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Touré, Seindé ; Falkowski, Michaël ; Dusfour, Isabelle ; Jahn-Oyac, Arnaud ; Odonne, Guillaume ; Stien, Didier ; Houël, Emeline ; Eparvier, Véronique |
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Title |
Ae aegypti larvicidal sesquiterpene alkaloids from Maytenus oblongata Reissek (Celastraceae) |
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Journal Article |
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2016 |
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Planta Medica |
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81 |
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S01 |
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S1-S381 |
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Maytenus oblongata ; Aedes aegypti ; larvicidal ; sesquiterpenes alkaloids |
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Vector-borne diseases account for 17% of the estimated global burden of all infectious diseases [1]. For most of these, vector control remains the sole method to circumvent transmission and eventually epidemics in the absence of vaccine and/or specific arbovirose treatments. Furthermore, the efficacy of existing insecticides is decreasing due to the development of resistances [2, 3]. The situation urges to find novel insecticide or alternative method for controlling mosquito vectors. Taking into account these elements, in a constantly evolving epidemiological and regulatory context, the need to discover alternative, environmentally friendly, and safer biopesticides appears as crucial. Plants are a source of inspiration for new insecticides discovery as coevolution with phytophagous insects promoted the occurrence of a unique chemical diversity devoted to herbivory resistance at least in part [4, 5]. The insecticidal activity of 160 extracts from 87 species collected in French Guiana were evaluated on Ae. aegypti mosquitoes larvae. It was discovered that Maytenus oblongata Reissek (Celastraceae) stem ethyl acetate extract exhibited promising insecticidal properties, i.e., larvicidal and adulticidal activity against Ae. aegypti under laboratory conditions, without ecotoxicity (essay on Chironomus riparius and Daphnia magna) or cytotoxicity (Test on Ae. albopictus C6/36 cells and two human cell lines: KB and MCR5). Four β-dihydroagrofurane sesquiterpene alkaloids (1-4) and one steroid (5) were isolated from this extract. Compounds 2 (1-benzoyl,4-deoxy-alatamine) and 3 (1,2-dibenzoyl,4-deoxy-alatamine) showed LD50 of 7.75 µg/ml (95% confidence interval: 6.46 – 10.00 µg/ml) and 2.38 µg/ml (95% CI: 1.91 – 2.87 µg/ml), respectively, against Ae. aegypti larvae.
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EcoFoG @ carole.legrand @ |
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271 |
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Houël, Emeline ; Rodrigues, Alice M.S. ; Jahn-Oyac, Arnaud ; Bessière, Jean-Marie ; Odonne, Guillaume ; Gonzales, German ; Espindola, Laila S. ; Eparvier, Véronique ; Deharo, Eric ; Stien, Didier |
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How can plant defences lead to valuable products? Inspiration from plant complexity in phytochemistry |
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Journal Article |
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2016 |
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Planta Medica |
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81 |
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S01 |
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S1-S381 |
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Essential oils ; therapeutic switching ; antifungal agents ; antiparasitic agents ; biomimetic design |
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If plants are known for centuries as a valuable source of molecules, complexity remains and can open up numerous perspectives. Plants have indeed evolved a wide range of secondary metabolites as defense, competition or attraction compounds [1]. More particularly, the exceptional biodiversity encountered in the tropics, along with the presence of various pathogens and a strong herbivory especially linked to a rich entomofauna, leads to a promising chemodiversity, due to the constant and dynamic interactions between plants and their environment. Taking into account the role and “raison d'être”[2] of natural products, and the fact that all these molecules work together as complex mixtures can therefore lead to a new point of view, by shifting from the “magic bullet” classical approach to a “herbal shotgun” strategy[3]. We will illustrate the fact that, inspired by their ecological functions, and taking into account synergistic interactions, some therapeutic applications can be found for these versatile mixtures of compounds. In particular we examined whether the antidermatophytic activity of essential oils (EOs) obtained from particularly fragrant plant species from French Guiana could be used as an indicator for the discovery of active natural products against Leishmania amazonensis. A significant correlation was observed between antidermatophytic and antileishmanial activity, confirming the “alternative use” strategy in the case of EOs, and allowed us to highlight P. hispidum Sw. (Piperaceae) EO as a promising antileishmanial product [4]. We also illustrated the importance of synergistic effects through the example of the antifungal EO of Otacanthus azureus (Linden) Ronse (Plantaginaceae) [5] and the biomimetic design of optimized synergistic mixtures thanks to a full factorial experiment approach. |
