Phytochemical analysis and biological potential of Argentinian plant essential oils and extracts

Our aim is to characterize the chemical composition, antimicrobial, antioxidant and anti-inflammatory potentials of the essential oils (EOs) and ethanolic extracts (EEs) of five northwest native plants in Argentina. The EOs and EEs were obtained from Lippia turbinata, Clinopodium gilliesii, Lippia integrifolia, Zuccagnia punctata, and Senecio subulatus var. salsus. EOs and EEs phytochemical composition were determined by GC-MS analysis and spectrophotometric methods. Antibacterial activity was assessed against Gram-negative and -positive pathogenic bacteria. Antioxidant activity was evaluated by DPPH radical scavenging assay and anti-inflammatory potential was determined by cyclooxygenase (COX-2) inhibition assay. EOs and EEs of all assayed plant species showed weak antibacterial effect. The EEs had stronger scavenging activity than the EOs. The best results were achieved for Z. punctata EE followed by L. turbinata and C. gilliesii EEs. The EOs exhibited greater inhibitory activity towards the COX-2 than EEs. C. gilliesii and L. integrifolia EOs showed the highest COX-2 inhibitory activity. These results would indicate that antioxidant activity is concentrated in the non-volatile fraction of the plants whether the anti-inflammatory activity is in the volatile one. This work contributes to knowledge of biological properties of plants from our region and could help to discover compounds with potential therapeutic uses.Fil: Barbieri, Natalia Paola del Carmen. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de Chilecito. Departamento de Ciencias Basicas y Tecnologicas; Argentina. Instituto de Ambiente de Montaña y Regiones Áridas; ArgentinaFil: Gilabert Valero, José Miguel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; ArgentinaFil: Benavente, Alba María del Valle. Universidad Nacional de Chilecito. Departamento de Ciencias Basicas y Tecnologicas; Argentina. Instituto de Ambiente de Montaña y Regiones Áridas; Argentin

Volatile Terpenoids from Water Pepper (Polygonum punctatum) Against Pseudomonas aeruginosa and Staphylococcus aureus Virulence Strategies

Polygonum punctatum Elliot (water pepper) is a pungent herb ancestrally employed as a disinfectant in traditional medicine by Toba Indians of the north-eastern region of Argentina and also commonly used as spice in Japanese cuisine. GC-MS of whole diethyl ether extract (EE) from aerial parts allowed to identify 14 volatile terpenoids such as sesquiterpenes: α-bisabolol (3.4 %), polygodial and isotadeonal (34.0%); various methylated phenol like α- tocopherol or vitamin E (3.6 %), and phytosterols: stigmasterol (2.1%) and β-sitosterol (29.9 %). Thus, water pepper is a promising source of drimane sesquiterpenes and phytoestrogens with important bioactivities. Following a taste- guided fractionation by CC and HPLC, drimane-type sesquiterpenes, polygodial (1) and its stereoisomer isotadeonal (2) were isolated as main compounds from the EE. The antipathogenic effects on the bacterial growth, biofilm formation, and elastase activity of both pure compounds and EE were evaluated against two Staphylococcus aureus and two Pseudomonas aeruginosa strains at 10 and 100 µg/mL. The highest effects were observed for the non pungent drimane isotadeonal (2) which was able to reduce about 75 % the bacterial growth of all tested microorganisms and to inhibit Gram-positive biofilm formation (85 % mean) at 100 µg/mL. In addition, elastase activity of P. aeruginosa, another virulence strategy, was attenuated more than 50 % at 100 µg/mL by 2. These results provide evidence that support the antimicrobial use of P. punctatum against P. aeruginosa and S. aureus, as well as, demonstrating that isotadeonal (2), despite it has been suggested to lack biological properties, is a bioactive compound able to control biofilm formation and bacterial growth of both human pathogens.Fil: Gilabert Valero, José Miguel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; ArgentinaFil: Cartagena, Elena. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Escobar, Gabriela. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; ArgentinaFil: Bardon, Alicia del Valle. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; ArgentinaFil: Arena, Mario Eduardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentin

