Laurent EVANNO 

Maître de Conférences


Chimie des Substances Naturelles

0180006366

HM1- 1er étage - 1714

Permanent

Thèmes de recherches

  • chimie biomimétique
  • isolement de molécules naturelles
  • méthodologies de synthèse
  • alcaloïdes indolomonoterpéniques

 


49 documents


Articles dans une revue

  • Florent Edde, Emmanuelle Drège, Laurent Evanno. User‐friendly and Green Procedure for a Photoinduced Wohl‐Ziegler Reaction. European Journal of Organic Chemistry, 2025, 28 (18), ⟨10.1002/ejoc.202500183⟩. ⟨hal-05114321⟩
  • Benoit Derrien, Karine Leblanc, Laurent Evanno, Emmanuelle Drège. Enantioselective Total Synthesis of the Neurotoxin Caramboxin. Journal of Organic Chemistry, 2024, 89 (9), pp.6489-6493. ⟨10.1021/acs.joc.4c00541⟩. ⟨hal-05114333⟩
  • Cyrille Kouklovsky, Erwan Poupon, Laurent Evanno, Guillaume Vincent. Total Synthesis of Mavacuran Alkaloids with Bioinspired and non-Bioinspired Strategies. SYNLETT, 2023, ⟨10.1055/s-0042-1751498⟩. ⟨hal-04274139⟩
  • Mansour Kerim, Laurent Evanno, Laurent Ferrié. Stereodivergent Total Syntheses of (+)-Mycaperoxides C, D, G Methyl Ester and (-)-Mycaperoxide B. Chemistry - A European Journal, 2023, 29 (6), ⟨10.1002/chem.202203004⟩. ⟨hal-04250595⟩
  • Élodie Pradayrol, Alexandre Maciuk, Laurent Evanno. Oxidative Assemblies of Flavonoids Dimers – Synthesis of Dehydrodicatechin A. ChemistrySelect, 2023, 8 (13), pp.4221-4224. ⟨10.1002/slct.202300779⟩. ⟨hal-05114359⟩
  • Élodie Pradayrol, Blandine Seon-Meniel, Samuel Oger, Biraveena Sinniah-Kandiah, Régis Guillot, et al.. Bioinspired Synthesis of Pulvinic Acids Including Xerocomic Acid and Fluorescence Properties of Bis‐lactone Intermediates. European Journal of Organic Chemistry, 2023, 26 (8), ⟨10.1002/ejoc.202201152⟩. ⟨hal-05114370⟩
  • Samuel Oger, Nicolas Duchemin, Yara Mayssa Bendiab, Nicolas Birlirakis, Adam Skiredj, et al.. Expanding the ‘aplysinospin cascade’ through DNA-templated [2+2] photocycloaddition. Chemical Communications, 2023, 59 (28), pp.4221-4224. ⟨10.1039/d3cc00673e⟩. ⟨hal-04592519⟩
  • Thi Phuong Thuy Hoang, Catherine Roullier, Laurent Evanno, Isabelle Kerzaon, Emmanuel Gentil, et al.. Nature‐Inspired Chemistry of Complex Alkaloids: Combining Targeted Molecular Networking Approach and Semisynthetic Strategy to Access Rare Communesins in a Marine‐Derived Penicillium expansum. Chemistry - A European Journal, 2023, 29 (38), pp.e202300103. ⟨10.1002/chem.202300103⟩. ⟨hal-04485716⟩
  • Maxime Jarret, Hussein Abou-Hamdan, Cyrille Kouklovsky, Erwan Poupon, Laurent Evanno, et al.. Bioinspired Early Divergent Oxidative Cyclizations toward Pleiocarpamine, Talbotine, and Strictamine. Organic Letters, 2021, 23 (4), pp.1355-1360. ⟨10.1021/acs.orglett.1c00018⟩. ⟨hal-03186900⟩
  • Audrey Mauger, Maxime Jarret, Cyrille Kouklovsky, Erwan Poupon, Laurent Evanno, et al.. The chemistry of mavacurane alkaloids: a rich source of bis-indole alkaloids. Natural Product Reports, 2021, 30 (10), pp.1852-1886. ⟨10.1039/D0NP00088D⟩. ⟨hal-03186969⟩
