Recherche de molécules naturelles bioactives issues de la biodiversité marine de la zone sud-ouest de l'océan Indien

Abstract : The work described in this manuscript concerns four sponges from the South-West Indian Ocean: Plakortis kenyensis, Theonella swinhoei, Haliclona fascigera and Fascaplysinopsis reticulata. The chemical study of the sponges including extraction, isolation and identification of secondary metabolites was undertaken using various chromatographic (MPLC, HPLC ...) and spectroscopic (UV-visible, HRMS, 1D and 2D NMR ...) techniques. Twelve secondary metabolites including six new molecules were isolated from these sponges. The new molecules are: 2,5-époxydocosan-6-en-21-ynoic acid (HF1) an unusual fatty acid isolated from the sponge Haliclona fascigera; 8-oxo-tryptamine (FR2), 6,6'-bis (debromo)-gelliusine F (FR3), 6-bromo-2'-demethyl-3'-N- methyl-1',8-dihydroaplysinopsine (FR6), 5,6-dibromo-2'-demethyl-3'-N-methyl-1',8-dihydroaplysinopsine (FR7) and 5,6-dibromo-3’-deimino-2’-demethyl-3’-oxo-1’,8-dihydroaplysinopsine (FR8), five indole alkaloids isolated from the sponge Fascaplysinopsis reticulata. The biological activities of the isolated molecules were then evaluated. Among the twelve isolated molecules, seven were active against the malaria parasite Plasmodium falciparum, three were identified as inhibitors of the quorum sensing-regulated bioluminescence in Vibrio harveyi and five, showing marine bacterial adhesion and/or growth inhibition, exhibited potential anti- microfouling activity.
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Emmanuel Pichon. Recherche de molécules naturelles bioactives issues de la biodiversité marine de la zone sud-ouest de l'océan Indien. Biologie moléculaire. Université de la Réunion, 2016. Français. ⟨NNT : 2016LARE0018⟩. ⟨tel-01393381⟩

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