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Dr. Azucena Gonzalez-Coloma
Instituto de Ciencias Agrarias, Consejo Superior de Investigaciones Científicas, ICA-CSIC, Calle Serrano 115 dpdo, 28006 Madrid, Spain.

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0 Crop Protection
0 Fungal Natural Products
0 Biopesticides
0 Plant Natural Products
0 Natural active products

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Journal article
Published: 14 July 2021 in Toxins
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Arthropods and specifically beetles can synthesize and/or sequester metabolites from dietary sources. In beetle families such as Tenebrionidae and Meloidae, a few studies have reported species with toxic defensive substances and antiparasitic properties that are consumed by birds. Here we have studied the antiparasitic activity of extracts from beetle species present in the habitat of the Great Bustard (Otis tarda) against four pathogen models (Aspergillus niger, Meloidogyne javanica, Hyalomma lusitanicum, and Trichomonas gallinae). The insect species extracted were Tentyria peiroleri, Scaurus uncinus, Blaps lethifera (Tenebrionidae), and Mylabris quadripunctata (Meloidae). M. quadripunctata exhibited potent activity against M. javanica and T. gallinae, while T. peiroleri exhibited moderate antiprotozoal activity. The chemical composition of the insect extracts was studied by gas chromatography coupled with mass spectrometry (GC-MS) analysis. The most abundant compounds in the four beetle extracts were hydrocarbons and fatty acids such as palmitic acid, myristic acid and methyl linoleate, which are characteristic of insect cuticles. The presence of cantharidin (CTD) in the M. quadripunctata meloid and ethyl oleate (EO) in T. peiroleri accounted for the bioactivity of their extracts.

ACS Style

Marta Díaz-Navarro; Paula Bolívar; María Andrés; María Gómez-Muñoz; Rafael Martínez-Díaz; Félix Valcárcel; Mario García-París; Luis Bautista; Azucena González-Coloma. Antiparasitic Effects of Potentially Toxic Beetles (Tenebrionidae and Meloidae) from Steppe Zones. Toxins 2021, 13, 489 .

AMA Style

Marta Díaz-Navarro, Paula Bolívar, María Andrés, María Gómez-Muñoz, Rafael Martínez-Díaz, Félix Valcárcel, Mario García-París, Luis Bautista, Azucena González-Coloma. Antiparasitic Effects of Potentially Toxic Beetles (Tenebrionidae and Meloidae) from Steppe Zones. Toxins. 2021; 13 (7):489.

Chicago/Turabian Style

Marta Díaz-Navarro; Paula Bolívar; María Andrés; María Gómez-Muñoz; Rafael Martínez-Díaz; Félix Valcárcel; Mario García-París; Luis Bautista; Azucena González-Coloma. 2021. "Antiparasitic Effects of Potentially Toxic Beetles (Tenebrionidae and Meloidae) from Steppe Zones." Toxins 13, no. 7: 489.

Journal article
Published: 12 May 2021 in Plants
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Cardenolide-free extracts from Digitalis obscura showed significant antifeedant effects against the aphid Myzus persicae and this activity correlated with their phenylethanoid content. The content in phenylethanoids of Digitalis obscura has been studied. Maceration of the aerial parts of D. obscura was used for the selective extraction of the natural compound rengyolone (1) and the aglycone of cornoside (compound 3). Pure rengyolone (1) can be obtained from D. obscura in approximately 90% purity from fresh plant from the CHCl3 soluble fraction of the ethanolic extract (0.8% yield). The ethanol extraction of freshly collected D. obscura showed the presence of compound 3 as the only phenylethanoid. Compound 3 was proven to easily evolve to rengyolone. Due to this instability, and although its presence in plants has been previously reported, the spectroscopical data of 3 are reported herein for the first time. Selective mono-acetylation of compound of 3 led to the active natural compound hallerone (5). The aphid antifeedant (against Myzus persicae) and nematicidal (against root-knot nematode Meloidogyne javanica) activities of these compounds have been evaluated. Here we report for the first time on the aphid antifeedant effects of 1, 3, and 5. Additionally, the nematicidal activity of hallerone (5) is described here for the first time.

ACS Style

José Quílez del Moral; Álvaro Pérez; María Navarro; Alberto Galisteo; Azucena Gonzalez-Coloma; María Andrés; Alejandro Barrero. Selective Extraction of Bioactive Phenylethanoids from Digitalis obscura. Plants 2021, 10, 959 .

AMA Style

José Quílez del Moral, Álvaro Pérez, María Navarro, Alberto Galisteo, Azucena Gonzalez-Coloma, María Andrés, Alejandro Barrero. Selective Extraction of Bioactive Phenylethanoids from Digitalis obscura. Plants. 2021; 10 (5):959.

Chicago/Turabian Style

José Quílez del Moral; Álvaro Pérez; María Navarro; Alberto Galisteo; Azucena Gonzalez-Coloma; María Andrés; Alejandro Barrero. 2021. "Selective Extraction of Bioactive Phenylethanoids from Digitalis obscura." Plants 10, no. 5: 959.