  • Victor Turpin, Erwan Poupon, Jean‐christophe Jullian, Laurent Evanno. Biosynthetically Relevant Reactivity of Polyneuridine Aldehyde. European Journal of Organic Chemistry, 2020, 2020 (45), pp.6989-6991. ⟨10.1002/ejoc.202000963⟩. ⟨hal-05114397⟩
  • Maxime Jarret, Aurélien Tap, Victor Turpin, Natacha Denizot, Cyrille Kouklovsky, et al.. Bioinspired Divergent Oxidative Cyclizations of Geissoschizine: Total Synthesis of (–)‐17‐nor‐Excelsinidine, (+)‐16‐epi‐Pleiocarpamine, (+)‐16‐Hydroxymethyl‐Pleiocarpamine and (+)‐Taberdivarine H. European Journal of Organic Chemistry, 2020, 40, pp.6340-6351. ⟨10.1002/ejoc.202000962⟩. ⟨hal-02960543⟩
  • Timothée Aboua Okpekon, Faustin Aka Kabran, Venance Martial Say, Laurent Evanno, Alexandre Maciuk, et al.. Apoprunellelactone (APL), an antiprotozoal lactone from the stem barks of Isolona cooperi Hutch. & Dalziel (Annonaceae). Natural Product Research, 2020, 35 (23), pp.5112-5119. ⟨10.1080/14786419.2020.1781116⟩. ⟨hal-05115394⟩
  • Xinming Zhang, Laurent Evanno, Erwan Poupon. Biosynthetic Routes to Natural Isocyanides. European Journal of Organic Chemistry, 2020, 2020 (13), pp.1919-1929. ⟨10.1002/ejoc.201901694⟩. ⟨hal-05114409⟩
  • Laurent Evanno, Damien Belotti, Edmond Toromanoff, Janine Cossy. Synthesis of 12- epi -Protopanaxadiol and Formal Synthesis of Ginsenoside Chikusetsusaponin-LT 8. European Journal of Organic Chemistry, 2019, 2019 (34), pp.5970-5973. ⟨10.1002/ejoc.201901031⟩. ⟨hal-02533154⟩
  • Siguara Bastos Lemos Silva, Mehdi Beniddir, Jean‐françois Gallard, Erwan Poupon, Olivier Thomas, et al.. Chemical Insights into the Anchinopeptolide Series. European Journal of Organic Chemistry, 2019, 2019 (31-32), pp.5515-5518. ⟨10.1002/ejoc.201900625⟩. ⟨hal-03575266⟩
  • Maxime Jarret, Victor Turpin, Aurélien Tap, Jean-François Gallard, Cyrille Kouklovsky, et al.. Bioinspired Oxidative Cyclization of the Geissoschizine Skeleton for Enantioselective Total Synthesis of Mavacuran Alkaloids. Angewandte Chemie International Edition, 2019, 58 (29), pp.9861-9865. ⟨10.1002/anie.201905227⟩. ⟨hal-02322586⟩
  • E. Ramos, Pierre Le Pogam, Charlotte Fox Alcover, Elvis Otogo N'Nang, Gaëla Cauchie, et al.. Collected mass spectrometry data on monoterpene indole alkaloids from natural product chemistry research. Scientific Data , 2019, 6 (15), pp.1-6. ⟨10.1038/s41597-019-0028-3⟩. ⟨hal-02861053⟩
  • Siguara Silva, François Oberhänsli, Marie-Aude Tribalat, Grégory Genta-Jouve, Jean-Louis Teyssié, et al.. Insights into the Biosynthesis of Cyclic Guanidine Alkaloids from Crambeidae Marine Sponges. Angewandte Chemie International Edition, 2019, 58 (2), pp.520-525. ⟨10.1002/anie.201809539⟩. ⟨hal-04082796⟩
  • Natacha Denizot, David Lachkar, Cyrille Kouklovsky, Erwan Poupon, Laurent Evanno, et al.. Divergent Oxidative Couplings between Indoles and 2,3-Dihydroxybenzoic Acid Derivatives for the Biomimetic Synthesis of Voacalgine A and Bipleiophylline. Synthesis: Journal of Synthetic Organic Chemistry, 2018, 50 (21), pp.4229-4242. ⟨10.1055/s-0036-1591910⟩. ⟨hal-02348831⟩
