Royer, M., Herbette, G., Eparvier, V., Beauchene, J., Thibaut, B., & Stien, D. (2010). Secondary metabolites of Bagassa guianensis Aubl. wood: A study of the chemotaxonomy of the Moraceae family. Phytochemistry, 71(14-15), 1708–1713.
Abstract: In order to explain the durability of the Moraceae plant family, phytochemistry of Bagassa guianensis was performed. Ethyl acetate extract was obtained from the heartwood and 18 secondary metabolites were isolated, including 6 moracins [6-O-methyl-moracin M, 6-O-methyl-moracin N and moracin Z; previously identified: moracin M, moracin N and moracin P], 8 stilbenoids [presently identified: (-)-epialboctalol and arachidin 4; previously identified: alboctalol, trans-resveratrol, arachidin 2, trans-oxyresveratrol and artogomezianol], 3 previously identified flavonoids, steppogenin, katuranin and dihydromorin, beta-sitosterol and resorcinol. Previous studies suggest that stilbenoids are responsible for the natural durability of wood. Our study has determined that B. guianensis is closely related to Morus sp. in phylogeny and should be included in the Moreae sensu stricto tribe of the Moraceae family. (C) 2010 Elsevier Ltd. All rights reserved.
Keywords: Bagassa guianensis; Moraceae; Secondary metabolites; Stilbenes; Moracins; Flavonoids; Natural durability
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Marti, G., Eparvier, V., Moretti, C., Prado, S., Grellier, P., Hue, N., et al. (2010). Antiplasmodial benzophenone derivatives from the root barks of Symphonia globulifera (Clusiaceae). Phytochemistry, 71(8-9), 964–974.
Abstract: In an effort to find antimalarial drugs, a systematic in vitro evaluation on a chloroquine-resistant strain of Plasmodium falciparum (FcB1) was undertaken on sixty plant extracts collected in French Guiana. The ethyl acetate extract obtained from the root barks of Symphonia globulifera exhibited a strong antiplasmodial activity (97% at 10 μg/ml). The phytochemical investigation of this extract led to the isolation of nine polycyclic polyprenylated acylphloroglucinol (PPAPs) compounds and two oxidized derivatives. All compounds showed antiplasmodial activity with IC(50)s ranged from 2.1 to 10.1 μM. A LC/ESI-MSn study performed on polyprenylated benzophenones previously isolated from Moronobea coccinea provided a reliable method for their detection in the extract and structural elucidation. (C) 2010 Elsevier Ltd. All rights reserved.
Keywords: Symphonia globulifera; Clusiaceae; Benzophenone; Symphonone; Antiplasmodial; LC/ESI-MS
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Basset, C., Rodrigues, A. M. S., Eparvier, V., Silva, M. R. R., Lopes, N. P., Sabatier, D., et al. (2012). Secondary metabolites from Spirotropis longifolia (DC) Baill and their antifungal activity against human pathogenic fungi. Phytochemistry, 74, 166–172.
Abstract: A phytochemical study of the ethyl acetate extract of the roots and adventitious roots of Spirotropis longifolia, a monodominant tree species of the Guianan rainforest, has allowed the isolation of three compounds: 2-hydroxy-8,9-methylenedioxy-2′,2′-dimethylpyrano-[5′, 6′:4,3]-6a-prenyl-[6aS,11aS]-pterocarpan (spirotropin A), 2-hydroxy-8,9-methylenedioxy-2′,2′-dimethyl-3′, 4′-dihydropyrano-[5′,6′:4,3]-6a-prenyl-[6aS,11aS]-pterocarpan (spirotropin B), and 5,7-dihydroxy-6,8-diprenyl-2,2-dimethylpyrano[5,6: 3′,4′]-isoflavone (spirotropone). In addition, 10 known compounds, trans-oxyresveratrol, trans-resveratrol, piceatannol, daidzein, genistein, isoprunetin, lupeol, latifolol, gnetin D and gnetin E, were also isolated. These compounds were evaluated for their antifungal activity and their cytotoxicity, and their structures were established by 1D and 2D NMR, HRMS, CD and optical rotation measurements. © 2011 Elsevier Ltd. All rights reserved.
