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Comparative electrochemical study on monolignols and dimers relevant for the comprehension of the lignification process
Affiliation:1. IJPB, UMR1318 Inra/AgroParisTech, Inra, Route de Saint-Cyr, 78026 Versailles Cedex, France;2. ICMPE, UMR7182, Equipe ESO, 2-8 rue Henri Dunant, 94320 Thiais, France;1. School of Pharmaceutical Sciences, Sun Yat-Sen University, Guangzhou 510006, China;2. School of Chinese Materia medica, Guangzhou University of Chinese Medicine, Guangzhou 510006, China;1. Shandong Analysis and Test Center, Shandong Academy of Sciences, Jinan 250014, P. R. China;2. Reyoung Pharmaceutical Co., Ltd, No. 44 Cultural West Road, Jinan 250012, P. R. China;1. Jiangxi University of Traditional Chinese Medicine, Nanchang 330004, China;2. Jiangzhong Pharmaceutical Group Company Limited, Nanchang 330096, China;3. State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China;4. Graduate School of Medicine and Pharmaceutical Sciences for Research, University of Toyama, Toyama 930-0194, Japan;1. Division of Polymer Engineering, School of Materials and Mineral Resources Engineering, Universiti Sains Malaysia, Engineering Campus, 14300 Nibong Tebal, Penang, Malaysia;2. Faculty of Engineering Technology, Universiti Malaysia Perlis (UniMAP), P.O Box 77, D/A Pejabat Pos Besar, Kangar, Perlis, 01000, Malaysia;1. Laboratoire de Chimie, Ingénierie Moléculaire et Nanostructures (LCIMN), Université Ferhat Abbas Sétif 1, Sétif 19000, Algeria;2. Leiden Institute of Chemistry, Leiden University, P.O. Box 9502, 2300 RA Leiden, The Netherlands;3. School of Chemistry, University of St Andrews, Fife KY16 9ST, United Kingdom;4. Département de Technologie, Faculté de Technologie, Université 20 Août 1955-Skikda, Skikda 21000, Algeria;5. Science and Engineering Faculty, Queensland University of Technology, GPO Box 2434, Brisbane, Qld 4001, Australia;6. Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia
Abstract:The objective of the present study is to complete previous electrochemical studies on coniferyl alcohol analogs by focusing on its dimers to further elucidate the lignification process, in order to distinguish between steric and electronic factors that inhibit oxidation. The results demonstrated that monolignols exhibit lower oxidation potential values than dimers and the β-O-4 dimer exhibited a quite peculiar behavior allowing two-electron oxidation. Moreover, we noticed that the pH turned out to affect the redox potential values. Phenol/phenol cation radical couples had a significantly higher potential than the corresponding phenate/phenoxy radical couple. These results emphasize the importance of understanding the specificities of in planta lignin growth and structure.
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  • Keywords:Lignin biosynthesis  Cyclic voltammetry  Phenol oxidation  Coniferyl alcohol  Red-Ox  potentials
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