Literature DB >> 25850027

Discovery of a P450-catalyzed step in vindoline biosynthesis: a link between the aspidosperma and eburnamine alkaloids.

Franziska Kellner1, Fernando Geu-Flores, Nathaniel H Sherden, Stephanie Brown, Emilien Foureau, Vincent Courdavault, Sarah E O'Connor.   

Abstract

Here we report the discovery of a cytochrome P450 that is required for the biosynthesis of vindoline, a plant-derived natural product used for semi-synthesis of several anti-cancer drugs. This enzyme catalyzes the formation of an epoxide that can undergo rearrangement to yield the vincamine-eburnamine backbone, thereby providing evidence for the long-standing hypothesis that the aspidosperma- and eburnamine-type alkaloids are biosynthetically related.

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Year:  2015        PMID： 25850027     DOI： 10.1039/c5cc01309g

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.065


  18 in total

1.  Isolation of Cells Specialized in Anticancer Alkaloid Metabolism by Fluorescence-Activated Cell Sorting.

Authors:  Inês Carqueijeiro; Ana Luísa Guimarães; Sara Bettencourt; Teresa Martínez-Cortés; Joana G Guedes; Rui Gardner; Telma Lopes; Cláudia Andrade; Cláudia Bispo; Nuno Pimpão Martins; Paula Andrade; Patrícia Valentão; Inês M Valente; José A Rodrigues; Patrícia Duarte; Mariana Sottomayor
Journal:  Plant Physiol       Date:  2016-06-29       Impact factor: 8.340

2.  Identification of a second 16-hydroxytabersonine-O-methyltransferase suggests an evolutionary relationship between alkaloid and flavonoid metabolisms in Catharanthus roseus.

Authors:  Pamela Lemos Cruz; Ines Carqueijeiro; Konstantinos Koudounas; Dikki Pedenla Bomzan; Emily Amor Stander; Cécile Abdallah; Natalja Kulagina; Audrey Oudin; Arnaud Lanoue; Nathalie Giglioli-Guivarc'h; Dinesh A Nagegowda; Nicolas Papon; Sébastien Besseau; Marc Clastre; Vincent Courdavault
Journal:  Protoplasma       Date:  2022-08-10       Impact factor: 3.186

3.  Class II Cytochrome P450 Reductase Governs the Biosynthesis of Alkaloids.

Authors:  Claire Parage; Emilien Foureau; Franziska Kellner; Vincent Burlat; Samira Mahroug; Arnaud Lanoue; Thomas Dugé de Bernonville; Monica Arias Londono; Inês Carqueijeiro; Audrey Oudin; Sébastien Besseau; Nicolas Papon; Gaëlle Glévarec; Lucia Atehortùa; Nathalie Giglioli-Guivarc'h; Benoit St-Pierre; Marc Clastre; Sarah E O'Connor; Vincent Courdavault
Journal:  Plant Physiol       Date:  2016-09-29       Impact factor: 8.340

4.  TIAs pathway genes and associated miRNA identification in Vinca minor: supporting aspidosperma and eburnamine alkaloids linkage via transcriptomic analysis.

Authors:  Priyanka Verma; Noopur Singh; Shamshad Ahmad Khan; Ajay Kumar Mathur; Ashok Sharma; Farrukh Jamal
Journal:  Physiol Mol Biol Plants       Date:  2020-07-08

5.  Two Tabersonine 6,7-Epoxidases Initiate Lochnericine-Derived Alkaloid Biosynthesis in Catharanthus roseus.

Authors:  Inês Carqueijeiro; Stephanie Brown; Khoa Chung; Thu-Thuy Dang; Manish Walia; Sébastien Besseau; Thomas Dugé de Bernonville; Audrey Oudin; Arnaud Lanoue; Kevin Billet; Thibaut Munsch; Konstantinos Koudounas; Céline Melin; Charlotte Godon; Bienvenue Razafimandimby; Johan-Owen de Craene; Gaëlle Glévarec; Jillian Marc; Nathalie Giglioli-Guivarc'h; Marc Clastre; Benoit St-Pierre; Nicolas Papon; Rodrigo B Andrade; Sarah E O'Connor; Vincent Courdavault
Journal:  Plant Physiol       Date:  2018-06-22       Impact factor: 8.340

6.  Geissoschizine synthase controls flux in the formation of monoterpenoid indole alkaloids in a Catharanthus roseus mutant.

Authors:  Yang Qu; Antje M K Thamm; Matthew Czerwinski; Sayaka Masada; Kyung Hee Kim; Graham Jones; Ping Liang; Vincenzo De Luca
Journal:  Planta       Date:  2017-11-17       Impact factor: 4.116

7.  A tabersonine 3-reductase Catharanthus roseus mutant accumulates vindoline pathway intermediates.

Authors:  Alison Edge; Yang Qu; Michael L A E Easson; Antje M K Thamm; Kyung Hee Kim; Vincenzo De Luca
Journal:  Planta       Date:  2017-09-11       Impact factor: 4.116

Review 8.  Diversity in Chemical Structures and Biological Properties of Plant Alkaloids.

Authors:  Sweta Bhambhani; Kirtikumar R Kondhare; Ashok P Giri
Journal:  Molecules       Date:  2021-06-03       Impact factor: 4.411

9.  ZCTs knockdown using antisense LNA GapmeR in specialized photomixotrophic cell suspensions of Catharanthus roseus: Rerouting the flux towards mono and dimeric indole alkaloids.

Authors:  Priyanka Verma; Shamshad Ahmad Khan; Varsha Parasharami; Ajay Kumar Mathur
Journal:  Physiol Mol Biol Plants       Date:  2021-06-17

10.  Characterization of a second secologanin synthase isoform producing both secologanin and secoxyloganin allows enhanced de novo assembly of a Catharanthus roseus transcriptome.

Authors:  Thomas Dugé de Bernonville; Emilien Foureau; Claire Parage; Arnaud Lanoue; Marc Clastre; Monica Arias Londono; Audrey Oudin; Benjamin Houillé; Nicolas Papon; Sébastien Besseau; Gaëlle Glévarec; Lucia Atehortùa; Nathalie Giglioli-Guivarc'h; Benoit St-Pierre; Vincenzo De Luca; Sarah E O'Connor; Vincent Courdavault
Journal:  BMC Genomics       Date:  2015-08-19       Impact factor: 4.547
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