Journal article
Published: 28 April 2021 in Plants
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Three new compounds, the sesquiterpenes absilactone and hansonlactone and the acetophenone derivative ajenjol, have been isolated from a cultivated variety of Artemisia absinthium. In addition, the major lactone isolated, 3α-hydroxypelenolide, was biotransformed by the fungus Mucor plumbeus affording the corresponding 1β, 10α-epoxide. A cadinane derivative was formed by an acid rearrangement produced in the culture medium, but not by the enzymatic system of the fungus. Furthermore, 3α-hydroxypelenolide showed strong antifeedant effects against Leptinotarsa decemlineata and cytotoxic activity to Sf9 insect cells, while the biotransformed compounds showed antifeedant postingestive effects against Spodoptera littoralis.

ACS Style

Braulio Fraga; Carmen Díaz; María Bailén; Azucena González-Coloma. Sesquiterpene Lactones from Artemisia absinthium. Biotransformation and Rearrangement of the Insect Antifeedant 3α-hydroxypelenolide. Plants 2021, 10, 891 .

AMA Style

Braulio Fraga, Carmen Díaz, María Bailén, Azucena González-Coloma. Sesquiterpene Lactones from Artemisia absinthium. Biotransformation and Rearrangement of the Insect Antifeedant 3α-hydroxypelenolide. Plants. 2021; 10 (5):891.

Chicago/Turabian Style

Braulio Fraga; Carmen Díaz; María Bailén; Azucena González-Coloma. 2021. "Sesquiterpene Lactones from Artemisia absinthium. Biotransformation and Rearrangement of the Insect Antifeedant 3α-hydroxypelenolide." Plants 10, no. 5: 891.

Journal article
Published: 02 February 2021 in Journal of Fungi
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In the current study, an ethyl acetate extract from the endophytic fungus Aspergillus sp. SPH2 isolated from the stem parts of the endemic plant Bethencourtia palmensis was screened for its biocontrol properties against plant pathogens (Fusarium moniliforme, Alternaria alternata , and Botrytis cinerea), insect pests (Spodoptera littoralis, Myzus persicae, Rhopalosiphum padi), plant parasites (Meloidogyne javanica), and ticks (Hyalomma lusitanicum). SPH2 gave extracts with strong fungicidal and ixodicidal effects at different fermentation times. The bioguided isolation of these extracts gave compounds 1–3. Mellein (1) showed strong ixodicidal effects and was also fungicidal. This is the first report on the ixodicidal effects of 1. Neoaspergillic acid (2) showed potent antifungal effects. Compound 2 appeared during the exponential phase of the fungal growth while neohydroxyaspergillic acid (3) appeared during the stationary phase, suggesting that 2 is the biosynthetic precursor of 3. The mycotoxin ochratoxin A was not detected under the fermentation conditions used in this work. Therefore, SPH2 could be a potential biotechnological tool for the production of ixodicidal extracts rich in mellein.

ACS Style

Viridiana Morales-Sánchez; Carmen E. Díaz; Elena Trujillo; Sonia A. Olmeda; Felix Valcarcel; Rubén Muñoz; María Fe Andrés; Azucena González-Coloma. Bioactive Metabolites from the Endophytic Fungus Aspergillus sp. SPH2. Journal of Fungi 2021, 7, 109 .

AMA Style

Viridiana Morales-Sánchez, Carmen E. Díaz, Elena Trujillo, Sonia A. Olmeda, Felix Valcarcel, Rubén Muñoz, María Fe Andrés, Azucena González-Coloma. Bioactive Metabolites from the Endophytic Fungus Aspergillus sp. SPH2. Journal of Fungi. 2021; 7 (2):109.

Chicago/Turabian Style

Viridiana Morales-Sánchez; Carmen E. Díaz; Elena Trujillo; Sonia A. Olmeda; Felix Valcarcel; Rubén Muñoz; María Fe Andrés; Azucena González-Coloma. 2021. "Bioactive Metabolites from the Endophytic Fungus Aspergillus sp. SPH2." Journal of Fungi 7, no. 2: 109.

Book chapter
Published: 19 December 2020 in Advances in Botanical Research
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Biotic and abiotic stresses strongly affect plant growth, quality of production and crop yield. Respectively biocontrol products and biostimulants have been proposed as agronomic tools to counteract those stresses. Research and development on biocontrol and biostimulant products require the study and characterization of the biotic and abiotic interactions involved in these processes. Plant metabolomics approach plays a key role in the identification of chemical mediators involved in these two types of interactions. Metabolomics is a useful tool for the characterization of volatile organic compounds (VOCs) involved in plant-insect interactions, or for the bioguided identification of active compounds from new raw materials. On the other hand, metabolomics approach can be used for the characterization of metabolic pathways affected by plant priming, biostimulant or elicitor application and/or for mechanistic study of Plant-PGPR (Plant Growth Promoting Rhizobacteria) interaction through biomarker specific metabolic fingerprint study.

ACS Style

Cédric Bertrand; Azucena Gonzalez-Coloma; Claire Prigent-Combaret. Plant metabolomics to the benefit of crop protection and growth stimulation. Advances in Botanical Research 2020, 107 -132.