Keywords: Antifungal; Cytotoxic; Leguminosae; Monodominant species; Prenylated pterocarpans; Spirotropis longifolia
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Courtois, E. A., Baraloto, C., Timothy Paine, C. E., Petronelli, P., Blandinieres, P. - A., Stien, D., et al. (2012). Differences in volatile terpene composition between the bark and leaves of tropical tree species. Phytochemistry, 82, 81–88.
Abstract: 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.
Keywords: French Guiana; Herbivory; Optimal defense theory; Secondary metabolites; Wood
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Maia, A. C. D., Gibernau, M., Dötterl, S., Do Amaral Ferraz Navarro, D. M., Seifert, K., Müller, T., et al. (2013). The floral scent of Taccarum ulei (Araceae): Attraction of scarab beetle pollinators to an unusual aliphatic acyloin. Phytochemistry, 93, 71–78.
Abstract: The strongly fragrant thermogenic inflorescences of Taccarum ulei (Araceae) are highly attractive to nightactive scarab beetles of Cyclocephala celata and C. cearae (Scarabaeidae, Cyclocephalini), which are effective pollinators of plants in the wild in northeastern Brazil. GC-MS analysis of headspace floral scent samples of T. ulei established that two constituents, (S)-2-hydroxy-5- methyl-3-hexanone (an aliphatic acyloin rarely detected in flowers) and dihydro-b-ionone (an irregular terpene) accounted for over 96% of the total scent discharge. Behavioral tests (in both field and cages) showed that male and female C. celata and C. cearae were attracted to traps baited with a synthetic mixture of both compounds; however, they were also responsive to (S)-2-hydroxy-5-methyl-3-hexanone alone, which thus functions as a specific attractive cue. These findings support other recent research in suggesting that angiosperms pollinated by cyclocephaline scarab beetles release floral odors of limited complexity in terms of numbers of compounds, but often dominated by unusual compounds that may ensure attraction of specific pollinator species. © 2013 Elsevier B.V.
Keywords: (S)-2-Hydroxy-5-methyl-3-hexanone; Araceae; Behavioral tests; Cyclocephala celata and C. cearae; Dihydro-β-ionone; Floral volatiles; Taccarum ulei
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Casella, T. M., Eparvier, V., Mandavid, H., Bendelac, A., Odonne, G., Dayan, L., et al. (2013). Antimicrobial and cytotoxic secondary metabolites from tropical leaf endophytes: Isolation of antibacterial agent pyrrocidine C from Lewia infectoria SNB-GTC2402. Phytochemistry, 96, 370–377.
Abstract: Because of the symbiotic nature of endophytes, this survey aims to investigate the probability of discovering antibacterial, antifungal and cytotoxic activities in leaf endophytic microbes. We isolated 138 cultivable microbes (121 fungi, 3 bacteria and 14 unidentified or unknown microbes) from 24 plant species, a significant relative proportion of which exhibited antifungal and cytotoxic potential against Candida albicans ATCC 10213 and the human cell lines KB (uterine cervical carcinoma), MDA-MB-435 (melanoma), and MRC5 (normal human lung fibroblasts). Three active fungal extracts were fractionated, resulting in the isolation of eight compounds. Seven had been described in the literature including the following: acremonisol A, semicochliodinol A, cochliodinol, griseofulvin, pyrenocin A, novae zelandin A and alterperylenol. A previously unreported compound named pyrrocidine C was isolated from Lewia infectoria SNB-GTC2402 and identified by spectroscopic analysis. As in pyrrocidines A and B, this compound is a cis-substituted decahydrofluorene with a quaternary carbon at C-5 and opposite stereochemistry at C-8 corresponding to C-6 of pyrrocidines A and B.© 2013 Elsevier Ltd. All rights reserved.
Keywords: Antimicrobials; Cytotoxic metabolites; Functional chemodiversity; Leaf endophytes; Lewia; Pyrrocidine C
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Cottet, K., Genta-Jouve, G., Fromentin, Y., Odonne, G., Duplais, C., Laprévote, O., et al. (2014). Comparative LC-MS-based metabolite profiling of the ancient tropical rainforest tree Symphonia globulifera. Phytochemistry, 108, 102–108.
