Y.-M.Zhao L.-Y.Liu K.Tang Z.-Z....
    4页
    查看更多>>摘要:? 2022Two new isocoumarins named peniciisocoumarins I and J (1?2), together with four known analogues (3?6), were obtained from Penicillium sp. GXIMD 03001, an endophytic fungus derived from the rhizophoraceous mangrove Kandelia candel. The structures and absolute configurations of 1 and 2 were determined by detailed analysis of their NMR, MS spectroscopic data, a modified Mosher's method and electronic circular dichroism data. All isolated isocoumarins were evaluated for their cytotoxic activity against four human cancer cell lines (SPCA-1, BEL-7402, GSC-7901 and MCF-7). However, none of the compounds exhibited any appreciable activity (IC50 > 50 μM).

    Simplex centroid mixture design, DI-ESI-MS, and chemometric analysis-guided isolation of parinarioidin C from bark of Brosimum parinarioides (Moraceae)

    Sa I.S.C.da Silva F.M.A.Nunomura R.D.C.S.
    6页
    查看更多>>摘要:? 2022 Phytochemical Society of EuropeBrosimum parinarioides, a plant species native to the Amazonian region, is used in folk medicine for the treatment of several diseases. However, knowledge regarding its phytochemical content is scarce. In order to investigate the phytochemical composition of B. parinarioides, an integrative approach based on simplex-centroid design, direct infusion electrospray ionization mass spectrometry (DI-ESI-MS), and chemometric analysis was adopted. According to simplex-centroid design, dichloromethane (DCM), ethyl acetate (AcOEt), and ethanol-based (EtOH) extracts were prepared and analyzed using DI-ESI-MS, and their chemical profile was submitted to principal component analysis (PCA) and hierarchical cluster analysis (HCA). The AcOEt extract from the bark was obtained on a large scale and subjected to chromatographic separation. The multivariate analysis indicated the formation of three groups and highlighted isoliquiritigenin (1), licoagrochalcone A (2), caffeic acid glucoside (3), epicatechin-glycoside (4), caffeic acid (5), and one unknown compound, as being responsible for the segregation of these groups. Thus, the new compound was isolated and characterized using 1D and 2D nuclear magnetic resonance spectroscopy (NMR) and high-resolution mass spectrometry (HR-MS) as parinarioidin C (10). In addition, parinarioidin A (6), parinarioidin B (7), 3-O-caffeoylquinic acid (8), and kanzonol C (9) were tentatively identified based on manual interpretation of MS/MS spectra. Overall, the integrative approach proposed in the study provided a simple and effective model to dereplicate known compounds and guide the isolation of a new compound from a native amazon species, thus improving the knowledge regarding the phytochemical content of B. parinarioides.

    Steroidal components from the roots and rhizomes of Helleborus thibetanus

    Li Y.Huang W.Zhang H.Jiang Y....
    5页
    查看更多>>摘要:? 2022 Phytochemical Society of EuropeThree new steroidal components hellebogenins A and B (1 – 2) and thibetanoside I (3) together with four know ones (4 – 7) were isolated from the roots and rhizomes of Helleborus thibetanus. Their structures were elucidated by chemical methods and spectroscopic analysis. Among them, compound 1 possessed three double bonds at the positions of 1(2), 5(6) and 25(27), while compound 2 had an α, β unsaturated ketone carbonyl on the A ring. In addition, compounds 1 and 2 showed cytotoxic activities against HCT116 cells with IC50 values of 42.0 ± 1.3 μM and 67.3 ± 1.5 μM, respectively.

    Biotransformation of the diterpene 15β-hydroxy-18(4→3)-abeo-ent-kaur-4(19),16-diene by the fungus Fusarium fujikuroi

    Fraga B.M.Hernandez M.G.Guillermo R.
    4页
    查看更多>>摘要:? 2022 Phytochemical Society of Europe15β-Hydroxy-18(4→3)-abeo-ent-kaur-4(19),16-diene (4) was biotransformed by the fungus Fusarium fujikuroi into 3α,11β,15β-trihydroxy-18(4→3)-abeo-ent-kaur-4(19),16-diene (5). The hydroxylation at C-3(α) in this diterpene reminds a similar reaction that occurs at C-13 in the biosynthesis of gibberellic acid in this fungus. The presence of the 15β-alcohol in the substrate directs the second hydroxylation at C-11(β), which had been observed in the incubation of ent-kaur-16-ene derivatives with this fungus when the C-19 hydroxylation was inhibited by the existence in the molecule of a 3α-OH or 3-oxo group. We also show that the angelate of the substrate is an undescribed natural product now identified as a component of the plant Distichoselinum tenuifolium.

    Steroidal alkaloids from Solanum erianthum and their anti-breast cancer properties

    Lee C.-L.Hsu W.-Y.Wu Y.-C.Chen C.-J....
    5页
    查看更多>>摘要:? 2022 Phytochemical Society of EuropeTwo new glycoalkaloids, erianosides A (1) and B (2) along with five known compounds (3–7) were isolated from the leaves of Solanum erianthum. Their structures were elucidated from analyses of spectroscopic data and all isolates were tested for in vitro cytotoxic activity against human breast cancer cell lines (BT-549, MDA-MB-231, T74D, and MCF-7). Solasonine (5) and solamargine (6) were active against the aforementioned four cancer cell lines with IC50 values of 27.26–35.89 and 5.84–10.13 μM, respectively. Erianoside A (1) (T74D: IC50, 56.39 μM) and solasodine (3) (BT-549 and MDA-MB-231: IC50, 59.15 and 75.63 μM, respectively) had moderate cytotoxic effects towards some cell lines in the panel.

    Piperhancosides A?C, new lignan glycosides from the stems of Piper hancei Maxim

    He S.Chen M.-L.Yang F.Liang D....
    5页
    查看更多>>摘要:? 2022 Phytochemical Society of EuropeThree new lignan glycosides, piperhancosides A?C (1?3), and two known compounds (4?5) were isolated from the n-BuOH extract of the stems of Piper hancei Maxim. The planar structures of the new compounds were elucidated by extensive spectroscopic analyses. Their relative and absolute configurations were determined by coupling constants, chemical shift differences, acid hydrolysis, enzymatic hydrolysis, and experimental ECD spectra. All the isolates were evaluated for their antineuroinflammatory and antioxidant activities, and compounds 4 and 5 showed significant DPPH.+ radical scavenging ability with EC50 value of 14.07 and 16.48 μM, respectively.