  • Maxime Jarret, Aurélien Tap, Cyrille Kouklovsky, Erwan Poupon, Laurent Evanno, et al.. Bioinspired Oxidative Cyclization of the Geissoschizine Skeleton for the Total Synthesis of (−)-17-nor-Excelsinidine. Angewandte Chemie International Edition, 2018, 57 (38), pp.12294-12298. ⟨10.1002/anie.201802610⟩. ⟨hal-02348789⟩
  • Nicolas Duchemin, Adam Skiredj, Justine Mansot, Karine Leblanc, Jean-Jacques Vasseur, et al.. DNA-Templated [2+2] Photocycloaddition: A Straightforward Entry into the Aplysinopsin Family of Natural Products. Angewandte Chemie International Edition, 2018, 57 (36), pp.11786-11791. ⟨10.1002/anie.201806357⟩. ⟨hal-02197152⟩
  • Laurent Evanno, David Lachkar, Assia Lamali, Asmaa Boufridi, Blandine Seon-Meniel, et al.. A Ring-Distortion Strategy from Marine Natural Product Ilimaquinone Leads to Quorum Sensing Modulators. European Journal of Organic Chemistry, 2018, 2018 (20-21), pp.2486-2497. ⟨10.1002/ejoc.201800047⟩. ⟨hal-02626088⟩
  • Elvis Otogo N’nang Obiang, Grégory Genta-Jouve, Jean-François Gallard, Brice Kumulungui, Elisabeth Mouray, et al.. Pleiokomenines A and B: Dimeric Aspidofractinine Alkaloids Tethered with a Methylene Group. Organic Letters, 2017, 19 (22), pp.6180-6183. ⟨10.1021/acs.orglett.7b03098⟩. ⟨hal-01966401⟩
  • Alexander Fox Ramos, Charlotte Alcover, Laurent Evanno, Marc Litaudon, Christophe Duplais, et al.. Beyond the “Code”: A Guide to the Description and Documentation of Biodiversity in Ciliated Protists (Alveolata, Ciliophora). Journal of Eukaryotic Microbiology, 2017, 64 (4), pp.539-554. ⟨10.1111/jeu.12391⟩. ⟨hal-02134404⟩
  • Alexander Fox Ramos, Charlotte Alcover, Laurent Evanno, Alexandre Maciuk, Marc Litaudon, et al.. Revisiting Previously Investigated Plants: A Molecular Networking-Based Study of Geissospermum laeve. Journal of Natural Products, 2017, 80 (4), pp.1007-1014. ⟨10.1021/acs.jnatprod.6b01013⟩. ⟨hal-02105819⟩
  • David Lachkar, Natacha Denizot, Guillaume Bernadat, Kadiria Ahamada, Mehdi Beniddir, et al.. Unified biomimetic assembly of voacalgine A and bipleiophylline via divergent oxidative couplings. Nature Chemistry, 2017, 9 (8), pp.793-798. ⟨10.1038/nchem.2735⟩. ⟨hal-05115363⟩
  • Asmaa Boufridi, David Lachkar, Dirk Erpenbeck, Mehdi A. Beniddir, Laurent Evanno, et al.. Ilimaquinone and 5-epi-Ilimaquinone: Beyond a Simple Diastereomeric Ratio, Biosynthetic Considerations from NMR-Based Analysis. Australian Journal of Chemistry, 2017, 70 (6), pp.743-750. ⟨10.1071/CH16455⟩. ⟨hal-01483154⟩
  • Natacha Bonneau, Guanming Chen, David Lachkar, Asmaa Boufridi, Jean-Francois Gallard, et al.. An Unprecedented Blue Chromophore Found in Nature using a "Chemistry First" and Molecular Networking Approach: Discovery of Dactylocyanines A-H. Chemistry - A European Journal, 2017, 23 (58), pp.14454-14461. ⟨10.1002/chem.201702336⟩. ⟨hal-02571115⟩
  • Asmaa Boufridi, Sylvain Petek, Laurent Evanno, Mehdi A. Beniddir, Cécile Debitus, et al.. Biotransformations versus chemical modifications: new cytotoxic analogs of marine sesquiterpene ilimaquinone. Tetrahedron Letters, 2016, 57 (44), pp.4922-4925. ⟨10.1016/j.tetlet.2016.09.075⟩. ⟨hal-01483185⟩