Abstract: In the last few years, several phytochemical studies have been undertaken on the tropical tree Symphonia globulifera leading to the isolation and characterisation of several compounds exhibiting antiparasitic activities against Plasmodium falciparum, Trypanosoma brucei and Leishmania donovani. The comparative LC-MS based metabolite profiling study conducted on the tree led to the identification of compounds originating from specific tissues. The results showed that renewable organs/tissues can be used as the starting material for the production of polycyclic poly-prenylated-acylphloroglucinols, therefore reducing impacts on biodiversity. This study also underlined the lack of knowledge on the secondary metabolites produced by S. globulifera since only a small number of the total detected features were putatively identified using the database of known compounds for the species.
Keywords: Kendrick mass defect; Lc-Ms; Plant organs; Symphonia globulifera; Untargeted metabolomics; Symphonia globulifera
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Cachet, N., Ho-A-Kwie, F., Rivaud, M., Houel, E., Deharo, E., Bourdy, G., et al. (2012). Picrasin K, a new quassinoid from Quassia amara L. (Simaroubaceae). Phytochem. Lett., 5(1), 162–164.
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.
Keywords: Malaria; P. falciparum; Quassia amara; Quassinoids; Simaroubaceae
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Nasr, H., Domenach, A. M., Ghorbel, M. H., & Benson, D. R. (2007). Divergence in symbiotic interactions between same genotypic PCR-RFLP Frankia strains and different Casuarinaceae species under natural conditions. Physiol. Plant., 130(3), 400–408.
Abstract: The symbiotic interactions between Frankia strains and their associated plants from the Casuarinaceae under controlled conditions are well documented but little is known about these interactions under natural conditions. We explored the symbiotic interactions between eight genotypically characterized Frankia strains and five Casuarinaceae species in long-term field trials. Characterization of strains was performed using the polymerase chain reaction (PCR) and restriction fragment length polymorphism (RFLP) for the nifD-nifK intergenic transcribed spacer (ITS) and 16S-23S ITS. Assessments of the symbiotic interactions were based on nodulation patterns using nodule dry weight and viability, and on actual N-2 fixation using the delta N-15 method. The PCR-RFLP patterns showed that the analyzed strains belonged to the same genotypic group (CeD group), regardless of the host species and environment of origin. The nodule viability index is introduced as a new tool to measure the viability of perennial nodules and to predict their effectiveness. The host Casuarinaceae species was a key factor influencing both the actual N-2-fixing activity of the associated Frankia strain and the viability of nodules within a location. This is the first study providing information on the symbiotic interactions between genotypically characterized Frankia strains and actinorhizal plants under natural conditions. The results revealed a way to improve a long-term management of the Casuarinaceae symbiosis.
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Svensk, M., Coste, S., Gérard, B., Gril, E., Julien, F., Maillard, P., et al. (2020). Drought effects on resource partition and conservation among leaf ontogenetic stages in epiphytic tank bromeliads. Physiol. Plant., 170(4), 488–507.
Abstract: Studying the response to drought stress of keystone epiphytes such as tank bromeliads is essential to better understand their resistance capacity to future climate change. The objective was to test whether there is any variation in the carbon, water and nutrient status among different leaf ontogenetic stages in a bromeliad rosette subjected to a gradient of drought stress. We used a semi-controlled experiment consisting in a gradient of water shortage in Aechmea aquilega and Lutheria splendens. For each bromeliad and drought treatment, three leaves were collected based on their position in the rosette and several functional traits related to water and nutrient status, and carbon metabolism were measured. We found that water status traits (relative water content, leaf succulence, osmotic and midday water potentials) and carbon metabolism traits (carbon assimilation, maximum quantum yield of photosystem II, chlorophyll and starch contents) decreased with increasing drought stress, while leaf soluble sugars and carbon, nitrogen and phosphorus contents remained unchanged. The different leaf ontogenetic stages showed only marginal variations when subjected to a gradient of drought. Resources were not reallocated between different leaf ontogenetic stages but we found a reallocation of soluble sugars from leaf starch reserves to the root system. Both species were capable of metabolic and physiological adjustments in response to drought. Overall, this study advances our understanding of the resistance of bromeliads faced with increasing drought stress and paves the way for in-depth reflection on their strategies to cope with water shortage. © 2020 Scandinavian Plant Physiology Society
Keywords: chlorophyll; nitrogen; water; Bromeliaceae; drought; metabolism; photosynthesis; plant leaf; Bromeliaceae; Chlorophyll; Droughts; Nitrogen; Photosynthesis; Plant Leaves; Water
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