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Mar Drugs
2010 Feb 23;82:347-58. doi: 10.3390/md8020347.
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Marine natural meroterpenes: synthesis and antiproliferative activity.
Simon-Levert A
,
Menniti C
,
Soulère L
,
Genevière AM
,
Barthomeuf C
,
Banaigs B
,
Witczak A
.
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Meroterpenes are compounds of mixed biogenesis, isolated from plants, microorganisms and marine invertebrates. We have previously isolated and determined the structure for a series of meroterpenes extracted from the ascidian Aplidium aff. densum. Here, we demonstrate the chemical synthesis of three of them and their derivatives, and evaluate their biological activity on two bacterial strains, on sea urchin eggs, and on cancerous and healthy human cells.
Figure 1. Structures of epiconicol (3a), didehydroconicol (4a) and methoxyconidiol (5a).
Figure 2. Effect of the compounds 3a and 3b on cell lines at 5 μM (PA1 ovarian, PC3 prostatical, MCF7 mammalian, human fibroblast and L929 murine fibroblasts). The antiproliferative effect was assessed by an evaluation of metabolical activity (RRT). Each experiment was carried out in triplicate.
Figure 3. HPLC analysis of methoxyconidiol (System WATERS, column: synergy 4 μm RP max; elution water: methanol under a gradient; UV detection 285 nm; flow: 0.3 mL/min) A: control compound (methoxyconidiol) B: analysis after Solid Phase Extraction at 1, 40 and 90 minutes after fertilization (min p.f.).
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