AMA Style

Cédric Bertrand, Azucena Gonzalez-Coloma, Claire Prigent-Combaret. Plant metabolomics to the benefit of crop protection and growth stimulation. Advances in Botanical Research. 2020; ():107-132.

Chicago/Turabian Style

Cédric Bertrand; Azucena Gonzalez-Coloma; Claire Prigent-Combaret. 2020. "Plant metabolomics to the benefit of crop protection and growth stimulation." Advances in Botanical Research , no. : 107-132.

Preprint
Published: 16 December 2020
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In the current study, an ethyl acetate extract from the endophytic fungus Aspergillus ochraceus SPH2 isolated from the stem parts of the endemic plant Bethencourtia palmensis was screened for its biocontrol properties against plant pathogens (Fusarium moniliforme, Alternaria alternata and Botrytis cinerea), insect pests (Spodoptera littoralis, Myzus persicae, Rhopalosiphum padi), plant parasites (Meloidogyne javanica) and ticks (Hyalomma lusitanicum). SPH2 gave extracts with strong fungicidal and ixodicidal effects at different fermentation times. The bioguided isolation of these extracts gave compounds 1-3. Mellein (1) showed strong ixodicidal effects and was also fungicidal. This is the first report on the ixodicidal effects of 1. Neoaspergillic acid (2) showed potent antifungal effects. Compound 2 appeared during the exponential phase of the fungal growth while neohydroxyaspergillic acid (3) appeared during the stationary phase, suggesting that 2 is the biosynthetic precursor of 3. Additional molecular ions compatible with pyrazynes that were detected during the exponential phase included flavacol, and aspergilliamide while ochramide A was mostly detected during the stationary phase of the fermentation. Moreover, polyketids were also detected during the sationaty phase of the fermentation curve (dihydroaspyrone, aspyrone, asperlactone) and the alkaloid circumdatin H. Ochratoxin A was not detected. Therefore, SPH2 could be a potential biotechnological tool for the production of ixodicidal mellein.

ACS Style

Viridiana Morales-Sánchez; Carmen E. Díaz; Elena Trujillo; Rubén Muñoz; A. Sonia Olmeda; Felix Valcarcel; Maria Fe Andrés; Azucena Gonzalez-Coloma. Bioactive Metabolites from the Endophytic Fungus Aspergillus sp. SPH2. 2020, 1 .

AMA Style

Viridiana Morales-Sánchez, Carmen E. Díaz, Elena Trujillo, Rubén Muñoz, A. Sonia Olmeda, Felix Valcarcel, Maria Fe Andrés, Azucena Gonzalez-Coloma. Bioactive Metabolites from the Endophytic Fungus Aspergillus sp. SPH2. . 2020; ():1.

Chicago/Turabian Style

Viridiana Morales-Sánchez; Carmen E. Díaz; Elena Trujillo; Rubén Muñoz; A. Sonia Olmeda; Felix Valcarcel; Maria Fe Andrés; Azucena Gonzalez-Coloma. 2020. "Bioactive Metabolites from the Endophytic Fungus Aspergillus sp. SPH2." , no. : 1.

Editorial
Published: 09 June 2020 in Phytochemistry Reviews
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Instituto de Ciencias Agrarias, Consejo Superior de Investigaciones Científicas, Serrano 115-bis, 28006, Madrid, Spain Azucena González-Coloma You can also search for this author in PubMed Google Scholar Correspondence to Azucena González-Coloma. Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations. Reprints and Permissions González-Coloma, A. I Euroindoamerican Natural Products Meeting (EIAMNP). Phytochem Rev (2020). https://doi.org/10.1007/s11101-020-09692-7 Download citation Published: 09 June 2020 DOI: https://doi.org/10.1007/s11101-020-09692-7

ACS Style

Azucena González-Coloma. I Euroindoamerican Natural Products Meeting (EIAMNP). Phytochemistry Reviews 2020, 19, 527 -528.

AMA Style

Azucena González-Coloma. I Euroindoamerican Natural Products Meeting (EIAMNP). Phytochemistry Reviews. 2020; 19 (3):527-528.

Chicago/Turabian Style

Azucena González-Coloma. 2020. "I Euroindoamerican Natural Products Meeting (EIAMNP)." Phytochemistry Reviews 19, no. 3: 527-528.

Journal article
Published: 23 May 2020 in Phytochemistry
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This work presents the study of the roots of the Macaronesian paleoendemism Persea indica (L.) Spreng. The root biomass of this protected tree species has been produced by soil-less aeroponic culture under controlled environment. This system has important advantages over traditional plant production techniques because it provides opportunities to optimize the yield of metabolite production under well-controlled conditions, thereby facilitating commercial-scale production of bioactive compounds. Thus, for the first time a study of this type has permitted the isolation from the roots of seven undescribed dextrorotatory lactones: the alkane-γ-lactones (+)-majoranolide and (+)-dihydromajorenolide, the alkene-γ-lactones (+)-majorenolide and (+)-majorenolide acetate, and the alkyne-γ-lactones, (+)-majorynolide, (+)-majorynolide acetate and (+)-isomajorynolide. In addition, thirteen known compounds were also isolated including two possible avocadofurane precursors, avocadynone acetate and avocadenone acetate, the monoterpene esters cis- and trans-p-coumarate of (−)-borneol, and the ryanoid diterpenes cinnzeylanone, anhidrocinnzeylanine, cinnzeylanine, cinnzeylanol, epiryanodol, perseanol, cinncassiol E, perseaindicol and secoperseanol. The configuration at C-14 de two ryanodane diterpenes has also been revised in this work. Furthermore, (−)-borneol cis-p-coumarate has showed to be insecticidal to S. littoralis and cytotoxic to insect (Sf9) cells, (+)-majorenolide antifeedant to aphids and cytotoxic to Sf9, cinnceylanol antifeedant and insecticidal to S. littoralis, and (+)-majorynolide (2), insecticidal against S. littoralis, cytotoxic to Sf9 and nematicidal, suggesting a defensive role for these compounds.