Montanacin-L and montanacin-K two previously non-described acetogenins from Annona montana twigs and leaves

A phytochemical study on Annona montana twigs and leaves led to the isolation of eleven annonaceous acetogenins, including two previously non-described compounds, montanacin-L and montanacin-K. Their structures were elucidated by extensive analyses of spectroscopic data (IR, UV, HRTOFMS, EI-MS and 1H, 13C and 2D NMR). The ACGs montanacin-L, montanacin-K, montanacin-D and montanacin-E were evaluated for their toxicity against Spodoptera frugiperda Smith (Lepidoptera: Noctuidae). Results revealed that montanacin-D and montanacin-K exhibited insecticide action.Fil: Ruiz Hidalgo, José. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; ArgentinaFil: Gilabert Valero, José Miguel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; ArgentinaFil: Cabedo, Nuria. Hospital Clínico de Valencia; EspañaFil: Cortes, Diego. Universidad de Valencia; EspañaFil: Neske, Adriana. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; Argentin

Toxicity of Porella chilensis Sesqui- and Diterpenoids against Larvae of the Corn Pest Spodoptera frugiperda (J.E. Smith) (Lepidotera: Noctuidae)

Porella, the largest genus of the family Porellaceae (Hepaticae) is widespread in the tropical and subtropical regions of South America. Most Porella species are rich sources of sesqui- and diterpenoids, many of which show interesting biological activities. Secondary metabolites produced by plants can interact with insects and act as antifeedants and growth regulators affecting hormone and nervous systems as well as stomach and muscle tissues. A previous chemical investigation of a Patagonian collection of Porella chilensis yielded sesqui- and diterpenoids that were now evaluated for their effects against Spodoptera frugiperda (J. E. Smith) (Lepidoptera: Noctuidae), a serious pest affecting corn crops mainly in the Americas. Four pinguisanes (1-4), three fusicoccanes (5-7), and one aromadendrane (8) from P. chilensis displayed larvicidal activity against S. frugiperda when incorporated to the larval diet at 100 and 200 μg/g of diet with a significant decrease in the larval growing rate. The observed effects were in part produced by severe alterations of the epithelial cells of the midgut as indicated by our histological studies.Fil: Corzo, Fernando Livio. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina. Universidad Nacional de Chilecito; ArgentinaFil: Gilabert Valero, José Miguel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; ArgentinaFil: Alcaide, M. F.. Universidad Nacional de Tucumán. Facultad de Ciencias Naturales e Instituto Miguel Lillo; ArgentinaFil: Bardon, Alicia del Valle. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentin

Phytochemical analysis and biological potential of Argentinian plant essential oils and extracts

Our aim is to characterize the chemical composition, antimicrobial, antioxidant and anti-inflammatory potentials of the essential oils (EOs) and ethanolic extracts (EEs) of five northwest native plants in Argentina. The EOs and EEs were obtained from Lippia turbinata, Clinopodium gilliesii, Lippia integrifolia, Zuccagnia punctata, and Senecio subulatus var. salsus. EOs and EEs phytochemical composition were determined by GC-MS analysis and spectrophotometric methods. Antibacterial activity was assessed against Gram-negative and -positive pathogenic bacteria. Antioxidant activity was evaluated by DPPH radical scavenging assay and anti-inflammatory potential was determined by cyclooxygenase (COX-2) inhibition assay. EOs and EEs of all assayed plant species showed weak antibacterial effect. The EEs had stronger scavenging activity than the EOs. The best results were achieved for Z. punctata EE followed by L. turbinata and C. gilliesii EEs. The EOs exhibited greater inhibitory activity towards the COX-2 than EEs. C. gilliesii and L. integrifolia EOs showed the highest COX-2 inhibitory activity. These results would indicate that antioxidant activity is concentrated in the non-volatile fraction of the plants whether the anti-inflammatory activity is in the volatile one. This work contributes to knowledge of biological properties of plants from our region and could help to discover compounds with potential therapeutic uses.Fil: Barbieri, Natalia Paola del Carmen. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de Chilecito. Departamento de Ciencias Basicas y Tecnologicas; Argentina. Instituto de Ambiente de Montaña y Regiones Áridas; ArgentinaFil: Gilabert Valero, José Miguel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; ArgentinaFil: Benavente, Alba María del Valle. Universidad Nacional de Chilecito. Departamento de Ciencias Basicas y Tecnologicas; Argentina. Instituto de Ambiente de Montaña y Regiones Áridas; Argentin

