16 research outputs found

    Ircinal E, a New Manzamine Derivative frim the Indonesian Marine Sponge Acanthostrongylophora ingens

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    Chemical investigation of the MeOH extract of the sponge Acanthostrongylophora ingens afforded the new manzamine derivative ircinal E (1), in addition tosix known metabolites (2–7). The structure of the new compound was unequivocally elucidated using one- and two-dimensional NMR spectroscopy, as wellas high-resolution mass spectrometry. Compounds 1–6 exhibited strong to moderate cytotoxicity against the murine lymphoma L5178Y cell line with IC50values ranging from 2.8 to 21.7 μM

    New 2-Methoxy Acetylenic Acids and Pyrazole Alkaloids from the Marine Sponge Cinachyrella sp.

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    Three new 2-methoxy acetylenic acids (1–3) and a known derivative (4), in addition to three new natural pyrazole alkaloids (5–7) were isolated from an Indonesian marine sponge of the genus Cinachyrella. Compounds 5 and 6 have previously been reported as synthetic compounds. The structures of the new compounds were established on the basis of one- and two-dimensional NMR spectroscopy as well as by mass spectrometric data. The absolute configuration of the new acetylenic acid derivatives (1–3) was established by ECD spectroscopy. All isolated compounds were evaluated for their cytotoxicity against L5178Y mouse lymphoma cells. Compounds 1–4 exhibited strong activity with an IC50 value of 0.3 µM. A plausible biosynthetic pathway for the pyrazole metabolites 5–7 is proposed

    A new benzophenone glycoside from the leaves of <i>Mitracarpus villosus</i>

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    <p>A new benzophenone glycoside, mitraphenone A (<b>1</b>), together with three known compounds (<b>2</b>–<b>4</b>) were isolated from the leaves of the traditionally used medicinal plant <i>Mitracarpus villosus</i> (Rubiaceae) collected in Nigeria. A combination of one- and two-dimensional NMR spectroscopic and mass spectrometric measurements were carried out to identify the structure of <b>1</b>. All isolated compounds (<b>1</b>–<b>4</b>) were screened for their antibacterial activity against several Gram-positive and Gram-negative bacteria. Compound <b>1</b> exhibited moderate activity against <i>Enterococcus faecium</i> (strains ATCC 35667 and ATCC 700221) and <i>Staphylococcus aureus</i> ATCC 25923 with MIC values ranging from 25 to 50 μM.</p

    Azacoccones F-H, new flavipin-derived alkaloids from an endophytic fungus Epicoccum nigrum MK214079

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    Three new flavipin-derived alkaloids, azacoccones F-H (1-3), along with six known compounds (4-9) were isolated from the endophytic fungus Epicoccum nigrum MK214079 associated with leaves of Salix sp. The structures of the new compounds were established by analysis of their 1D/2D nuclear magnetic resonance (NMR) and high-resolution electrospray ionization mass spectroscopy (HRESIMS) data. The absolute configuration of azacoccones F-H (1-3) was determined by comparison of experimental electronic circular dichroism (ECD) data with reported ones and biogenetic considerations. Epicocconigrone A (4), epipyrone A (5), and epicoccolide B (6) exhibited moderate antibacterial activity against Staphylococcus aureus ATCC 29213 with minimal inhibitory concentration (MIC) values ranging from 25 to 50 mu M. Furthermore, epipyrone A (5) and epicoccamide A (7) displayed mild antifungal activity against Ustilago maydis AB33 with MIC values of 1.6 and 1.8 mM, respectively. Epicorazine A (8) showed pronounced cytotoxicity against the L5178Y mouse lymphoma cell line with an IC50 value of 1.3 mu M

    Cytotoxic and Protein Kinase Inhibiting Nakijiquinones and Nakijiquinols from the Sponge <i>Dactylospongia metachromia</i>

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    Chemical investigation of the sponge <i>Dactylospongia metachromia</i> afforded five new sesquiterpene aminoquinones (<b>1</b>–<b>5</b>), two new sesquiterpene benzoxazoles (<b>6</b> and <b>7</b>), the known analogue 18-hydroxy-5-<i>epi</i>-hyrtiophenol (<b>8</b>), and a known glycerolipid. The structures of all compounds were unambiguously elucidated by one- and two-dimensional NMR and by MS analyses, as well as by comparison with the literature. Compounds <b>1</b>–<b>5</b> showed potent cytotoxicity against the mouse lymphoma cell line L5178Y with IC<sub>50</sub> values ranging from 1.1 to 3.7 μM. When tested <i>in vitro</i> for their inhibitory potential against 16 different protein kinases, compounds <b>5</b>, <b>6</b>, and <b>8</b> exhibited the strongest inhibitory activity against ALK, FAK, IGF1-R, SRC, VEGF-R2, Aurora-B, MET wt, and NEK6 kinases (IC<sub>50</sub> 0.97–8.62 μM)
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