ACS Style

Braulio M. Fraga; Carmen E. Díaz; Patricia Bolaños; María Bailén; María Fe Andrés; Azucena González-Coloma. Alkane-, alkene-, alkyne-γ-lactones and ryanodane diterpenes from aeroponically grown Persea indica roots. Phytochemistry 2020, 176, 112398 .

AMA Style

Braulio M. Fraga, Carmen E. Díaz, Patricia Bolaños, María Bailén, María Fe Andrés, Azucena González-Coloma. Alkane-, alkene-, alkyne-γ-lactones and ryanodane diterpenes from aeroponically grown Persea indica roots. Phytochemistry. 2020; 176 ():112398.

Chicago/Turabian Style

Braulio M. Fraga; Carmen E. Díaz; Patricia Bolaños; María Bailén; María Fe Andrés; Azucena González-Coloma. 2020. "Alkane-, alkene-, alkyne-γ-lactones and ryanodane diterpenes from aeroponically grown Persea indica roots." Phytochemistry 176, no. : 112398.

Journal article
Published: 17 March 2020 in Microorganisms
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Botanical and fungal biopesticides, including endophytes, are in high demand given the current restrictive legislations on the use of chemical pesticides. As part of an ongoing search for new biopesticides, a series of fungal endophytes have been isolated from selected medicinal plants including Lauraceae species. In the current study, an extract from the endophytic fungus Trichoderma sp. EFI 671, isolated from the stem parts of the medicinal plant Laurus sp., was screened for bioactivity against plant pathogens (Fusarium graminearum, Rhizoctonia solani, Sclerotinia sclerotiorum and Botrytis cinerea), insect pests (Spodoptera littoralis, Myzus persicae, Rhopalosiphum padi) and plant parasites (Meloidogyne javanica), with positive results against M. persicae. The chemical study of the neutral fraction of the active hexane extract resulted in the isolation of a triglyceride mixture (m1), eburicol (2), β-sitostenone (3), ergosterol (4) and ergosterol peroxide (5). The free fatty acids present in the acid fraction of the extract and in m1 (oleic, linoleic, palmitic and stearic) showed strong dose-dependent antifeedant effects against M. persicae. Liquid (potato dextrose broth, PDB and Sabouraud Broth, SDB) and solid (corn, sorghum, pearl millet and rice) growth media were tested in order to optimize the yield and bioactivity of the fungal extracts. Pearl millet and corn gave the highest extract yields. All the extracts from these solid media had strong effects against M. persicae, with sorghum being the most active. Corn media increased the methyl linoleate content of the extract, pearl millet media increased the oleic acid and sorghum media increased the oleic and linoleic acids compared to rice. The antifeedant effects of these extracts correlated with their content in methyl linoleate and linoleic acid. The phytotoxic effects of these extracts against ryegrass, Lolium perenne, and lettuce, Lactuca sativa, varied with culture media, with sorghum being non- toxic.

ACS Style

Nutan Kaushik; Carmen E. Díaz; Hemraj Chhipa; L. Fernando Julio; M. Fe Andrés; Azucena González-Coloma. Chemical Composition of an Aphid Antifeedant Extract from an Endophytic Fungus, Trichoderma sp. EFI671. Microorganisms 2020, 8, 420 .

AMA Style

Nutan Kaushik, Carmen E. Díaz, Hemraj Chhipa, L. Fernando Julio, M. Fe Andrés, Azucena González-Coloma. Chemical Composition of an Aphid Antifeedant Extract from an Endophytic Fungus, Trichoderma sp. EFI671. Microorganisms. 2020; 8 (3):420.

Chicago/Turabian Style

Nutan Kaushik; Carmen E. Díaz; Hemraj Chhipa; L. Fernando Julio; M. Fe Andrés; Azucena González-Coloma. 2020. "Chemical Composition of an Aphid Antifeedant Extract from an Endophytic Fungus, Trichoderma sp. EFI671." Microorganisms 8, no. 3: 420.

Journal article
Published: 03 February 2020 in Chemistry & Biodiversity
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ACS Style

Maria Bailen; Rafael A. Martínez‐Díaz; Joseph J. Hoffmann; Azucena Gonzalez‐Coloma. Molecular Diversity from Arid‐Land Plants: Valorization of Terpenes and Biotransformation Products. Chemistry & Biodiversity 2020, 17, 1 .

