Production of high molecular-ordered stilbene oligomers for the study of their biological activity: total synthesis, bio-catalyzed synthesis and production by plant systems

Philippe Jeandet; Md. Sahab Uddin; Christophe Clément; Aziz Aziz; Cédric Jacquard; Haroon Khan; Muhammad Ajmal Shah; Essaid Ait Barka; Mattheos Koffas; Seyed Mohammad Nabavi; Eduardo Sobarzo-Sánchez; Jean-Hugues Renault

doi:10.1039/D2NP00073C

Production of high molecular-ordered stilbene oligomers for the study of their biological activity: total synthesis, bio-catalyzed synthesis and production by plant systems†

Philippe Jeandet,

*^a Md. Sahab Uddin,

^bc Christophe Clément,^a Aziz Aziz,

^a Cédric Jacquard,

^a Haroon Khan,

^d Muhammad Ajmal Shah,

^e Essaid Ait Barka,^a Mattheos Koffas,^f Seyed Mohammad Nabavi,

^g Eduardo Sobarzo-Sánchez^hi and Jean-Hugues Renault^j

Author affiliations

* Corresponding authors

^a University of Reims Champagne-Ardenne, Research Unit “Induced Resistance and Plant Bioprotection”, RIBP-USC INRAe 1488, 51100 Reims, France
E-mail: philippe.jeandet@univ-reims.fr

^b Department of Pharmacy, Southeast University, Dhaka, Bangladesh

^c Pharmakon Neuroscience Research Network, Dhaka, Bangladesh

^d Department of Pharmacy, Faculty of Chemical and Life Sciences, Abdul Wali Khan, University Mardan, Pakistan

^e Department of Pharmacy, Hazara University, Mansehra, Pakistan

^f Dorothy and Fred Chau '71 Constellation Professor, Center for Biotechnology and Interdisciplinary Studies, Room 4005D, Rensselaer Polytechnic Institute, 110 8th Street, Troy, NY 12180, USA

^g Advanced Medical Pharma (AMP-Biotec), Biopharmaceutical Innovation Centre, Via Cortenocera, San Salvatore Telesino, BN, Italy

^h Department of Organic Chemistry, Faculty of Pharmacy, University of Santiago de Compostela, Campus Vida, 15782 Santiago de Compostela, Spain

ⁱ Instituto de Investigación y Postgrado, Facultad de Ciencias de la Salud, Universidad Central de Chile, Santiago, Chile

^j University of Reims Champagne-Ardenne, CNRS, ICMR UMR 7312, 51100 Reims, France

Abstract

Though the iconic stilbene resveratrol and its related dimers constitute a top storyline in the field of natural product research, resveratrol oligomers (condensation >2) have been left aside despite their higher biological activity compared to that of the monomers. This situation largely results from the difficulty of getting them in sufficient quantities to enable evaluation of their biological properties in vivo. We present here a synthetic and critical analysis of the methods used for the production of high molecular-ordered stilbene oligomers of potential biomedical interest, gathering the most salient data regarding the approaches employed to prepare them by total synthesis, use of biomimetic approaches or through plant systems.

Natural Product Reports

Production of high molecular-ordered stilbene oligomers for the study of their biological activity: total synthesis, bio-catalyzed synthesis and production by plant systems†

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Production of high molecular-ordered stilbene oligomers for the study of their biological activity: total synthesis, bio-catalyzed synthesis and production by plant systems

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