ChloroquineV1, Hal, Checkpoint, bibRecord, 000142

Search for antiplasmodial compounds from the malagasy biodiversity

Identifieur interne : 000142 ( Hal/Checkpoint ); précédent : 000141; suivant : 000143

Search for antiplasmodial compounds from the malagasy biodiversity

Auteurs : Ahmed-Mehdi Beniddir [France]

Source :

RBID : Hal:tel-00796218

Descripteurs français

mix :
- Bisindoles, Diarylheptanoïde, Dichroïsme circulaire, Exciton chirality, FcB1, Gonioma malagasy, Goniomedines, Modélisation moléculaire, Paludisme, Pyrostria major, Stomatocytogénèse.

English descriptors

mix :
- Bisindole, Circular dichoisme, Diarylheptanoid, ECD, Exciton chirality, FcB1, Gonioma malagasy, Goniomedines, Malaria, Pyrostria major, Stomatocytogenesis.

Abstract

As part of the search for new compounds with antiplasmodial activity, two malagasy plants were studied: Pyrostria major (Rubiaceae) and Gonioma malagasy (Apocynaceae). The Ethyl acetate and alkaloidic extracts showed significant antiplasmodial activity against the chloroquine-resistant strain FcB1 during a preliminary screening. The phytochemical study of the leaves of P. major has led to the isolation of β-sitosterol together with eight new diarylheptanoid glucoside, described for the first time in a plant belonging to the Rubiaceae family. The antiplasmodial activity of the EtOAc extract of the leaves is probably due to the presence of β-sitosterol. This activity is due to the stomatocytogenic effect caused by this family of compound. The use of the "exciton chirality" has determined the absolute configuration of the natural diarylheptanoid glucoside. This structural study allowed us to obtain, two selective antiplasmodial and non-cytotoxic compounds, as well as potential antileishmanial and antitrypanosomal compounds. The study of the alkaloidic extract of G. malagasy led to the isolation of a novel chemical series, "The goniomedines." They are characterized by a bisindole backbone consisting of two monomers connected by a dihydropyran unit. Their absolute configurations were deduced following the comparison of experimental and theoretically calculated ECD spectra and through biogenetic considerations. Among these compounds, only one showed a significant antiplasmodial activity.

Url:

https://tel.archives-ouvertes.fr/tel-00796218

Links toward previous steps (curation, corpus...)