AMA Style

Maria Bailen, Rafael A. Martínez‐Díaz, Joseph J. Hoffmann, Azucena Gonzalez‐Coloma. Molecular Diversity from Arid‐Land Plants: Valorization of Terpenes and Biotransformation Products. Chemistry & Biodiversity. 2020; 17 (3):1.

Chicago/Turabian Style

Maria Bailen; Rafael A. Martínez‐Díaz; Joseph J. Hoffmann; Azucena Gonzalez‐Coloma. 2020. "Molecular Diversity from Arid‐Land Plants: Valorization of Terpenes and Biotransformation Products." Chemistry & Biodiversity 17, no. 3: 1.

Journal article
Published: 17 December 2019 in Microorganisms
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Micromycetes from unexplored sources represent an opportunity to discover novel natural products to control insect pests. With this aim, a strain of Acremonium masseei CICY026 isolated from a tropical sinkhole was identified, cultured on fermented rice, and its ethyl acetate extract (EAE) was evaluated against three serious phytophagous insects (Bemisia tabaci, Myzus persicae, and Rhopalosiphum padi). DNA from A. masseei CICY026 was used to confirm its identity. EAE caused settling inhibition (SI) of M. persicae and R. padi (67.5% and 75.3%, respectively). Bioassay-guided fractionation of the active EAE led to the isolation of a novel metabolite, named hexahydroacremonintriol (1), and of acremonin A glucoside (2). The structures of 1 and 2 were determined using IR, one- and two-dimensional NMR, HRMS, and confirmed by theoretical data. The aphid M. persicae was noticeably sensitive to 1 and 2 (SI: 55.6% and 67.2%, respectively), whereas R. padi was only slightly affected by 1 (SI: 59%). This new knowledge about mycobiota from these special sinkhole ecosystems will inform the development of new biorational pesticides.

ACS Style

Ana L. Ruiz-Jiménez; Esaú Ruiz-Sánchez; Gabriela Heredia; Raúl Tapia-Tussell; Azucena González-Coloma; Karla Peraza-Jiménez; Felicia A. Moo-Koh; Irma L. Medina-Baizabal; Yanet Hernández-Romero; Gonzalo J. Mena-Rejón; Ramiro F. Quijano-Quiñones; Marcela Gamboa-Angulo. Identification of Insect-Deterrent Metabolites from Acremonium masseei strain CICY026, a Saprophytic Fungus from a Sinkhole in Yucatán. Microorganisms 2019, 7, 712 .

AMA Style

Ana L. Ruiz-Jiménez, Esaú Ruiz-Sánchez, Gabriela Heredia, Raúl Tapia-Tussell, Azucena González-Coloma, Karla Peraza-Jiménez, Felicia A. Moo-Koh, Irma L. Medina-Baizabal, Yanet Hernández-Romero, Gonzalo J. Mena-Rejón, Ramiro F. Quijano-Quiñones, Marcela Gamboa-Angulo. Identification of Insect-Deterrent Metabolites from Acremonium masseei strain CICY026, a Saprophytic Fungus from a Sinkhole in Yucatán. Microorganisms. 2019; 7 (12):712.

Chicago/Turabian Style

Ana L. Ruiz-Jiménez; Esaú Ruiz-Sánchez; Gabriela Heredia; Raúl Tapia-Tussell; Azucena González-Coloma; Karla Peraza-Jiménez; Felicia A. Moo-Koh; Irma L. Medina-Baizabal; Yanet Hernández-Romero; Gonzalo J. Mena-Rejón; Ramiro F. Quijano-Quiñones; Marcela Gamboa-Angulo. 2019. "Identification of Insect-Deterrent Metabolites from Acremonium masseei strain CICY026, a Saprophytic Fungus from a Sinkhole in Yucatán." Microorganisms 7, no. 12: 712.

Preprint
Published: 21 November 2019
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Increasing pesticide resistance in plant pathogens is major concern in agriculture production. Research on ecofriendly alternatives of chemical pesticides are more in demand in pesticide industry. In the current study, an ethyl acetate extract from the endophytic fungus Trichoderma sp. EFI 671, isolated from the stem parts of the medicinal plant Laurus sp., was screened for bioactivity against plant pathogens (Fusarium graminearum, Rhizoctonia solani, Sclerotinia sclerotiorum and Botrytis cinerea), insect pests (Spodoptera littoralis, Myzus persicae, Rhopalosiphum padi) and plant parasites (Meloidogyne javanica). The bioactive components have been characterized following a bioassay-guided isolation against M. persicae. The chemical study of this bioactive extract resulted in the isolation of 1-oleoyl-2-linoleoyl-3-palmitoylglycerol (1), eburicol (2), (24R)-stigmast-4-ene-3-one or β-sitostenone (3), ergosterol (4) and ergosterol peroxide (5). The free fatty acids present in compound 1 (oleic, linoleic and palmitic) showed strong dose-dependent aphid antifeedant effects against M. persicae. Liquid (PDB, and SDB) and solid (corn, sorghum, pearl millet and rice) growth media were tested in order to optimize the yield and bioactivity of the fungal extracts. Pearl millet and corn gave the highest extract yields. All the extracts from these solid media had strong effects against M. persicae with sorghum being the most active. Corn increased the content in linolenic, pearl millet the oleic and stearic and sorghum oleic and linolenic acids compared to rice. Their antifeedant effects correlated with linoleic /oleic acids. The phytotoxic effects of these extracts against Lolium perenne and Lactuca sativa varied with culture media, with sorghum being the least toxic.

