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Touré, S.; Nirma, C.; Falkowski, M.; Dusfour, I.; Boulogne, I.; Jahn-Oyac, A.; Coke, M.; Azam, D.; Girod, R.; Moriou, C.; Odonne, G.; Stien, D.; Houel, E.; Eparvier, V. |
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Title  |
Aedes aegypti Larvicidal Sesquiterpene Alkaloids from Maytenus oblongata |
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2017 |
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Journal of Natural Products |
Abbreviated Journal |
Journal of Natural Products |
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80 |
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2 |
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384-390 |
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Four new sesquiterpene alkaloids (1-4) with a β-dihydroagrofuran skeleton and a new triterpenoid (5) were isolated from an ethyl acetate extract of Maytenus oblongata stems. Their structures were elucidated using 1D and 2D NMR spectroscopy as well as MS and ECD experiments. The M. oblongata stem EtOAc extract and the pure compounds isolated were tested for larvicidal activity against Aedes aegypti under laboratory conditions, and compounds 2 and 3 were found to be active. © 2017 The American Chemical Society and American Society of Pharmacognosy. |
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Laboratoire de Biodiversité et Biotechnologies Microbiennes (LBBM), Sorbonne Universités, UPMC Univ. Paris 06, CNRS, Observatoire Océanologique, Banyuls-sur-Mer, France |
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Export Date: 13 March 2017 |
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EcoFoG @ webmaster @ |
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743 |
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Cachet, N.; Hoakwie, F.; Bertani, S.; Bourdy, G.; Deharo, E.; Stien, D.; Houel, E.; Gornitzka, H.; Fillaux, J.; Chevalley, S.; Valentin, A.; Jullian, V. |
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Title |
Antimalarial Activity of Simalikalactone E, a New Quassinoid from Quassia amara L. (Simaroubaceae) |
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Journal Article |
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2009 |
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Antimicrobial Agents and Chemotherapy |
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Antimicrob. Agents Chemother. |
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53 |
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10 |
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4393-4398 |
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We report the isolation and identification of a new quassinoid named simalikalactone E (SkE), extracted from a widely used Amazonian antimalarial remedy made out of Quassia amara L. (Simaroubaceae) leaves. This new molecule inhibited the growth of Plasmodium falciparum cultured in vitro by 50%, in the concentration range from 24 to 68 nM, independently of the strain sensitivity to chloroquine. We also showed that this compound was able to decrease gametocytemia with a 50% inhibitory concentration sevenfold lower than that of primaquine. SkE was found to be less toxic than simalikalactone D (SkD), another antimalarial quassinoid from Q. amara, and its cytotoxicity on mammalian cells was dependent on the cell line, displaying a good selectivity index when tested on nontumorogenic cells. In vivo, SkE inhibited murine malaria growth of Plasmodium vinckei petteri by 50% at 1 and 0.5 mg/kg of body weight/day, by the oral or intraperitoneal routes, respectively. The contribution of quassinoids as a source of antimalarial molecules needs therefore to be reconsidered. |
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[Cachet, N.; Hoakwie, F.; Bourdy, G.; Deharo, E.; Chevalley, S.; Valentin, A.; Jullian, V.] Univ Toulouse, UPS, Lab Pharmacochim Subst Nat & Pharmacophores Redox, UMR 152, F-31062 Toulouse 9, France, Email: jullian@cict.fr |
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AMER SOC MICROBIOLOGY |
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0066-4804 |
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ISI:000270020600047 |
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EcoFoG @ eric.marcon @ |
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103 |
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Houel, E.; Fleury, M.; Odonne, G.; Nardella, F.; Bourdy, G.; Vonthron-Sénécheau, C.; Villa, P.; Obrecht, A.; Eparvier, V.; Deharo, E.; Stien, D. |
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Antiplasmodial and anti-inflammatory effects of an antimalarial remedy from the Wayana Amerindians, French Guiana: Takamalaimë (Psidium acutangulum Mart. ex DC., Myrtaceae) |
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2015 |
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Journal of Ethnopharmacology |
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166 |
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279-285 |
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Psidium acutangulum; Plasmodium; Cytokines; Antimalarial; French Guiana; Traditional medicine |
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Ethnopharmacological relevance:
Field investigations highlighted the use of Psidium acutangulum Mart. ex DC (syn. P. persoonii McVaugh), a small tree used by the Wayana Amerindians in Twenke–Taluhwen and Antecume–Pata, French Guiana, for the treatment of malaria, and administered either orally in the form of a decoction or applied externally over the whole body. This use appears limited to the Wayana cultural group in French Guiana and has never been reported anywhere else. Our goal was to evaluate the antimalarial and anti-inflammatory activities of a P. acutangulum decoction to explain the good reputation of this remedy.
Materials and methods:
Interviews with the Wayana inhabitants of Twenke–Taluhwen and Antecume–Pata were conducted within the TRAMAZ project according to the TRAMIL methodology, which is based on a quantitative and qualitative analysis of medicinal plant uses. A decoction of dried aerial parts of P. acutangulum was prepared in consistency with the Wayana recipe. In vitro antiplasmodial assays were performed on chloroquine-resistant FcB1 ([3H]-hypoxanthine bioassay) and 7G8 (pLDH bioassay) P. falciparum strains and on chloroquine sensitive NF54 ([3H]-hypoxanthine bioassay) P. falciparum strain. In vitro anti-inflammatory activity (IL-1β, IL-6, IL-8, TNFα) was evaluated on LPS-stimulated human PBMC and NO secretion inhibition was measured on LPS stimulated RAW murine macrophages. Cytotoxicity of the decoction was measured on L6 mammalian cells, PBMCs, and RAW cells. A preliminary evaluation of the in vivo antimalarial activity of the decoction, administered orally twice daily, was assessed by the classical four-day suppressive test against P. berghei NK65 in mice.