to stream Hal, to step Corpus: 000213
to stream Hal, to step Curation: 000213

Links to Exploration step

Hal:tel-00796218

Le document en format XML

<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en">Search for antiplasmodial compounds from the malagasy biodiversity</title>
<title xml:lang="fr">Recherche de composés à activité antiplasmodiale à partir de la biodiversité malgache</title>
<author><name sortKey="Beniddir, Ahmed Mehdi" sort="Beniddir, Ahmed Mehdi" uniqKey="Beniddir A" first="Ahmed-Mehdi" last="Beniddir">Ahmed-Mehdi Beniddir</name>
<affiliation wicri:level="1"><hal:affiliation type="laboratory" xml:id="struct-440" status="VALID">          <orgName>Institut de Chimie des Substances Naturelles</orgName>
          <orgName type="acronym">ICSN</orgName>
          <desc>            <address>              <addrLine>Avenue de la terrasse 91198 Gif sur yvette cedex</addrLine>
              <country key="FR"></country>
            </address>
          </desc>
          <listRelation>            <relation name="UPR2301" active="#struct-441569" type="direct"></relation>
          </listRelation>
        <tutelles><tutelle name="UPR2301" active="#struct-441569" type="direct"><org type="institution" xml:id="struct-441569" status="VALID">          <idno type="IdRef">02636817X</idno>
          <idno type="ISNI">0000000122597504</idno>
          <orgName>Centre National de la Recherche Scientifique</orgName>
          <orgName type="acronym">CNRS</orgName>
          <date type="start">1939-10-19</date>
          <desc>            <address>              <country key="FR"></country>
            </address>
            <ref type="url">http://www.cnrs.fr/</ref>
          </desc>
        </org>
</tutelle>
</tutelles>
</hal:affiliation>
<country>France</country>
</affiliation>
</author>
</titleStmt>
<publicationStmt><idno type="wicri:source">HAL</idno>
<idno type="RBID">Hal:tel-00796218</idno>
<idno type="halId">tel-00796218</idno>
<idno type="halUri">https://tel.archives-ouvertes.fr/tel-00796218</idno>
<idno type="url">https://tel.archives-ouvertes.fr/tel-00796218</idno>
<date when="2012-10-31">2012-10-31</date>
<idno type="wicri:Area/Hal/Corpus">000213</idno>
<idno type="wicri:Area/Hal/Curation">000213</idno>
<idno type="wicri:Area/Hal/Checkpoint">000142</idno>
<idno type="wicri:explorRef" wicri:stream="Hal" wicri:step="Checkpoint">000142</idno>
</publicationStmt>
<sourceDesc><biblStruct><analytic><title xml:lang="en">Search for antiplasmodial compounds from the malagasy biodiversity</title>
<title xml:lang="fr">Recherche de composés à activité antiplasmodiale à partir de la biodiversité malgache</title>
<author><name sortKey="Beniddir, Ahmed Mehdi" sort="Beniddir, Ahmed Mehdi" uniqKey="Beniddir A" first="Ahmed-Mehdi" last="Beniddir">Ahmed-Mehdi Beniddir</name>
<affiliation wicri:level="1"><hal:affiliation type="laboratory" xml:id="struct-440" status="VALID">          <orgName>Institut de Chimie des Substances Naturelles</orgName>
          <orgName type="acronym">ICSN</orgName>
          <desc>            <address>              <addrLine>Avenue de la terrasse 91198 Gif sur yvette cedex</addrLine>
              <country key="FR"></country>
            </address>
          </desc>
          <listRelation>            <relation name="UPR2301" active="#struct-441569" type="direct"></relation>
          </listRelation>
        <tutelles><tutelle name="UPR2301" active="#struct-441569" type="direct"><org type="institution" xml:id="struct-441569" status="VALID">          <idno type="IdRef">02636817X</idno>
          <idno type="ISNI">0000000122597504</idno>
          <orgName>Centre National de la Recherche Scientifique</orgName>
          <orgName type="acronym">CNRS</orgName>
          <date type="start">1939-10-19</date>
          <desc>            <address>              <country key="FR"></country>
            </address>
            <ref type="url">http://www.cnrs.fr/</ref>
          </desc>
        </org>
</tutelle>
</tutelles>
</hal:affiliation>
<country>France</country>
</affiliation>
</author>
</analytic>
</biblStruct>
</sourceDesc>
</fileDesc>
<profileDesc><textClass><keywords scheme="mix" xml:lang="en"><term>Bisindole</term>
<term>Circular dichoisme</term>
<term>Diarylheptanoid</term>
<term>ECD</term>
<term>Exciton chirality</term>
<term>FcB1</term>
<term>Gonioma malagasy</term>
<term>Goniomedines</term>
<term>Malaria</term>
<term>Pyrostria major</term>
<term>Stomatocytogenesis</term>
</keywords>
<keywords scheme="mix" xml:lang="fr"><term>Bisindoles</term>
<term>Diarylheptanoïde</term>
<term>Dichroïsme circulaire</term>
<term>Exciton chirality</term>
<term>FcB1</term>
<term>Gonioma malagasy</term>
<term>Goniomedines</term>
<term>Modélisation moléculaire</term>
<term>Paludisme</term>
<term>Pyrostria major</term>
<term>Stomatocytogénèse</term>
</keywords>
</textClass>
</profileDesc>
</teiHeader>