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EcoFoG @ carole.legrand @ |
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Stien, D. ; Rodrigues, A.M.S. ; Makerri, C. ; Odonne, G. ; Eparvier, V. |
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Experimental design optimization of antimicrobial mixtures of active VOCs |
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2014 |
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Planta Medica |
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80 |
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16 |
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P1M3 |
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In this beginning of the 21st century, a child dies from malaria every minute in Sub-Saharan Africa and tuberculosis kills every 20 seconds [1]. Also, the hidden burden of chronic viral infections such as HIV and hepatitis B and C is sobering, affecting at least 1 in 20 people globally. In fact, many authors believe that humanity is on the verge of a post-antibiotic era [2]. We believe that something different has to be brought into the scientific debate around anti-infective agents. Our opinion is that natural synergistic mixtures, which have been protecting plants for ages, can inspire the discovery of synergistic pharmaceutical preparations. As a first model approach, a set of 66 essential oils has been analysed by GC-MS and tested (Minimal Inhibitory Concentration, MIC) against pathogenic yeasts Candida albicans and C. parapsilosis. A comparative holistic analysis of the dataset allowed us to identify 6 candidate anticandidal agents: Z-ligustilide, eugenol, eugenyl acetate, citral (mixture of geranial and neral), thymol, and β-citronellol. These compounds were combined following a full factorial experimental design approach in order to optimize the anticandidal selectivity index (SI = IC50 (MRC5 cells)/MIC) of the reconstituted mixtures. It was found that Z-ligustilide and eugenol are the two main factors that most contribute to the increase of the SI, while significantly positive interaction effect was recorded for these two compounds (Fig. 1). A positive interaction effect was also detected between citral and both Z-ligustilide and eugenol. These 3 plant defence compounds can therefore be used to construct anticandidal mixtures. |
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EcoFoG @ carole.legrand @ |
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276 |
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Houël, E.; Fleury, M.; Jullian, V.; Vonthron-Sénécheau, C.; Nardella, F.; Villa, P.; Odonne, G.; Eparvier, V.; Deharo, E.; Stien, D. |
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TakamalaImë (Psidium acutangulum Mart ex. DC): Understanding the use of an antimalarial traditional remedy from French Guiana |
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Journal Article |
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2014 |
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Planta Medica |
Abbreviated Journal |
Planta Med |
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80 |
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10 |
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Pd90 |
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Psidium acutangulum Mart. ex DC is used exclusively by the Wayana Amerindians in French Guiana, more particularly for the treatment of malaria. To understand this specific use, we embarked upon evaluating the antimalarial and anti-inflammatory activities of this traditional remedy as prepared by the Amerindian users. The decoction exerted good antiplasmodial activity in vitro (IC50 4 µg/ml on P. falciparum FcB1) and in vivo (39.7% inhibition of P. berghei NK65 in the murine model at 2 × 150 µl/day), as well as a strong anti-inflammatory effect in vitro regarding IL-1β, IL-6 and IL-8. Fractionation of the ethyl acetate extract (IC50 < 1 µg/ml) led to the isolation of six pure compounds, two of them, guaijaverine and the new compound wayanine, being moderately active against P. falciparum FcB1 in vitro (IC50 5 – 7 µg/ml). Along with the absence of cytotoxicity of the decoction and pure compounds, these results support the traditional use of this plant. |
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233 |
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Eparvier, V.; Sorres, J.; Rodrigues, A.M.S.; Houël, E.; Sorgenfrei, O.; Ralli, M.; Stien, D. |
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Bioprospection in French Guiana for the discovery of potential agrochemical and cosmetic agents |
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2014 |
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Planta Medica |
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Planta Med |
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80 |
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10 |
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Pd79 |
