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Jean Coudane

Jean Coudane

Professor emeritus, Faculty of pharmacy, University of Montpellier

Jean is an alumnus of the ENS Cachan, he has passed aggregation in Chemistry before moving to INSA of Rouen as assistant professor in organic chemistry in the Laboratory of Macromolecular Substances, managed by Professor Maréchal. in 1991 he moved at the Faculty of Pharmacy of Montpellier in the CRBA (Research Center on Artificial Biopolymers) team, managed par Dr Michel Vert. From 2007 to 2018 he managed the “Artificial Biopolymers” department of IBMM (Max Mousseron Institute on Biomolecules). His research skills are mainly dedicated to the chemical modifications of biodegradable and biocompatible (co)polymers, especially (co)polyesters, for applications in Health, such as implantable polymeric medical devices or polymeric drug vectors.

Part of his recent research work is dedicated to the synthesis of advanced biomaterials via the functionalization of biodegradable aliphatic (co)polyesters. The main applications are i) in drug delivery and vectorization (multifunctional polycaprolactone-graft-polysaccharides) especially for anticancer activity ii) medical devices and tissue engineering: core and surface modification for X-Rays and IRM-imaging, antibacterial applications…

Jean is co-author of 122 papers and 11 patents.

Contact:

Jean.coudane(a)umontpellier.fr
+33 (0)4 11 75 97 11

5 publications récentes:

Nottelet, B.; Darcos, V.; Coudane, J. Aliphatic Polyesters for Medical Imaging and Theranostic Applications. European Journal of Pharmaceutics and Biopharmaceutics 2015, 97, 350–370. https://doi.org/10.1016/j.ejpb.2015.06.023.

Samad, A. A.; Bethry, A.; Janouskova, O.; Ciccione, J.; Wenk, C.; Coll, J.-L.; Subra, G.; Etrych, T.; Omar, F. E.; Bakkour, Y.; lterative Photoinduced Chain Functionalization as a Generic Platform for Advanced Polymeric Drug Delivery Systems. Macromolecular Rapid Communications 2018, 39 (3), 1700502. https://doi.org/10.1002/marc.201700502.

Samad, A. A.; Bethry, A.; Koziolová, E.; Netopilík, M.; Etrych, T.; Bakkour, Y.; Coudane, J.; Omar, F. E.; Nottelet, B. PCL–PEG Graft Copolymers with Tunable Amphiphilicity as Efficient Drug Delivery Systems. J. Mater. Chem. B 2016, 4 (37), 6228–6239. https://doi.org/10.1039/C6TB01841F.

Sardo, C.; Nottelet, B.; Triolo, D.; Giammona, G.; Garric, X.; Lavigne, J.-P.; Cavallaro, G.; Coudane, J. When Functionalization of PLA Surfaces Meets Thiol–Yne Photochemistry: Case Study with Antibacterial Polyaspartamide Derivatives. Biomacromolecules 2014, 15 (11), 4351–4362. https://doi.org/10.1021/bm5013772.

Coudane J, Leprince S, Garric X, Paniagua C, Huberlant S, Letouzey V. Composition of diblock and triblock copolymers and the use thereof in the prevention of tissues adhesions. WO2016020613

Syntheses of biodegradable graft copolymers from sodium caseinate and poly 3 -caprolactone or poly lactic acid. Applications to the compatibilization of sodium caseinate/polyester blends

Materials Today Chemistry 27 (2023) 101345

L.Viora, T. Tichané, A. Taguet, X. Garric, J. Coudane, H. Van Den Berghe

 ABSTRACT

Casein (and its sodium salt, sodium caseinate, SC) is an inexpensive natural milk protein that is used as a biodegradable biomaterial, especially to produce packaging films. However, to enhance some of its properties, it needs to be blended with other polymers, which should preferably be biodegradable such as poly lactic acid (PLA) and poly ε-caprolactone (PCL). New SC-g-PLA and SC-g-PCL graft copolymers have been prepared and unambiguously characterized, in particular by 1H and DOSY NMR. The grafting degrees are high (between 24 and 35% by weight) and result in variations of properties, such as hydrophobicity and thermal properties. The microstructures of SC/PLA and SC/PCL blends were studied and compared, with and without the addition of the SC-g-PLA and SC-g-PCL copolymers to test the compatibilization capacity of these new biodegradable copolymers.