  • Adam Skiredj, Mehdi Beniddir, Laurent Evanno, Erwan Poupon. Mimicking the Main Events of the Biosynthesis of Drimentines: Synthesis of Δ8′‐Isodrimentine A and Related Compounds. European Journal of Organic Chemistry, 2016, 2016 (17), pp.2954-2958. ⟨10.1002/ejoc.201600444⟩. ⟨hal-05114436⟩
  • Kadiria Ahamada, Sarah Benayad, Erwan Poupon, Laurent Evanno. Polyneuridine aldehyde: structure, stability overviews and a plausible origin of flavopereirine. Tetrahedron Letters, 2016, 57 (15), pp.1718-1720. ⟨10.1016/j.tetlet.2016.03.019⟩. ⟨hal-05114447⟩
  • Sarah Benayad, Kadiria Ahamada, Guy Lewin, Laurent Evanno, Erwan Poupon. Preakuammicine: A Long‐Awaited Missing Link in the Biosynthesis of Monoterpene Indole Alkaloids. European Journal of Organic Chemistry, 2016, 2016 (8), pp.1494-1499. ⟨10.1002/ejoc.201600102⟩. ⟨hal-05114453⟩
  • Mehdi Beniddir, Laurent Evanno, Delphine Joseph, Adam Skiredj, Erwan Poupon. Emergence of diversity and stereochemical outcomes in the biosynthetic pathways of cyclobutane-centered marine alkaloid dimers. Natural Product Reports, 2016, 33 (7), pp.820-842. ⟨10.1039/c5np00159e⟩. ⟨hal-05114432⟩
  • Adam Skiredj, Mehdi Beniddir, Delphine Joseph, Guillaume Bernadat, Laurent Evanno, et al.. Harnessing the Intrinsic Reactivity within the Aplysinopsin Series for the Synthesis of Intricate Dimers: Natural from Start to Finish. Synthesis: Journal of Synthetic Organic Chemistry, 2015, 47 (16), pp.2367-2376. ⟨10.1055/s-0034-1381032⟩. ⟨hal-05114461⟩
  • Sarah Benayad, Mehdi Beniddir, Laurent Evanno, Erwan Poupon. Biomimetic Assembly of Leucoridine A. European Journal of Organic Chemistry, 2015, 2015 (9), pp.1894-1898. ⟨10.1002/ejoc.201500041⟩. ⟨hal-05114457⟩
  • Adam Skiredj, Mehdi Beniddir, Delphine Joseph, Karine Leblanc, Guillaume Bernadat, et al.. A Unified Bioinspired “Aplysinopsin Cascade”: Total Synthesis of (±)-Tubastrindole B and Related Biosynthetic Congeners. Organic Letters, 2014, 16 (19), pp.4980-4983. ⟨10.1021/ol502177m⟩. ⟨hal-05114466⟩
  • Adam Skiredj, Mehdi Beniddir, Delphine Joseph, Karine Leblanc, Guillaume Bernadat, et al.. Spontaneous Biomimetic Formation of (±)‐Dictazole B under Irradiation with Artificial Sunlight. Angewandte Chemie International Edition, 2014, 53 (25), pp.6419-6424. ⟨10.1002/anie.201403454⟩. ⟨hal-05114474⟩
  • François Senejoux, Laurent Evanno, Erwan Poupon. Biomimetic Three‐Component Assembly of the Central Core of Halichonadins K and L. European Journal of Organic Chemistry, 2012, 2013 (3), pp.453-455. ⟨10.1002/ejoc.201201316⟩. ⟨hal-05114478⟩
  • Hajer Abdelkafi, Laurent Evanno, Alexandre Deville, Lionel Dubost, Bastien Nay. Reactivity of cyclohexene epoxides toward intramolecular acid-catalyzed cyclizations for the synthesis of naturally occurring cage architectures. Comptes Rendus. Chimie, 2012, 16 (4), pp.304-310. ⟨10.1016/j.crci.2012.09.007⟩. ⟨hal-05114487⟩