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The present work is part of the Agrocos EUFP7 project and aimed at identifying new promising plant species exhibiting agrochemical properties or cosmetic interest. French Guiana being one of the megadiverse area of the globe considering plant biodiversity, 300 plant parts from 64 families were collected for the project. Among the 600 extracts evaluated as antifungals against phytopathogens, insecticides against plant pests and herbicides, 10% revealed an interesting activity. 7 of these extracts, mostly from the Leguminosae family, are currently under investigation for isolation and evaluation of pure compounds. Concerning cosmetic activity, 8 extracts from 5 different families were selected for further study. These results may lead to the development of novel products headed to agrochemical and cosmetic industry. |
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0032-0943 |
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EcoFoG @ webmaster @ |
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231 |
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Faustin, M.; Maciuk, A.; Lebrini, M.; Robert, F.; Roos, C.; Figadere, B. |
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Isolation of Geissospermum laeve alkaloids by pH-zone refining centrifugal partition chromatography for metal corrosion studies |
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2012 |
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Planta Medica |
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78 |
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11 |
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1270 |
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Control of metal corrosion is of technical, economical, environmental, and aesthetical importance. The use of corrosion inhibitors is one of the best options to protect metals and alloys from corrosion. The environmental toxicity of synthetic inhibitors has prompted the search for green compounds. Plant extracts have become important as an environmentally acceptable, readily available and renewable source for a wide range of biodegradable, heavy metals-free inhibitors. Among natural compounds, alkaloids have very high corrosion inhibition efficiency. An alkaloidic extract of Geissospermum laeve (Apocynaceae) has been fractionated by centrifugal partition chromatography using the pH-zone refining mode in order to investigate the effect of isolated alkaloids on C38 steel corrosion in HCl 1M. Indole alkaloids were identified by LC-MS, 1H and 13C NMR. |
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2012 International Congress on Natural Products Research, New York City, July 28- August 1, 2012 |
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EcoFoG @ webmaster @ |
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174 |
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Dumontet, V.; Litaudon, M.; Olivon, F.; Poullain, C.; Rasoanaivo, P.; Stien, D.; Eparvier, V.; Houel, E.; Fokialakis, N.; Halabalaki, M.; Skaltsounis, A.; Espinosa, A.; Olmedo, D.; Gupta, M.; Fouche, G.; Hamburger, M.; Sorgenfrei, O.; Breuninger, D.; Gueritte, F. |
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Evaluation of natural products as potential agrochemical agents with insecticide, fungicide and herbicide activities |
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2012 |
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Planta Medica |
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78 |
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11 |
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1226 |
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The present work aims to identify new promising plant sources, which could be exploited for their agrochemical properties. A total of 484 natural products from academic libraries were selected for screening against four fungal pathogens, five insects and two plants. On the basis of the hits founded and a literature survey, the flora of source countries (New Caledonia, French Guiana, Madagascar, Panama, South Africa and Greece) was analysed for plants containing the desired scaffolds. Lists of 1800 plant part samples were thus established. The plant parts collected generated 3600 extracts that are being evaluated. |
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2012 International Congress on Natural Products Research, New York City, July 28- August 1, 2012 |
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EcoFoG @ webmaster @ |
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172 |
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Houel, E.; Rodrigues, A.; Jahn-Oyac, A.; Bessiere, J.; Eparvier, V.; Deharo, E.; Stien, D. |
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In vitro antifungal activity of Otacanthus azureus (Linden) Ronse essential oil alone and in combination with azoles |
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2012 |
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Planta Medica |
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78 |
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11 |
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1202 |