ACS Style

Nutan Kaushik; Carmen E. Diaz; Hemraj Chhipa; L. Fernando Julio; Maria Fe Andres; Azucena Gonzalez-Coloma. Aphid Antifeedant Fatty Acids from an Endophytic Fungus Trichoderma sp. EFI671. 2019, 1 .

AMA Style

Nutan Kaushik, Carmen E. Diaz, Hemraj Chhipa, L. Fernando Julio, Maria Fe Andres, Azucena Gonzalez-Coloma. Aphid Antifeedant Fatty Acids from an Endophytic Fungus Trichoderma sp. EFI671. . 2019; ():1.

Chicago/Turabian Style

Nutan Kaushik; Carmen E. Diaz; Hemraj Chhipa; L. Fernando Julio; Maria Fe Andres; Azucena Gonzalez-Coloma. 2019. "Aphid Antifeedant Fatty Acids from an Endophytic Fungus Trichoderma sp. EFI671." , no. : 1.

Journal article
Published: 20 November 2019 in Industrial Crops and Products
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The aim of this study was to develop a chemically stable plant following a pre-domestication process and the valorization of its essential oil for the production of biopesticides. This study was conducted during four growing seasons to give a pre-domesticated population (SAMO-0). The resulting pre-domesticated population increased the hydrodistilled oil yield (average 0.45%) and maintained a stable yield of dry material (44.5%). The plant material was submitted to pilot plant scale steam distillation under three pressures (0.5, 1.0 and 1.5 bar) with lower yield (average 0.15%). The essential oil showed a carvacrol / p-cymene chemotype. The pre-domestication process increased β-myrcene, α- and γ-terpinene, p-cymene, thymol and β-bisabolene; and decreased α-thujene and carvacrol. The steam distillation increased the oil content in α-thujene, α-pinene, α-terpinene, p-cymene and trans-caryophyllene, and decreased borneol, thymoquinone thymol and β-bisabolene. Pressure increased α-terpinene, thymol and carvacrol Additionally, the study of the biocidal effects (against the insect pests Spodoptera littoralis, Myzus persicae and Leptinotarsa decemlineata and the phytopathogenic nematode Meloydogine javanica) of the EOs showed that overall, the most active oils were the hydrodistilled (to all insect species), followed by the steam distilled oils with higher carvacrol and thymol content (pressures of 1.5 and 1.0 bar). Carvacrol and thymol were responsible for the activity of these oils on M. persicae, and L. decemlineata but only partially on S. littoralis. The steam distilled oils showed strong nematicidal activity against M. javanica that could be partially explained by their content in active carvacrol and thymol.

ACS Style

Juliana Navarro-Rocha; María Fe Andrés; Carmen E. Díaz; Jesus Burillo; Azucena González-Coloma. Composition and biocidal properties of essential oil from pre-domesticated Spanish Satureja Montana. Industrial Crops and Products 2019, 145, 111958 .

AMA Style

Juliana Navarro-Rocha, María Fe Andrés, Carmen E. Díaz, Jesus Burillo, Azucena González-Coloma. Composition and biocidal properties of essential oil from pre-domesticated Spanish Satureja Montana. Industrial Crops and Products. 2019; 145 ():111958.

Chicago/Turabian Style

Juliana Navarro-Rocha; María Fe Andrés; Carmen E. Díaz; Jesus Burillo; Azucena González-Coloma. 2019. "Composition and biocidal properties of essential oil from pre-domesticated Spanish Satureja Montana." Industrial Crops and Products 145, no. : 111958.

Journal article
Published: 16 November 2019 in Biomolecules
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Naturally occurring nootkatone, with reported insecticidal and acaricidal properties, has been used as a lead to generate molecular diversity and, consequently, new insect antifeedant and ixodicidal compounds. A total of 22 derivatives were generated by subjecting this molecule to several reactions including dehydrogenation with the iodine/DMSO system, oxidation with SeO2, epoxidation with mCPBA, oxidation or carbon homologations of the α-carbonyl position with TMSOTf (trimethylsilyl trifluoromethanesulfonate) followed by Rubottom and Dess Martin periodane oxidations, condensation with formaldehyde using Yb(OTf)3 as catalyst and dehydroxilation using the Grieco protocol. The insect antifeedant (against Myzus persicae and Ropaloshysum padi) and ixodicidal (against the tick Hyalomma lusitanicum) activities of these compounds were tested. Compound 20 was the most active substance against M. persicae and R. padi, and twice more efficient than nootkatone in the antitick test.

ACS Style

Alberto Galisteo Pretel; Helena Pérez Del Pulgar; A. Sonia Olmeda; Azucena Gonzalez-Coloma; Alejandro F. Barrero; Jose Francisco Quilez Del Moral; José Quílez Del Moral. Novel Insect Antifeedant and Ixodicidal Nootkatone Derivatives. Biomolecules 2019, 9, 742 .

