18 research outputs found

    New sesquiterpenoids from <i>Biscogniauxia</i> sp.

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    Five new sesquiterpenoids, including a campherenane-type (1), a bergamotane-type (2), a drimane-type (3), and two bisabolane-type (5-6) sesquiterpenoids have been isolated from Biscogniauxia sp. 71-10-1-1. Their structures were determined by spectroscopic analyses, quantum chemical ECD calculations,13C chemical shifts calculations, and X-ray crystallography. This is the first report of campherenane-type and drimane-type sesquiterpenoids from Biscogniauxia. Furthermore, the anti-inflammatory assays of all compounds are evaluated, and the results showed that compounds 3 and 7 exhibited the effects against the production of the pro-inflammatory cytokine TNF-α.</p

    New α-pyrone and phthalide from the Xylariaceae fungus

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    <div><p>A new α-pyrone xylaripyrone A (<b>1</b>) and a new phthalide xylariphthalide A (<b>2</b>) were isolated from the Xylariaceae fungus (no. 63-19-7-3), along with four related known phthalides (<b>3</b>–<b>6</b>): 4-[(acetyloxy)methyl]-7-methoxy-6-methyl-1(3<i>H</i>)-isobenzofuranone (<b>3</b>), convolvulol (<b>4</b>), 7-methoxy-4,6-dimethyl-3<i>H</i>-isobenzofuran-1-one (<b>5</b>), and convolvulanic acid B (<b>6</b>). Their structures were determined on the basis of IR, MS, and NMR spectroscopic analyses.</p></div

    Dysiarenone, a Dimeric C<sub>21</sub> Meroterpenoid with Inhibition of COX‑2 Expression from the Marine Sponge <i>Dysidea arenaria</i>

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    Dysiarenone (<b>1</b>), a dimeric C<sub>21</sub> meroterpenoid featuring an unprecedented 2-oxaspiro­[bicyclo[3.3.1]­nonane-9,1′-cyclopentane] carbon skeleton, was isolated from the marine sponge <i>Dysidea arenaria</i>. The structure of <b>1</b> was determined by HRMS and NMR spectroscopic analyses coupled with ECD calculations. Dysiarenone showed inhibitory activities against COX-2 expression and the production of prostaglandin E<sub>2</sub> with an IC<sub>50</sub> value of 6.4 μM in LPS-stimulated RAW264.7 macrophages

    Dimericbiscognienyne A: A Meroterpenoid Dimer from <i>Biscogniauxia</i> sp. with New Skeleton and Its Activity

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    Dimericbiscognienyne A (<b>1</b>), an unusual diisoprenyl-cyclohexene-type meroterpenoid dimer, was isolated from <i>Biscogniauxia</i> sp. together with three new monomeric diisoprenyl-cyclohexene-type meroterpenoids (<b>2</b>–<b>4</b>) and one new isoprenyl-benzoic acid-type meroterpenoid (<b>5</b>). All structures were determined by extensive NMR spectroscopic methods, quantum chemical calculations, chemical derivatization, and X-ray crystallography. The formation of <b>1</b> is related to a unique intermolecular redox coupling Diels–Alder adduct reaction. Their cytotoxicities and short-term memory enhancement activities against Alzheimer’s disease were assessed

    Pericoterpenoid A, a new bioactive cadinane-type sesquiterpene from <i>Periconia</i> sp.

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    <div><p>Pericoterpenoid A (<b>1</b>), a new cadinane-type sesquiterpene, was isolated from an endolichenic fungal strain <i>Periconia</i> sp. (No. 19-4-2-1). Its structure was characterized by analyzing the spectroscopic data (IR, MS, 1D- and 2D-NMR). The antimicrobial activity against <i>Escherichia coli</i>, <i>Staphylococcus aureus</i>, <i>Aspergillus niger</i>, and <i>Candida albicans</i> was evaluated. Pericoterpenoid A showed moderate antimicrobial activity against <i>A. niger</i> and weak activity against <i>C. albicans</i>. This is the first report of the presence of cadinane-type sesquiterpene in <i>Periconia</i> sp.</p></div