Biological activity of coumarins against Spodoptera frugiperda (Lepidoptera: Noctuidae)

In this work, we evaluated the activity of coumarins against larvae Spodoptera frugiperda in a group of compounds (1-7) purchased from SIGMA-ALDRICH (96% purity, as informed by the anufacturer) and a group of coumarin derivatives (compounds 8-15) synthesized according to uitable chemistry procedures. Coumarins were synthesized by the Pechmann method under olvent-free conditions sing a bulk Keggin heteropolyacid. The compounds represent a valuable resource for future studies of plant chemical defense. Results indicate that coumarins: (12) 7-methyl-3,4-dimethyl-2H-chromen-2-one, (14) 7-hydroxy-3,4 dimethyl-2H-chromen-2-one, and (15) 4-methyl-2H-benzo[h]-chromen-2- ne have highly significant insect growth regulatory activity. Furthermore, sublethal effects were bserved such as pupal mortality and adult deformities. Compounds (13) 4,6,7-trimethyl-2H-hromen-2-one and (14) 7-hydroxy-3,4 dimethyl-2H-chromen-2-one caused pupal mortality higher than 40%. The quantitative structure-activity relationships were determined using the available data with the urpose of predicting the toxicity activity of a number of structurally related coumarins. A molecular structure and biological activity relationship is suggested. The observed effects were in part produced by severe alterations of the epithelial cells of the midgut.Fil: Corzo, Fernando Livio. Universidad Nacional de Chilecito; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Ruiz, D. M.. Universidad Nacional de La Plata. Facultad de Ciencias Agrarias y Forestales. Centro de Investigación de Sanidad Vegetal; ArgentinaFil: Romanelli, Gustavo Pablo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; ArgentinaFil: Pucci Alcaide, Franco Jose. Instituto de Morfologia Vegetal ; Direccion de Botanica ; Fundacion Miguel Lillo;Fil: Gilabert Valero, José Miguel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentin

Sesqui- and triterpenoids from the liverwort Lepidozia chordulifera inhibitors of bacterial biofilm and elastase activity of human pathogenic bacteria

Five dammarane type triterpenoids,five pentacyclictriterpenoids(three of them carrying a carboxylicacid group),and two aromadendrane-type sesquiterpenoids were isolated from an Argentinian collection of th e liverwort Lepidozia chordulifera. Compounds were characterized by comparison of their spectral data with those previously reported and tested in their ability to control bacterial growth, biofilm formation, bacterial Quorum Sensing process(QS),and elastase activity of Pseudomonas aeruginosa,as well as bacterial growth and biofilm formation of Staphylococcus aureus.The key role played by biofilm and elastase activity in bacterial virulence make them a potential target for the development of antibacterial agents.Thearomadendrane-type sesquiterpenoid viridiflorol was the most potent biofilm formation inhibitor, producing 60% inhibition in P. aeruginosa and 40% in S. aureus at 50μg/ml. Ursolic and betulinicacids(two of the pentacyclic triterpenoids isolated) were able to reduce 96 and 92% the elastase activity of P. aeruginosa at 50μg/ml,respectively.Among the analyzed triterpenoids,those that carry a dammaraneskeleton were the most potent inhibitors of the P. aeruginosa biofilm formation and were active against both P. aeruginosa and S.aureus. Subsequently,a computer- assisted study of the triterpenoid compounds was carried out for a better understanding of the structure-activity relationships.Fil: Gilabert Valero, José Miguel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Tucumán. Instituto de Quimica del Noroeste; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; ArgentinaFil: Marcinkevicius, Karenina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Tucumán. Instituto de Quimica del Noroeste; ArgentinaFil: Andujar, Sebastian Antonio. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia; ArgentinaFil: Schiavone, M.. Universidad Nacional de San Luis. Facultad de Química, Bioquímica y Farmacia; ArgentinaFil: Arena, Mario Eduardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Tucumán. Instituto de Quimica del Noroeste; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; ArgentinaFil: Bardon, Alicia del Valle. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Tucumán. Instituto de Quimica del Noroeste; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; Argentin