<front><div type="abstract" xml:lang="en">              <p>As part of the search for new compounds with antiplasmodial activity, two malagasy plants  were studied: Pyrostria major (Rubiaceae) and Gonioma malagasy (Apocynaceae). The Ethyl acetate and alkaloidic extracts showed significant antiplasmodial activity against the chloroquine-resistant strain FcB1 during a preliminary screening. The phytochemical study of the leaves of P. major has led to the isolation of β-sitosterol together with eight new diarylheptanoid glucoside, described for the first time in a plant belonging to the Rubiaceae family. The antiplasmodial activity of the EtOAc extract of the leaves is probably due to the presence of β-sitosterol. This activity is due to the stomatocytogenic effect caused by this family of compound. The use of the "exciton chirality" has determined the absolute configuration of the natural diarylheptanoid glucoside. This structural study allowed us to obtain, two selective antiplasmodial and non-cytotoxic compounds, as well as potential antileishmanial and antitrypanosomal compounds. The study of the alkaloidic extract of G. malagasy led to the isolation of a novel chemical series, "The goniomedines." They are characterized by a bisindole backbone consisting of two monomers connected by a dihydropyran unit. Their absolute configurations were deduced following the comparison of experimental and theoretically calculated ECD spectra and through biogenetic considerations. Among these compounds, only one showed a significant antiplasmodial activity.</p>
            </div>
</front>
</TEI>
<hal api="V3">          <titleStmt>            <title xml:lang="en">Search for antiplasmodial compounds from the malagasy biodiversity</title>
            <title xml:lang="fr">Recherche de composés à activité antiplasmodiale à partir de la biodiversité malgache</title>
            <author role="aut">              <persName>                <forename type="first">Ahmed-Mehdi</forename>
                <surname>Beniddir</surname>
              </persName>
              <idno type="halauthorid">823096</idno>
              <affiliation ref="#struct-440"></affiliation>
            </author>
            <editor role="depositor">              <persName>                <forename>ABES</forename>
                <surname>STAR</surname>
              </persName>
              <email type="md5">f5aa7f563b02bb6adbba7496989af39a</email>
              <email type="domain">abes.fr</email>
            </editor>
          </titleStmt>
          <editionStmt>            <edition n="v1" type="current">              <date type="whenSubmitted">2013-03-02 01:10:40</date>
              <date type="whenModified">2020-02-29 05:03:58</date>
              <date type="whenReleased">2013-03-04 14:48:03</date>
              <date type="whenProduced">2012-10-31</date>
              <date type="whenEndEmbargoed">2013-03-02</date>
              <ref type="file" target="https://tel.archives-ouvertes.fr/tel-00796218/document">                <date notBefore="2013-03-02"></date>
              </ref>
              <ref type="file" subtype="author" n="1" target="https://tel.archives-ouvertes.fr/tel-00796218/file/VD_Beniddir_Mehdi_31102012.pdf">                <date notBefore="2013-03-02"></date>
              </ref>
            </edition>
            <respStmt>              <resp>contributor</resp>
              <name key="131274">                <persName>                  <forename>ABES</forename>
                  <surname>STAR</surname>
                </persName>
                <email type="md5">f5aa7f563b02bb6adbba7496989af39a</email>
                <email type="domain">abes.fr</email>
              </name>
            </respStmt>
          </editionStmt>
          <publicationStmt>            <distributor>CCSD</distributor>
            <idno type="halId">tel-00796218</idno>
            <idno type="halUri">https://tel.archives-ouvertes.fr/tel-00796218</idno>
            <idno type="halBibtex">beniddir:tel-00796218</idno>
            <idno type="halRefHtml">Sciences agricoles. Université Paris Sud - Paris XI, 2012. Français. ⟨NNT : 2012PA114847⟩</idno>
            <idno type="halRef">Sciences agricoles. Université Paris Sud - Paris XI, 2012. Français. ⟨NNT : 2012PA114847⟩</idno>
          </publicationStmt>
          <seriesStmt>            <idno type="stamp" n="STAR">STAR - Dépôt national des thèses électroniques</idno>
            <idno type="stamp" n="ICSN">Collection des Publications de l'Institut de Chimie des Substances Naturelles, UPR2301, Gif sur Yvette</idno>
            <idno type="stamp" n="CNRS">CNRS - Centre national de la recherche scientifique</idno>
            <idno type="stamp" n="INC-CNRS">Institut de Chimie du CNRS</idno>
          </seriesStmt>
          <notesStmt></notesStmt>
          <sourceDesc>            <biblStruct>              <analytic>                <title xml:lang="en">Search for antiplasmodial compounds from the malagasy biodiversity</title>
                <title xml:lang="fr">Recherche de composés à activité antiplasmodiale à partir de la biodiversité malgache</title>
                <author role="aut">                  <persName>                    <forename type="first">Ahmed-Mehdi</forename>
                    <surname>Beniddir</surname>
                  </persName>
                  <idno type="halauthorid">823096</idno>
                  <affiliation ref="#struct-440"></affiliation>
                </author>
              </analytic>
              <monogr>                <idno type="nnt">2012PA114847</idno>
                <imprint>                  <date type="dateDefended">2012-10-31</date>
                </imprint>
                <authority type="institution">Université Paris Sud - Paris XI</authority>
                <authority type="school">Ecole doctorale Innovation Thérapeutique : du Fondamental à l'Appliqué (Châtenay-Malabry, Haut-de-Seine ; 2000-2015)</authority>
                <authority type="supervisor">Françoise Gueritte</authority>
                <authority type="supervisor">Marc Litaudon</authority>
                <authority type="jury">Erwan Poupon [Président]</authority>