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We determined the chemical composition and investigated the antifungal activity of Otacanthus azureus (Linden) Ronse essential oil alone or combined with azoles antifungals against a range of human yeasts and dermatophytes. The oil was shown to be composed in majority of sesquiterpenes. Using broth microdilution techniques, it was found to exert interesting in vitro antifungal activities, more particularly against human dermatophytes, with minimum inhibitory concentrations as low as 4µg/ml against a clinical isolate of Trichophyton rubrum. The analysis of the combined effect of this oil with azoles highlighted a pronounced synergism between the oil and ketoconazole or itraconazole, against Candida albicans, C. parapsilosis and Trichophyton mentagrophytes, with fractional inhibitory concentration indices in the 0.1–0.5 range. Interestingly, the oil showed no cytotoxicity on VERO cells (ED50>100µg/ml). According to these results, O. azureus essential oil may be considered a promising natural product in the treatment of human mycoses, more particularly those originating from dermatophytic fungi. Also, it is likely to reduce the minimum effective dose of ketoconazole and itraconazole against Candida species, thus minimizing the side effects of these drugs, and the risk to develop resistances. |
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2012 International Congress on Natural Products Research, New York City, July 28- August 1, 2012 |
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EcoFoG @ webmaster @ |
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176 |
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de Freitas, C.; Silva, D.; Kato, L.; de Oliveira, C.; Schuquel, I.; da Silva, C.; Santin, S.; Delprete, P.; Neto, B.; Soares, C.; Pereira, M. |
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New beta-carboline alkaloids from Galianthe ramosa (Rubiaceae) |
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2012 |
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Planta Medica |
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78 |
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11 |
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1182 |
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Galianthe Griseb. (Rubiaceae, tribe Spermacoceae) is a genus comprising 50 endemic species in South America, its main center of diversity is located in central and southern Brazil. In our continuing chemical and biological investigations concerning Rubiaceae species from Cerrado, we report the isolation of new compounds 1 and 2, together with the known epi-catechin (3), ursolic and oleanolic acid. The alkaloid 2 inhibited the enzyme malato synthase from pathogenic fungus Paracoccidioides brasiliensis wich is considered an important target since it is not found in human. |
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2012 International Congress on Natural Products Research, New York City, July 28- August 1, 2012 |
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EcoFoG @ webmaster @ |
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171 |
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El Khil, M.; Houel, E.; Eparvier, V.; Stien, D. |
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Development of a statistical tool to predict anticandidal activity of essential oils |
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2012 |
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Planta Medica |
Abbreviated Journal |
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78 |
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11 |
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1065 |
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There is a general agreement that natural volatile compounds of essentials oils from plants provide a great potential for discovery of new antimicrobial drugs such as anticandidal ones. In this work, 60 commercial essential oils were analysed by GC/MS and their inhibitory activity against the growth of three Candida strains was evaluated. We then conducted a chemometric analysis and proposed a tool to predict their capacity to inhibit the Candida sp. developpment. Raw data were pretreated and normalised using MZmine2.2 software. It was possible to identify some of the natural compounds with anticandidal properties using two statistical tools in XLstat7.5: hierarchical clustering analysis (HAC) and principal component analysis (PCA). We highlighted that essential oils containing limonene, 1,8-cineole, linalool and linalyl acetate were mostly inactive, whereas eugenol, thymol, carvacrol, geraniol, geranial and neral as major components of the oils seems to be linked to an interesting anticandidal activity. Linear regressions showed a high correlation between the concentration of these molecules and their antifungal activity. Exceptions to these general tendencies could be characteristic of synergistic or antagonistic interactions. |
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2012 International Congress on Natural Products Research, New York City, July 28- August 1, 2012 |
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EcoFoG @ webmaster @ |
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173 |
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