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<title lang=en>Biotransformations versus chemical modifications: new cytotoxic analogs of marine sesquiterpene ilimaquinone</title>
<creator>Boufridi, Asmaa</creator>
<creator>Petek, Sylvain</creator>
<creator>Evanno, Laurent</creator>
<creator>Beniddir, Mehdi A.</creator>
<creator>Debitus, Cécile</creator>
<creator>Buisson, Didier</creator>
<creator>Poupon, Erwan</creator>
<contributor>Laboratoire des Sciences de l'Environnement Marin (LEMAR) (LEMAR) ; Centre National de la Recherche Scientifique (CNRS) - Université de Brest (UBO) - Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER) - Institut Universitaire Européen de la Mer (IUEM) ; Institut de Recherche pour le Développement (IRD) - Université de Brest (UBO) - Centre National de la Recherche Scientifique (CNRS) - Institut de Recherche pour le Développement (IRD) - Université de Brest (UBO) - Centre National de la Recherche Scientifique (CNRS) - Institut de Recherche pour le Développement (IRD)</contributor>
<contributor>Institut de Chimie des Substances Naturelles (ICSN) ; Centre National de la Recherche Scientifique (CNRS)</contributor>
<contributor>Laboratoire d'Excellence CORAIL (LabEX CORAIL) ; Institut de Recherche pour le Développement (IRD) - Université des Antilles et de la Guyane (UAG) - École des hautes études en sciences sociales (EHESS) - École pratique des hautes études (EPHE) - Institut Français de Recherche pour l'Exploitation de la Mer (IFREMER) - Université de la Réunion (UR) - Université de la Polynésie Française (UPF) - Université de Nouvelle Calédonie - Institut d'écologie et environnement</contributor>
<contributor>Molécules de Communication et Adaptation des Micro-Organismes (MCAM) ; Muséum National d'Histoire Naturelle (MNHN) - Centre National de la Recherche Scientifique (CNRS)</contributor>
<contributor>Molécules bioactives, conception, isolement et synthèse (MBCIS) ; Université Paris-Sud - Paris 11 (UP11) - Centre National de la Recherche Scientifique (CNRS)</contributor>
<description>00000 ăWOS:000386415300011</description>
<description>International audience</description>
<source>ISSN: 0040-4039</source>
<source>EISSN: 0040-4039</source>
<source>Tetrahedron Letters</source>
<publisher>Elsevier</publisher>
<identifier>hal-01483185</identifier>
<identifier>https://hal.archives-ouvertes.fr/hal-01483185</identifier>
<source>https://hal.archives-ouvertes.fr/hal-01483185</source>
<source>Tetrahedron Letters, Elsevier, 2016, 57 (44), pp.4922--4925. 〈10.1016/j.tetlet.2016.09.075〉</source>
<identifier>DOI : 10.1016/j.tetlet.2016.09.075</identifier>
<relation>info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tetlet.2016.09.075</relation>
<language>en</language>
<subject lang=en>Biotransformation</subject>
<subject lang=en> Epoxidation</subject>
<subject lang=en> fragmentation</subject>
<subject lang=en> human-immunodeficiency</subject>
<subject lang=en> Ilimaquinone</subject>
<subject lang=en> illimaquinone</subject>
<subject lang=en> Marine natural substance</subject>
<subject lang=en> Marine sponge</subject>
<subject lang=en> metabolite</subject>
<subject lang=en> mucor-plumbeus</subject>
<subject lang=en> protein-transport</subject>
<subject lang=en> rnase-h activity</subject>
<subject lang=en> selective inhibitor</subject>
<subject lang=en> transformation</subject>
<subject>[SDE.BE] Environmental Sciences/Biodiversity and Ecology</subject>
<type>info:eu-repo/semantics/article</type>
<type>Journal articles</type>
<description lang=en>Highly biologically active marine sesquiterpene ilimaquinone was selected for chemical modifications. Its biotransformation was investigated using a combinatorial approach as an original way to screen different strains of microorganisms. Mucor circinelloides ATCC 8541 was able to structurally modify ilimaquinone into three different compounds. A stereospecific epoxidation was observed and compared to chemical epoxidation. A hydroxylation of the decalin ring was also observed as well as an unexpected substitution on the quinone ring by ethanolamine. Compounds were evaluated against several cell lines. (C) 2016 Elsevier Ltd. All rights reserved.</description>
<date>2016-11</date>
</dc>
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