                <authority type="jury">Elisabeth Seguin [Rapporteur]</authority>
                <authority type="jury">Catherine Lavaud [Rapporteur]</authority>
                <authority type="jury">Philippe Rasoanaivo</authority>
              </monogr>
            </biblStruct>
          </sourceDesc>
          <profileDesc>            <langUsage>              <language ident="fr">French</language>
            </langUsage>
            <textClass>              <keywords scheme="author">                <term xml:lang="en">Gonioma malagasy</term>
                <term xml:lang="en">Bisindole</term>
                <term xml:lang="en">Stomatocytogenesis</term>
                <term xml:lang="en">Circular dichoisme</term>
                <term xml:lang="en">ECD</term>
                <term xml:lang="en">Exciton chirality</term>
                <term xml:lang="en">Diarylheptanoid</term>
                <term xml:lang="en">Pyrostria major</term>
                <term xml:lang="en">FcB1</term>
                <term xml:lang="en">Malaria</term>
                <term xml:lang="en">Goniomedines</term>
                <term xml:lang="fr">Modélisation moléculaire</term>
                <term xml:lang="fr">Goniomedines</term>
                <term xml:lang="fr">Bisindoles</term>
                <term xml:lang="fr">Gonioma malagasy</term>
                <term xml:lang="fr">Stomatocytogénèse</term>
                <term xml:lang="fr">Dichroïsme circulaire</term>
                <term xml:lang="fr">Exciton chirality</term>
                <term xml:lang="fr">Diarylheptanoïde</term>
                <term xml:lang="fr">Paludisme</term>
                <term xml:lang="fr">FcB1</term>
                <term xml:lang="fr">Pyrostria major</term>
              </keywords>
              <classCode scheme="halDomain" n="sdv.sa">Life Sciences [q-bio]/Agricultural sciences</classCode>
              <classCode scheme="halDomain" n="chim.othe">Chemical Sciences/Other</classCode>
              <classCode scheme="halTypology" n="THESE">Theses</classCode>
            </textClass>
            <abstract xml:lang="en">              <p>As part of the search for new compounds with antiplasmodial activity, two malagasy plants  were studied: Pyrostria major (Rubiaceae) and Gonioma malagasy (Apocynaceae). The Ethyl acetate and alkaloidic extracts showed significant antiplasmodial activity against the chloroquine-resistant strain FcB1 during a preliminary screening. The phytochemical study of the leaves of P. major has led to the isolation of β-sitosterol together with eight new diarylheptanoid glucoside, described for the first time in a plant belonging to the Rubiaceae family. The antiplasmodial activity of the EtOAc extract of the leaves is probably due to the presence of β-sitosterol. This activity is due to the stomatocytogenic effect caused by this family of compound. The use of the "exciton chirality" has determined the absolute configuration of the natural diarylheptanoid glucoside. This structural study allowed us to obtain, two selective antiplasmodial and non-cytotoxic compounds, as well as potential antileishmanial and antitrypanosomal compounds. The study of the alkaloidic extract of G. malagasy led to the isolation of a novel chemical series, "The goniomedines." They are characterized by a bisindole backbone consisting of two monomers connected by a dihydropyran unit. Their absolute configurations were deduced following the comparison of experimental and theoretically calculated ECD spectra and through biogenetic considerations. Among these compounds, only one showed a significant antiplasmodial activity.</p>
            </abstract>
            <abstract xml:lang="fr">              <p>Dans le cadre de la recherche de nouveaux composés à activité antiplasmodiale, deux plantes de Madagascar ont été étudiées : Pyrostria major (Rubiaceae) et Gonioma malagasy (Apocynaceae). Leurs extraits acétate d’éthyle et alcaloïdique ont montré une activité antiplasmodiale significative vis-à-vis de la souche chloroquino-résistante FcB1 lors d’un criblage préliminaire. L’étude phytochimique des feuilles de P. major a conduit à l’isolement du β sitostérol ainsi que de huit nouveaux diarylheptanoïdes glycosylés, décrits pour la première fois dans une plante appartenant à la famille des Rubiaceae. L’activité antiplasmodiale de l’extrait AcOEt des feuilles est probablement due à la présence du β sitostérol. Cette activité serait due à l’effet stomatocytogénique provoqué par cette famille de composés. L’utilisation de l’"Exciton chirality" a permis de déterminer la configuration absolue des diarylheptanoïdes glycosylés isolés. Cette étude structurale nous a permis d’obtenir d’une part, deux composés antiplasmodiaux sélectifs et non cytotoxiques et d’autre part, un composé antileishmanien et un autre antitrypanosomal. L’étude de l’extrait alcaloïdique de G. malagasy a conduit à l’isolement d’une nouvelle série chimique, "les goniomedines". Ces dernières sont caractérisées par un squelette bisindolique constitué de deux monomères dihydroindoliques reliés par une unité dihydropyrane. Une étude configurationnelle basée sur le calcul théorique de spectres de dichroïsme circulaire ainsi que sur des considérations biogénétiques, a permis la détermination de leur configuration absolue. Parmi ces composés, un seul a montré une activité antiplasmodiale significative.</p>
            </abstract>
          </profileDesc>
        </hal>
</record>