Chemical modification of edible sodium caseinate: A new grafting method of oleic acid. Characterization and thermal properties of the conjugate

Food Chemistry  Volume 408, 15 May 2023, 135140

Teddy Tichané, Laurianne Viora, Xavier Garric, Emmanuel Klem-Robin, Jean Coudane, Hélène Van Den Berghe

 ABSTRACT

Sodium caseinate is a well-known amphiphilic protein derived from natural products currently used for the preparation of edible films. To improve some properties, especially to decrease the hydrophilicity and water solubility of the caseinate, the covalent grafting of a hydrophobic edible fatty acid, namely oleic acid, onto caseinate, appears to be a solution. We describe a new synthesis method for the chemical modification of sodium caseinate involving the synthesis of an acid chloride derivative from oleic acid and a phase transfer catalysis reaction in a biphasic medium. Under these conditions, free amine and alcohol groups of the caseinate are likely to be grafted with a fairly high (>50 %) substitution degree. The caseinate derivative is finely characterized, in particular by DOSY NMR, to assess the formation of a casein/oleic acid grafted compound as well as the absence of residual oleic acid.

Poly(ε-caprolactone)-Based Graft Copolymers: Synthesis Methods and Applications in the Biomedical Field: A Review

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Molecules 27, 7339 (2022)

 Jean Coudane, Benjamin Nottelet, Julia Mouton, Xavier Garric, Hélène Van Den Berghe

ABSTRACT

Synthetic biopolymers are attractive alternatives to biobased polymers, especially because they rarely induce an immune response in a living organism. Poly ε-caprolactone (PCL) is a well-known synthetic aliphatic polyester universally used for many applications, including biomedical and environmental ones. Unlike poly lactic acid (PLA), PCL has no chiral atoms, and it is impossible to play with the stereochemistry to modify its properties. To expand the range of applications for PCL, researchers have investigated the possibility of grafting polymer chains onto the PCL backbone. As the PCL backbone is not functionalized, it must be first functionalized in order to be able to graft reactive groups onto the PCL chain. These reactive groups will then allow the grafting of new reagents and especially new polymer chains. Grafting of polymer chains is mainly carried out by “grafting from” or “grafting onto” methods. In this review we describe the main structures of the graft copolymers produced, their different synthesis methods, and their main characteristics and applications, mainly in the biomedical field.

Polyester-polydopamine copolymers for intravitreal drug delivery: role of polydopamine drug-binding properties on extending drug release

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Biomacromolecules 23, 4388-4400, (2022)

Floriane Bahuon, Vincent Darcos, Sulabh Patel, Zana Marin, Jean Coudane, Grégoire Schwach, and Benjamin Nottelet

 

PCL-g-PDA drug binding copolymer

ABSTRACT

This work reports on a novel polyester copolymer containing poly(dopamine), a synthetic analogue of natural melanin, evaluated in sustained-release drug delivery system for ocular intravitreal administration of drugs. More specifically, a graft copolymer of poly(ε-caprolactone)-graft-poly(dopamine) (PCL-g-PDA) has been synthesized, and was shown to further extend the drug release benefits of state-of-the-art biodegradable intravitreal implants made of poly(lactide) and poly(lactide-co-glycolide). The innovative biomaterial combines the documented drug-binding properties of melanin naturally present in the eye, with the established ocular tolerability and biodegradation of polyester implants. The PCL-g-PDA copolymer was obtained by a two-step modification of PCL with a final PDA content around 2-3 wt.%, and was fully characterised by SEC, NMR, and DOSY NMR. The thermoplastic nature of PCL-g-PDA allowed its simple processing by hot-melt compression moulding to prepare small implants. The properties of unmodified PCL and PCL-g-PDA implants were studied and compared in terms of thermal properties (DSC), thermal stability (TGA), degradability and in vitro cytotoxicity. PCL and PCL-g-PDA implants exhibited similar degradation properties in vitro and were both stable under physiological conditions over 110 days. Likewise, both materials were non-cytotoxic towards L929 and ARPE-19 cells. The drug-loading and in vitro release properties of the new materials were investigated with dexamethasone (DEX) and ciprofloxacin hydrochloride (CIP) as representative drugs featuring low and high melanin binding affinities, respectively. In comparison to unmodified PCL, PCL-g-PDA implants showed significant extension of drug release most likely because of specific drug-catechol interaction with the PDA moieties of the copolymer. The present study confirms the advantages of designing PDA-containing polyesters as a class of biodegradable and biocompatible thermoplastics that can modulate and remarkably extend drug release kinetics thanks to their unique drug binding properties, especially, but not limited to, for ocular applications.

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