  • Hajer Abdelkafi, Laurent Evanno, Patrick Herson, Bastien Nay. Synthetic studies toward the cytotoxic norditerpene (+)-harringtonolide: setting up key-stereogenic centers of the cyclohexane ring D. Tetrahedron Letters, 2011, 52 (27), pp.3447-3450. ⟨10.1016/j.tetlet.2011.04.101⟩. ⟨hal-05114496⟩
  • Hajer Abdelkafi, Laurent Evanno, Alexandre Deville, Lionel Dubost, Angèle Chiaroni, et al.. Synthesis of Naturally Occurring Cyclohexene Rings Using Stereodirected Intramolecular Diels–Alder Reactions Through Asymmetric 1,3‐Dioxane Tethering. European Journal of Organic Chemistry, 2011, 2011 (15), pp.2789-2800. ⟨10.1002/ejoc.201001678⟩. ⟨hal-05115356⟩
  • Laurent Evanno, Joel Ormala, Petri M. Pihko. A Highly Enantioselective Access to Tetrahydroisoquinoline and β‐Carboline Alkaloids with Simple Noyori‐Type Catalysts in Aqueous Media. Chemistry - A European Journal, 2009, 15 (47), pp.12963-12967. ⟨10.1002/chem.200902289⟩. ⟨hal-05114507⟩
  • Bastien Nay, Nassima Riache, Laurent Evanno. Chemistry and biology of non-tetramic γ-hydroxy-γ-lactams and γ-alkylidene-γ-lactams from natural sources. Natural Product Reports, 2009, 26 (8), pp.1044-1062. ⟨10.1039/b903905h⟩. ⟨hal-05114499⟩
  • Laurent Evanno, Akino Jossang, Julie Nguyen-Pouplin, Diane Delaroche, Patrick Herson, et al.. Further Studies of the Norditerpene (+)-Harringtonolide Isolated from Cephalotaxus harringtonia var. drupacea : Absolute Configuration, Cytotoxic and Antifungal Activities. Planta Medica, 2008, 74 (08), pp.870-872. ⟨10.1055/s-2008-1074546⟩. ⟨hal-05114510⟩
  • Laurent Evanno, Alexandre Deville, Bernard Bodo, Bastien Nay. An enyne metathesis/Diels–Alder reaction sequence towards the synthesis of cup-shaped 5/5/6-tricyclic architectures. Tetrahedron Letters, 2007, 48 (25), pp.4331-4333. ⟨10.1016/j.tetlet.2007.04.107⟩. ⟨hal-05114512⟩
  • Laurent Evanno, Alexandre Deville, Lionel Dubost, Angèle Chiaroni, Bernard Bodo, et al.. Utility of a chiral 1,3-dioxane template in stereoselective intramolecular Diels–Alder reactions. Tetrahedron Letters, 2007, 48 (16), pp.2893-2896. ⟨10.1016/j.tetlet.2007.02.089⟩. ⟨hal-05115353⟩
  • Laurent Evanno, Bastien Nay, Bernard Bodo. Unexpected Dehydrogenation Products in the Furan Series Arising from Ruthenium‐Catalyzed 4‐Oxo‐1,6‐enyne Metathesis. Synthetic Communications, 2005, 35 (11), pp.1559-1565. ⟨10.1081/scc-200058011⟩. ⟨hal-05115351⟩


Poster de conférence

  • Jeanne Malet-Villemagne, Laurent Evanno, Sandrine Denis‐quanquin, Claire Janoir, Thomas Candela. The anchoring of the polysaccharide II is essential for Clostridioides difficile survival. Anaerobe, Jul 2022, Seatle, France. ⟨hal-04341931⟩


Né en 1981

2001 : DUT Chimie Rennes
2002-2003 : Licence-Maitrise IUP de Chimie-Biologie de Nantes
2004 : DEA de Chimie Organique UPMC – Paris 6
2004-2007 : Doctorat au Muséum National D’histoire Naturelle, Paris – UPMC
2007-2008 : Séjour post-doctoral Université d’Helsinki, Finlande groupe de Petri Pihko
2009-2010 : Séjour post-doctoral ESPCI Paris, groupe de Janine Cossy
2016 : HDR : Habilitation à Diriger des Recherches