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| Author |
Fu, T.; Houel, E.; Amusant, N.; Touboul, D.; Genta-Jouve, G.; Della-Negra, S.; Fisher, G.L.; Brunelle, A.; Duplais, C. |
| Title |
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 |
| Year |
2019 |
Publication  |
Scientific Reports |
Abbreviated Journal |
Sci. Rep. |
| Volume |
9 |
Issue |
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Pages |
1928 |
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| Abstract |
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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Cachet, N.; Ho-A-Kwie, F.; Rivaud, M.; Houel, E.; Deharo, E.; Bourdy, G.; Jullian, V. |
| Title |
Picrasin K, a new quassinoid from Quassia amara L. (Simaroubaceae) |
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Journal Article |
| Year |
2012 |
Publication |
Phytochemistry Letters |
Abbreviated Journal |
Phytochem. Lett. |
| Volume |
5 |
Issue |
1 |
Pages |
162-164 |
| Keywords |
Malaria; P. falciparum; Quassia amara; Quassinoids; Simaroubaceae |
| Abstract |
A new quassinoid Picrasin K 1 was isolated from a decoction made of Quassia amara leaves, traditionally used in French Guyana to treat malaria. The structure and relative stereochemistry of 1 was determined through extensive NMR analysis. Picrasin K showed a low activity against Plasmodium falciparum in vitro (IC 50 = 8 μM), and a similar low activity on human cancerous cells line (IC 50 = 7 μM on MCF-7 cells line). © 2011 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved. |
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CNRS, UMR Ecofog, Université des Antilles et de la Guyane, Cayenne, France |
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18743900 (Issn) |
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Export Date: 8 March 2012; Source: Scopus; doi: 10.1016/j.phytol.2011.12.001; Language of Original Document: English; Correspondence Address: Jullian, V.; UMR-152 Pharma-Dev, IRD, Université Paul Sabatier Toulouse 3, 31062 Toulouse, France; email: jullian@cict.fr |
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EcoFoG @ webmaster @ |
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382 |
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Courtois, E.A.; Baraloto, C.; Timothy Paine, C.E.; Petronelli, P.; Blandinieres, P.-A.; Stien, D.; Houel, E.; Bessiere, J.-M.; Chave, J. |
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Differences in volatile terpene composition between the bark and leaves of tropical tree species |
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Journal Article |
| Year |
2012 |
Publication |
Phytochemistry |
Abbreviated Journal |
Phytochemistry |
| Volume |
82 |
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81-88 |
| Keywords |
French Guiana; Herbivory; Optimal defense theory; Secondary metabolites; Wood |
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Volatile terpenes are among the most diverse class of defensive compounds in plants, and they are implicated in both direct and indirect defense against herbivores. In terpenes, both the quantity and the diversity of compounds appear to increase the efficiency of defense as a diverse blend of compounds provides a more efficient protection against a broader range of herbivores and limits the chances that an enemy evolves resistance. Theory predicts that plant defensive compounds should be allocated differentially among tissues according to the value of the tissue, its cost of construction and the herbivore pressure on it. We collected volatile terpenes from bark and leaves of 178 individual tree belonging to 55 angiosperm species in French Guiana and compare the kind, amount, and diversity of compounds in these tissues. We hypothesized that in woody plants, the outermost part of the trunk should hold a more diverse blend of volatile terpenes. Additionally, as herbivore communities associated with the leaves is different to the one associated with the bark, we also hypothesized that terpene blends should be distinct in the bark vs. the leaves of a given species. We found that the mixture of volatile terpenes released by bark is different and more diverse than that released by leaves, both in monoterpenes and sesquiterpenes. This supports our hypothesis and further suggests that the emission of terpenes by the bark should be more important for trunk defense than previously thought. |
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Station d'Écologie Expérimentale du CNRS Moulis, USR 2936, 2 route du CNRS, 09200 Moulis, France |
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00319422 (Issn) |
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Export Date: 4 September 2012; Source: Scopus; Coden: Pytca; doi: 10.1016/j.phytochem.2012.07.003; Language of Original Document: English; Correspondence Address: Courtois, E.A.; Station d'Écologie Expérimentale du CNRS Moulis, USR 2936, 2 route du CNRS, 09200 Moulis, France; email: courtoiselodie@gmail.com |
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EcoFoG @ webmaster @ |
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425 |
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Houel, E.; Gonzalez, G.; Bessière, J.-M.; Odonne, G.; Eparvier, V.; Deharo, E.; Stien, D. |
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Therapeutic switching: From antidermatophytic essential oils to new leishmanicidal products |
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Journal Article |
| Year |
2015 |
Publication |
Memorias do Inst. Oswaldo Cruz |
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110 |
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1 |
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106-113 |
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Antifungal agents; Antiparasitic agents; Leishmania; Peritoneal macrophages – sesquiterpenes; Therapeutic switching |
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This study examined whether the antidermatophytic activity of essential oils (EOs) can be used as an indicator for the discovery of active natural products against Leishmania amazonensis. The aerial parts of seven plants were hydrodistilled. Using broth microdilution techniques, the obtained EOs were tested against three strains of dermatophytes (Trichophyton mentagrophytes, Microsporum gypseum and Microsporum canis). To compare the EOs antifungal and antiparasitic effects, the EOs activities against axenic amastigotes of L. amazonensis were concurrently evaluated. For the most promising EOs, their antileishmanial activities against parasites infecting peritoneal macrophages of BALB/c mice were measured. The most interesting antifungal candidates were the EOs from Cymbopogon citratus, Otacanthus azureus and Protium heptaphyllum, whereas O. azureus, Piper hispidum and P. heptaphyllum EOs exhibited the lowest 50% inhibitory concentration (IC50) values against axenic amastigotes, thus revealing a certain correspondence between both activities. The P. hispidum EO was identified as the most promising product in the results from the infected macrophages model (IC50: 4.7 μg/mL, safety index: 8). The most abundant compounds found in this EO were sesquiterpenes, notably curzerene and furanodiene. Eventually, the evaluation of the antidermatophytic activity of EOs appears to be an efficient method for identifying new potential drugs for the treatment of L. amazonensis. |
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Export Date: 17 March 2015 |
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EcoFoG @ webmaster @ |
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587 |
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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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Journal Article |
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2016 |
Publication |
Journal of the American Mosquito Control Association |
Abbreviated Journal |
Journal of the American Mosquito Control Association |
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32 |
Issue |
4 |
Pages |
337-340 |
| Keywords |
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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