AMA Style

Alberto Galisteo Pretel, Helena Pérez Del Pulgar, A. Sonia Olmeda, Azucena Gonzalez-Coloma, Alejandro F. Barrero, Jose Francisco Quilez Del Moral, José Quílez Del Moral. Novel Insect Antifeedant and Ixodicidal Nootkatone Derivatives. Biomolecules. 2019; 9 (11):742.

Chicago/Turabian Style

Alberto Galisteo Pretel; Helena Pérez Del Pulgar; A. Sonia Olmeda; Azucena Gonzalez-Coloma; Alejandro F. Barrero; Jose Francisco Quilez Del Moral; José Quílez Del Moral. 2019. "Novel Insect Antifeedant and Ixodicidal Nootkatone Derivatives." Biomolecules 9, no. 11: 742.

Journal article
Published: 02 October 2019 in Biomolecules
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Given the importance of the genus Artemisia as a source of valuable natural products, the rare plant Artemisia pedemontana subspecies assoana, endemic to the Iberian Peninsula, has been experimentally cultivated in the greenhouse and aeroponically, to produce biomass for essential oil (EO) extraction. The chemical composition of the EOs was analyzed, and their plant protection (insects: Spodoptera littoralis, Rhopalosiphum padi, and Myzus persicae; plants: Lactuca sativa and Lolium perenne; fungi: Aspergillus niger; and nematode: Meloidogyne javanica) and antiparasitic (Trypanosoma cruzi, Phytomonas davidi, and antiplasmodial by the ferriprotoporphyrin biocrystallization inhibition test) properties were studied, in addition to the hydrolate by-product. The EOs showed a 1,8-cineole and camphor profile, with quantitative and qualitative chemical differences between the cultivation methods. These oils had moderate insect antifeedant, antifungal, and phytotoxic effects; were trypanocidel; and exhibited moderate phytomonacidal effects, while the hydrolate showed a strong nematicidal activity. Both EOs were similarly antifeedant; the EO from the greenhouse plants (flowering stage) was more biocidal (antifungal, nematicidal, and phytotoxic) than the EO from the aeroponic plants (growing stage), which was more antiparasitic. The major components of the oils (1,8-cineole and camphor), or their 1:1 combination, did not explain any of these effects. We can conclude that these EOs have potential applications as insect antifeedants, and as antifungal or antiparasitic agents, depending on the cultivation method, and that the hydrolate byproduct is a potent nematicidal.

ACS Style

Paula Sainz; María Fe Andrés; Martínez- Díaz; María Bailén; Juliana Navarro Rocha; Rafael A. Martínez-Díaz; Azucena González-Coloma. Chemical Composition and Biological Activities of Artemisia pedemontana subsp. assoana Essential Oils and Hydrolate. Biomolecules 2019, 9, 558 .

AMA Style

Paula Sainz, María Fe Andrés, Martínez- Díaz, María Bailén, Juliana Navarro Rocha, Rafael A. Martínez-Díaz, Azucena González-Coloma. Chemical Composition and Biological Activities of Artemisia pedemontana subsp. assoana Essential Oils and Hydrolate. Biomolecules. 2019; 9 (10):558.

Chicago/Turabian Style

Paula Sainz; María Fe Andrés; Martínez- Díaz; María Bailén; Juliana Navarro Rocha; Rafael A. Martínez-Díaz; Azucena González-Coloma. 2019. "Chemical Composition and Biological Activities of Artemisia pedemontana subsp. assoana Essential Oils and Hydrolate." Biomolecules 9, no. 10: 558.

Articles
Published: 28 August 2019 in Journal of Essential Oil Research
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The present work reports the effect of salt treatment on Hyssopus officinalis growth, essential oil (EO) yield and composition and the antiparasitic effects of the oil against the plant (Phytomonas davidi and Meloidogyne javanica) and human (Trypanosoma cruzi) parasites. Our results showed that salinity decreased plant growth and EO yield of hydroponically cultivated plants of H. officinalis with increasing NaCl levels. Salinity also induced changes in the chemical composition of treated hyssop EOs, decreasing the monoterpene and increasing the sesquiterpene groups. The oxygenated monoterpenes, represented primarily by isopinocamphone and pinocarvone, were the major chemical class. The EOs from treated H. officinalis showed moderate antiparasitic effects against T. cruzi, independent of the salt treatment, stronger salt-dependent effects on P. davidi and also a high salt-dependent nematicidal activity against M. javanica. Therefore, a moderate salt treatment reduced plant growth and EO yield but increased its biocidal effects on plant parasites (P. davidi and M. javanica).

ACS Style

Nesrine Ben Hamida; Rafael A. Martínez-Díaz; MahmoudI Hela; Kamel Msaada; Zeineb Ouerghi; Maria Fe Andres; Azucena González-Coloma. Effect of salinity on the antiparasitic activity of hyssop essential oil. Journal of Essential Oil Research 2019, 32, 69 -78.

AMA Style

Nesrine Ben Hamida, Rafael A. Martínez-Díaz, MahmoudI Hela, Kamel Msaada, Zeineb Ouerghi, Maria Fe Andres, Azucena González-Coloma. Effect of salinity on the antiparasitic activity of hyssop essential oil. Journal of Essential Oil Research. 2019; 32 (1):69-78.