Results:
The decoction displayed a good antiplasmodial activity in vitro against the three tested strains, regardless to the bioassay used, with IC50 values of 3.3 µg/mL and 10.3 µg/mL against P. falciparum FcB1 and NF54, respectively and 19.0 µg/mL against P. falciparum 7G8. It also exhibited significant anti-inflammatory activity in vitro in a dose dependent manner. At a concentration of 50 µg/mL, the decoction inhibited the secretion of the following pro-inflammatory cytokines: TNFα (−18%), IL-1β (−58%), IL-6 (−32%), IL-8 (−21%). It also exhibited a mild NO secretion inhibition (−13%) at the same concentration. The decoction was non-cytotoxic against L6 cells (IC50>100 µg/mL), RAW cells and PBMC. In vivo, 150 µL of the decoction given orally twice a day (equivalent to 350 mg/kg/day of dried extract) inhibited 39.7% average parasite growth, with more than 50% of inhibition in three mice over five. The absence of response for the two remaining mice, however, induced a strong standard deviation.
Conclusions:
This study highlighted the in vitro antiplasmodial activity of the decoction of P. acutangulum aerial parts, used by Wayana Amerindians from the Upper-Maroni in French Guiana in case of malaria. Its antioxidant and anti-inflammatory potential, which may help to explain its use against this disease, was demonstrated using models of artificially stimulated cells. |
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0378-8741 |
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EcoFoG @ webmaster @ |
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649 |
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Falkowski, M.; Jahn-Oyac, A.; Ferrero, E.; Issaly, J.; Eparvier, V.; Girod, R.; Rodrigues, A.M.S.; Stien, D.; Houel, E.; Dusfour, I. |
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Assessment of A Simple Compound-Saving Method to Study Insecticidal Activity of Natural Extracts and Pure Compounds Against Mosquito Larvae |
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2016 |
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Journal of the American Mosquito Control Association |
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Journal of the American Mosquito Control Association |
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32 |
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4 |
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337-340 |
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Mosquitoes; natural insecticides; screening method |
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Research on natural insecticides has intensified with the spread of resistance to chemicals among insects, particularly disease vectors. To evaluate compounds, the World Health Organization (WHO) has published standardized procedures. However, those may be excessively compound-consuming when it comes to assessing the activity of natural extracts and pure compounds isolated in limited amount. As part of our work on the discovery of new mosquito larvicides from Amazonian plants, we developed a compound-saving assay in 5-ml glass tubes instead of WHO larval 100-ml cups. Comparing activity of synthetic and natural chemicals validated the glass tube assay. Raw data, lethal doses that kill 50% (LD50) and 90% (LD90) at 24 and 48 h, were highly correlated (0.68 < R2 < 0.96, P < 0.001, Pearson test) between cups and tubes. It was also established that 10 tubes (N = 50 larvae) provided the same level of sensitivity as 20 tubes (N = 100). This method proved suitable for rapid screening of natural extracts and molecules, identifying active compounds using 10 times less material than in the WHO protocol. © 2016 by The American Mosquito Control Association, Inc. |
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Sorbonne Universites, UPMC, Universite Paris 06, CNRS, Laboratoire de Biodiversite et Biotechnologies Microbiennes (USR 3579, LBBM), Observatoire Oceanologique, avenue de Fontaul e, Banyuls/Mer-sur-mer, France |
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Export Date: 3 March 2017 |
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EcoFoG @ webmaster @ |
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740 |
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Fu, T.; Houel, E.; Amusant, N.; Touboul, D.; Genta-Jouve, G.; Della-Negra, S.; Fisher, G.L.; Brunelle, A.; Duplais, C. |
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Biosynthetic investigation of γ-lactones in Sextonia rubra wood using in situ TOF-SIMS MS/MS imaging to localize and characterize biosynthetic intermediates |
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Journal Article |
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2019 |
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Scientific Reports |
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Sci. Rep. |
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9 |
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1928 |
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Molecular analysis by parallel tandem mass spectrometry (MS/MS) imaging contributes to the in situ characterization of biosynthetic intermediates which is crucial for deciphering the metabolic pathways in living organisms. We report the first use of TOF-SIMS MS/MS imaging for the cellular localization and characterization of biosynthetic intermediates of bioactive γ-lactones rubrynolide and rubrenolide in the Amazonian tree Sextonia rubra (Lauraceae). Five γ-lactones, including previously reported rubrynolide and rubrenolide, were isolated using a conventional approach and their structural characterization and localization at a lateral resolution of ~400 nm was later achieved using TOF-SIMS MS/MS imaging analysis. 2D/3D MS imaging at subcellular level reveals that putative biosynthetic γ-lactones intermediates are localized in the same cell types (ray parenchyma cells and oil cells) as rubrynolide and rubrenolide. Consequently, a revised metabolic pathway of rubrynolide was proposed, which involves the reaction between 2-hydroxysuccinic acid and 3-oxotetradecanoic acid, contrary to previous studies suggesting a single polyketide precursor. Our results provide insights into plant metabolite production in wood tissues and, overall, demonstrate that combining high spatial resolution TOF-SIMS imaging and MS/MS structural characterization offers new opportunities for studying molecular and cellular biochemistry in plants. © 2019, The Author(s). |
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Physical Electronics, Chanhassen, MN 55317, United States |
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Nature Publishing Group |
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20452322 (Issn) |
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EcoFoG @ webmaster @ |
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866 |
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