Pour manipuler ce document sous Unix (Dilib)

EXPLOR_STEP=$WICRI_ROOT/Sante/explor/ChloroquineV1/Data/Hal/Checkpoint

HfdSelect -h $EXPLOR_STEP/biblio.hfd -nk 000142 | SxmlIndent | more

HfdSelect -h $EXPLOR_AREA/Data/Hal/Checkpoint/biblio.hfd -nk 000142 | SxmlIndent | more

Pour mettre un lien sur cette page dans le réseau Wicri

{{Explor lien
   |wiki=    Sante
   |area=    ChloroquineV1
   |flux=    Hal
   |étape=   Checkpoint
   |type=    RBID
   |clé=     Hal:tel-00796218
   |texte=   Search for antiplasmodial compounds from the malagasy biodiversity
}}

This area was generated with Dilib version V0.6.33.
Data generation: Wed Mar 25 22:43:59 2020. Site generation: Sun Jan 31 12:44:45 2021

	Serveur d'exploration Chloroquine
	Attention, ce site est en cours de développement ! Attention, site généré par des moyens informatiques à partir de corpus bruts. Les informations ne sont donc pas validées.

Serveur d'exploration Chloroquine

Search for antiplasmodial compounds from the malagasy biodiversity

Search for antiplasmodial compounds from the malagasy biodiversity

Source :

Descripteurs français

English descriptors

Abstract

Links toward previous steps (curation, corpus...)

Links to Exploration step

Le document en format XML

Pour manipuler ce document sous Unix (Dilib)

Pour mettre un lien sur cette page dans le réseau Wicri