Synthesis of Acetamides Extracted From The Marine Bibalve Codakia Orbicularis
il y a 3 jours
**Synthesis of acetamides extracted from the Marine Bibalve Codakia orbicularis (Lucinidae)**: - Réf **ABG-134068** - Stage master 2 / Ingénieur - Durée 5 mois - Salaire net mensuel gratification - 28/10/2025 - Institut National des Sciences Appliquées de Lyon - Lieu de travail- Villeurbanne Auvergne-Rhône-Alpes France - Champs scientifiques- Chimie **Établissement recruteur**: The "Laboratoire de Chimie Organique et Bioorganique" of the Institut National des Sciences Appliquées de Lyon belongs to ICBMS (Institut de Chimie et Biochimie 5246) and is developing innovative research projects at the chemistry-biology interface associated with methodology, glycochemistry and multistep organic synthesis dedicated to molecules of therapeutic interest or used in the design of new materials The team projects are devoted to the development of new synthetic methodology and Research is pointing out the development of new heterocyclic scaffolds focusing on pharmaceutical targets (inflammation, anti-coagulants, anti-bacterial agents, cancer). **Description**: The marine bivalve Codakia orbicularis, harbors endosymbiotic bacteria located in its gill filaments. Bioassay-guided fractionation of an ethyl acetate extract of the gill tissues led to antibacterial fractions (against Gram positive and negative bacteria). The bioactive fractions were analyzed using standard chromatographic and spectrometric methods, revealing in particular a ceramide-like compound isolated for the first time in the biosphere - In collaboration with our partner in Université des Antilles, Guadeloupe (Dr. F. Goudou & Dr. O. Gros), the objectives of this internship will address the synthesis of several analogues of this metabolite, for a further evaluation of their antibacterial activity and putative relationships with structural variations. Indeed different modifications might be carried out including the degree of hydroxylation, the stereochemistry of the two stereogenic centers, the length of aliphatic chain and the nature of the fatty acid moiety (Figure 1b). Whilst many different routes to substituted sphingolipids have been reported, including asymmetric strategies, alternative sequences will be sought with highly selective steps that might minimize tedious purification strategies. Aware that variation in the sphingosine core and fatty acid alkyl chains could be introduced by simple cross metathesis and amine acylation respectively, the generation of a set of hydroxybutenyl aminoalcohol core scaffolds will be targeted starting from readily available -amino acids. Benefitting from our experience in multi-step organic synthesis, the intern will specially develop valuable skills in organic chemistry and for example will be able: - To optimize conditions according to the parameters screened in synthetic methodology - To characterize structurally complex molecules according classical routine analytical methods skills (1D and 2D NMR, mass spectrometry, IR). - To clearly communicate the results, both in writing in a lab book, in short reports and orally in weekly meetings **Profil**: The position will be available for five to six months. Appropriate background should include experience in multi-step organic synthesis and associated analytical skills (NMR, MS, GC, HPLC, UV) will be appreciated. A good expertise in homonuclear and heteronuclear (1D & 2D) NMR as well as in the use of classical spectroscopic techniques will also be required. Applications will be organic chemistry. **Prise de fonction**: - Dès que possible
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il y a 2 semaines
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