    Dimericbiscognienyne A: A Meroterpenoid Dimer from <i>Biscogniauxia</i> sp. with New Skeleton and Its Activity

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    Dimericbiscognienyne A (<b>1</b>), an unusual diisoprenyl-cyclohexene-type meroterpenoid dimer, was isolated from <i>Biscogniauxia</i> sp. together with three new monomeric diisoprenyl-cyclohexene-type meroterpenoids (<b>2</b>–<b>4</b>) and one new isoprenyl-benzoic acid-type meroterpenoid (<b>5</b>). All structures were determined by extensive NMR spectroscopic methods, quantum chemical calculations, chemical derivatization, and X-ray crystallography. The formation of <b>1</b> is related to a unique intermolecular redox coupling Diels–Alder adduct reaction. Their cytotoxicities and short-term memory enhancement activities against Alzheimer’s disease were assessed

    Xanthoquinodins from the Endolichenic Fungal Strain <i>Chaetomium elatum</i>

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    Five new xanthoquinodins, A4–A6 (<b>1</b>–<b>3</b>), B4 (<b>4</b>), and B5 (<b>5</b>), were isolated from the crude extract of the endolichenic fungal strain <i>Chaetomium elatum</i> (No. 63-10-3-1), along with three known xanthoquinodins, A1–A3 (<b>6</b>–<b>8</b>). Their structures were determined by detailed spectroscopic analysis and comparison of the NMR data with those of the closely related compounds previously reported. The absolute configuration of <b>1</b> was established by X-ray crystallographic analysis and ECD calculation. The cytotoxic activity of all compounds was tested against HL-60, SMMC-7721, A-549, MCF-7, and SW480 human cancer cell lines

    Nodulisporipyrones A–D, new bioactive α-pyrone derivatives from <i>Nodulisporium</i> sp.

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    <div><p>Four new α-pyrone derivatives, nodulisporipyrones A–D (<b>1</b>–<b>4</b>), were isolated from the extract of an endolichenic fungal strain <i>Nodulisporium</i> sp. (65-12-7-1) that was fermented with rice. The structures of <b>1</b>–<b>4</b> were elucidated by extensive spectroscopic analysis, and the absolute configurations were determined by modified Mosher's method and electronic circular dichroism experiments. Their antimicrobial activities against <i>Staphylococcus aureus</i> 209P, <i>Escherichia coli</i> ATCC0111, <i>Aspergillus niger</i> R330, and <i>Candida albicans</i> FIM709 were evaluated using a paper disk diffusion method. Nodulisporipyrones A–D (<b>1</b>–<b>4</b>) are the first α-pyrone derivatives from <i>Nodulisporium</i> fungi.</p></div

    Sinulaspirolactam A, a novel aza-spirocyclic valerenane sesquiterpenoid from soft coral <i>Sinularia</i> sp.

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    <p>A novel valerenane sesquiterpenoid sinulaspirolactam A (<b>1</b>), together with five known compounds, was isolated from the soft coral <i>Sinularia</i> sp. Their structures were determined by spectroscopic analyses. The absolute configuration of <b>1</b> was established by ECD calculation. Compound <b>1</b> was the first example of valerenane sesquiterpenoid bearing an aza-spiro[4.5] ring moiety, the plausible biogenetic pathway of which was proposed. Cytotoxic activities of these compounds were also evaluated.</p

    A new α-pyrone from the deep-sea actinomycete <i>Nocardiopsis dassonvillei</i> subsp. <i>dassonvillei</i> DSM 43111(T)

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    <p>A new α-pyrone, nocapyrone S (<b>1</b>), together with five known compounds (<b>2-6</b>), were isolated from the deep-sea actinomycete <i>Nocardiopsis dassonvillei</i> subsp. <i>dassonvillei</i> DSM 43111(T). Their structures were determined by spectroscopic analyses. The absolute configuration of <b>1</b> was established by quantum approaches. Cytotoxic activity of <b>1</b> was evaluated against K562, MCF-7, SGC7901, A375, Hela, and HepG2 cell lines.</p
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