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      <title>Thiodiketopiperazines with two spirocyclic centers extracted from Botryosphaeria mamane, an endophytic fungus isolated from Bixa orellana l</title>
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    <abstract>Three thiodiketopiperazines, botryosulfuranols A-C (1-3) were isolated from the endophytic fungus Botryosphaeria mamane. The three compounds present sulfur atoms on alpha- and beta-positions of phenylalanine derived residues and unprecedented two spirocyclic centers at C-4 and C-2'. Their planar structures were determined by spectroscopic analysis and absolute configurations were achieved by X-ray diffraction analysis and ECD and NMR chemical shifts calculations. Botryosulfuranol A (1) was the most cytotoxic compound against four cancer cell lines (HT-29, HepG2, Caco-2, HeLa) and two healthy cell lines (IEC6, Vero) highlighting the importance of an electrophilic center for cell growth inhibition.</abstract>
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      <topic>Botryosphaeria mamane DE Gardner (Botryosphaeriaceae)</topic>
      <topic>Bixa orellana L.</topic>
      <topic>(Bixaceae)</topic>
      <topic>Thiodiketopiperazine</topic>
      <topic>Cytotoxic activity</topic>
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    <classification authority="local">084</classification>
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      <titleInfo>
        <title>Phytochemistry</title>
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          <number>158</number>
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          <list> 142-148</list>
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        <dateIssued>2019</dateIssued>
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      <identifier type="issn">0031-9422</identifier>
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    <identifier type="uri">https://www.documentation.ird.fr/hor/fdi:010074948</identifier>
    <identifier type="doi">10.1016/j.phytochem.2018.11.007</identifier>
    <identifier type="issn">0031-9422</identifier>
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