5 research outputs found

    Perangustols A and B, a pair of new azaphilone epimers from a marine sediment-derived fungus <i>Cladosporium perangustm</i> FS62

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    <p>A pair of new azaphilone epimers, perangustols A-B (<b>1</b>–<b>2</b>), and two new natural products (<b>3</b>–<b>4</b>), together with two known metabolites (<b>5</b>–<b>6</b>) were isolated from the culture of the marine sediment-derived fungus <i>Cladosporium perangustum</i> FS62. The structures of these compounds were established on the basis of extensive spectroscopic analysis. The isolated compounds (<b>1</b>–<b>6</b>) were evaluated for their cytotoxic activities against the SF-268, MCF-7, NCI-H460, and HepG-2 tumor cell lines. Nonetheless, no significant activity was observed.</p

    Diacyl Disulfide: A Reagent for Chemoselective Acylation of Phenols Enabled by 4‑(<i>N</i>,<i>N</i>‑Dimethylamino)pyridine Catalysis

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    A general and excellent acylation reagent, diacyl disulfide, was uncovered for efficient ester formation enabled by DMAP (4-(<i>N</i>,<i>N</i>-dimethylamino)­pyridine) catalysis. This protocol offered a promising synthetic platform on site-selective acylation of phenolic and primary aliphatic hydroxyl groups, which greatly expanded the realm of protecting group chemistry. The importance of the reagent was also reflected by its excellent moisture tolerance, high efficiency, and potential in synthetic chemistry and biologically meaningful natural product modification

    Secondary metabolites from the <i>Colletotrichum gloeosporioides</i> A12, an endophytic fungus derived from <i>Aquilaria sinensis</i>

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    <p>Two new cyclohexene derivatives colletotricones A and B (<b>1</b> and <b>2</b>) and a new thiazole derivative colletotricole A (<b>5</b>), along with six known natural metabolites were isolated from the extract of <i>Colletotrichum gloeosporioides</i> A12, an endophytic fungus derived from <i>Aquilaria sinensis</i>. Among them, the colletotricones A and B possess a cyclohexenone skeleton, whereas the colletotricole A is a thiazole derivative. Their structures were fully assigned with the aid of extensive spectroscopic analysis and data from the literature. Moreover, cytotoxic activity <i>in vitro</i> of compounds <b>1</b> and <b>3–9</b> were evaluated against MCF-7, NCI-H460, HepG-2 and SF-268 tumour cell lines. The new compound <b>1</b> exhibited growth inhibitory activity against all the four tumour cell lines with IC<sub>50</sub> values ranging from 15.7 to 46.8 μM.</p

    Nudibaccatumone, a Trimer Comprising a Phenylpropanoid and Two Sesquiterpene Moieties from <i>Piper nudibaccatum</i>

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    A new complex natural product with a C<sub>39</sub> skeleton, named nudibaccatumone, and the known sesquiterpenes (+)-spathulenol, (−)-4β,10α-aromadendranediol, and <i>ent</i>-T-muurolol, as well as the phenylpropanoid hydroxychavicol, were isolated from the aerial parts of <i>Piper nudibaccatum</i>. The structure and absolute configuration of nudibaccatumone were elucidated using spectroscopic methods and ECD calculations. A 1,8-Michael addition reaction and an intermolecular, inverse electron demand Diels–Alder reaction are proposed as the key steps in the biosynthesis of nudibaccatumone

    Two new 12-membered macrolides from the endophytic fungal strain <i>Cladosprium colocasiae</i> A801 of <i>Callistemon viminalis</i>

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    <p>Two new polyketide metabolites, the 12-membered macrolides 4-hydroxy-12-methyloxacyclododecane-2,5,6-trione (<b>1</b>) and 12-methyloxacyclododecane-2,5,6-trione (<b>2</b>), were isolated from the endophytic fungal strain <i>Cladosprium colocasiae</i> A801 of the plant <i>Callistemon viminalis</i>, together with five known derivatives<i>.</i> Their structures were fully characterized by means of detailed spectroscopic analysis for new structures, and in comparison with published data for known compounds. The antibacterial, cytotoxic, and α-glucosidase inhibitory activities of the new compounds <b>1</b> and <b>2</b> were evaluated.</p
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