Bioactive Sesqui- and Diterpenoids from the Argentine Liverwort Porella chilensis

Four fusicoccane-type diterpenoids (1−4), including the new 1 and 2; four pinguisane-type sesquiterpenoids (5−8); and two aromadendrane-type sesquiterpenoids (9 and 10) were isolated from an Argentine collection of the endemic liverwort Porella chilensis. The biofilm formation of the human pathogen Pseudomonas aeruginosa was inhibited by compounds 3 (53 and 47%), 9 (45 and 41%), and 10 (48 and 37%) at 50 and 5 μg/mL, respectively. Compounds 3, 9, and 10 also produced a slight decrease in bacterial growth and interfere with the process of quorum sensing at the same doses.Fil: Gilabert Valero, José Miguel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; ArgentinaFil: Ramos Vernieri, Alberto Nicolás. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Schiavone, Maria Magdalena. Universidad Nacional de Tucumán. Facultad de Ciencias Naturales e Instituto Miguel Lillo; ArgentinaFil: Arena, Mario Eduardo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; ArgentinaFil: Bardon, Alicia del Valle. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentin

Active sesquiterpene lactones against Leishmania amazonensis and Leishmania braziliensis

Seventeen sesquiterpene lactones (SLs) isolated from five species of the tribe Vernonieae were evaluated for their in vitro activity against promastigotes of Leishmania amazonensis and Leishmania braziliensis. Additionally, a quantitative structure activity relationship has been made, since all these natural compounds were found to have potent to mild antileishmanial properties. The most active compounds against L. braziliensis were 16 and 17 (IC50 values 1.45 and 1.34 μM, respectively), followed by compound 15 with IC50 value of 1.60 μM against L. amazonensis. The three glaucolide-type SLs (4−6) were the least active against both parasites. The computational study allowed us to establish that lipophilicity and polarisability play an important role in the antiparasitic activity. This is the first report of the known germacradiendiolides 16 and 17 from Elephantopus mollis. The activity data of the compounds 1−17 assayed against Leishmania parasites are reported here for the first time.Fil: Sosa, Andrea Mabel. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; ArgentinaFil: Amaya, Susana del Valle. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; Argentina. Universidad Nacional de Catamarca. Facultad de Ciencias Exactas y Naturales; ArgentinaFil: Salamanca Capusiri, Efrain. Universidad Mayor de San Andrés; BoliviaFil: Gilabert Valero, José Miguel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; ArgentinaFil: Bardon, Alicia del Valle. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Tucumán. Instituto de Química del Noroeste. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia. Instituto de Química del Noroeste; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; ArgentinaFil: Giménez, Alberto. Universidad Mayor de San Andrés; BoliviaFil: Vera, Nancy Roxana. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; ArgentinaFil: Borkosky, Susana Alicia. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad Nacional de Tucumán. Facultad de Bioquímica, Química y Farmacia; Argentina. Universidad Nacional de Catamarca. Facultad de Ciencias Exactas y Naturales; Argentin

Additional file 1 of TRIB3 silencing promotes the downregulation of Akt pathway and PAX3-FOXO1 in high-risk rhabdomyosarcoma

Additional file 1. Materials and Methods. Table S1: Western blot antibodies conditions. Figure S1: TRIB3 is overexpressed in FP-RMS cell lines, and its genetic inhibition leads to impaired cell survival and increased apoptosis. Figure S2: Gene expression levels determination and band intensity quantification of WB results from Figure 1e. Figure S3: Scheme of the in vivo experimental design and band intensity quantification for mice samples sacrificed at 7, 11, and 14 days