Chicago/Turabian Style

Nesrine Ben Hamida; Rafael A. Martínez-Díaz; MahmoudI Hela; Kamel Msaada; Zeineb Ouerghi; Maria Fe Andres; Azucena González-Coloma. 2019. "Effect of salinity on the antiparasitic activity of hyssop essential oil." Journal of Essential Oil Research 32, no. 1: 69-78.

Journal article
Published: 09 August 2019 in Molecules
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Currently, the use of synthetic pesticides is the main method of plant protection applied in agri- and horticulture. However, its excessive use leads to the development of pesticide resistance, a contamination of the environment, toxicity to non-target organisms, and risks for human health. With the ultimate aim of contributing to the develop of a more sustainable pest management, we used the natural product germacrone (compound 1), reported to possess significant insecticidal activity, as starting material for the generation of molecular diversity (2–24). Some of the generated derivatives are natural compounds, such as 1,10-epoxygermacrone (2), 4,5-epoxygermacrone (3), gajutsulactone A (7), germacrol (11), isogermacrone (14), 9-hydroxyeudesma-3,7(11)dien-6-one (19), eudesma-4,7(11),dien-8-one (20), eudesma-3,7(11)-dien-8-one (21) and eudesma-4(15),7(11)-dien-8-one (22). Compounds, 7,11-9,10-diepoxigermacr-4,5-en-8-ol (17), 7,11-epoxieudesma-4,7(11)-dien-8-one (23) and 7,11-epoxieudesma-3,7(11)-dien-8-one (24) are described for the first time. The biocidal activity of most of these compounds was assayed against the tick Hyalomma lusitanicum. The acaricidal effects of compound 24 were four times higher than that of germacrone (1). Compound 2 is an insect antifeedant a thousand times more potent than germacrone against Rhopalosiphum padi, which makes this substance a promising selective antifeedant against this cereal pest.

ACS Style

Alberto Galisteo Pretel; Helena Pérez Del Pulgar; Estela Guerrero De León; José Luis López-Pérez; A. Sonia Olmeda; Azucena Gonzalez-Coloma; Alejandro F. Barrero; José Francisco Quílez Del Moral; José Quílez Del Moral. Germacrone Derivatives as new Insecticidal and Acaricidal Compounds: A Structure-Activity Relationship. Molecules 2019, 24, 2898 .

AMA Style

Alberto Galisteo Pretel, Helena Pérez Del Pulgar, Estela Guerrero De León, José Luis López-Pérez, A. Sonia Olmeda, Azucena Gonzalez-Coloma, Alejandro F. Barrero, José Francisco Quílez Del Moral, José Quílez Del Moral. Germacrone Derivatives as new Insecticidal and Acaricidal Compounds: A Structure-Activity Relationship. Molecules. 2019; 24 (16):2898.

Chicago/Turabian Style

Alberto Galisteo Pretel; Helena Pérez Del Pulgar; Estela Guerrero De León; José Luis López-Pérez; A. Sonia Olmeda; Azucena Gonzalez-Coloma; Alejandro F. Barrero; José Francisco Quílez Del Moral; José Quílez Del Moral. 2019. "Germacrone Derivatives as new Insecticidal and Acaricidal Compounds: A Structure-Activity Relationship." Molecules 24, no. 16: 2898.

Journal article
Published: 15 June 2019 in Plants
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From a bioactive methanolic extract of Senecio fistulosus, the antifeedant effects of the alkaloidal and non-alkaloidal fractions were tested against the insects Spodoptera littoralis, Myzus persicae and Rhopalosiphum padi, with the non-alkaloidal fraction being antifeedant. The phytochemical study of the non-alkaloidal fraction of S. fistulosus, resulted in the isolation of four compounds, two 9-oxo-furanoeremophilanes (1, 2), an eremophilanolide, 1β,10β-epoxy-6-acetoxy-8α-hydroxy-eremofil-7(11)-en-8β,12-olide (3) and a maaliol derivative (4). The alkaloidal fraction yielded two known pyrrolizidine alkaloids (5, 6). Compounds 1, 3 and 4 are new natural products. Furanoeremophilane 2 was a strong antifeedant against S. littoralis and maaliane 4 inhibited the settling of M. persicae.

ACS Style

Liliana Ruiz-Vásquez; Matías Reina; Víctor Fajardo; Matías López; Azucena González-Coloma. Insect Antifeedant Components of Senecio fistulosus var. fistulosus-Hualtata. Plants 2019, 8, 176 .

AMA Style

Liliana Ruiz-Vásquez, Matías Reina, Víctor Fajardo, Matías López, Azucena González-Coloma. Insect Antifeedant Components of Senecio fistulosus var. fistulosus-Hualtata. Plants. 2019; 8 (6):176.

Chicago/Turabian Style

Liliana Ruiz-Vásquez; Matías Reina; Víctor Fajardo; Matías López; Azucena González-Coloma. 2019. "Insect Antifeedant Components of Senecio fistulosus var. fistulosus-Hualtata." Plants 8, no. 6: 176.

Journal article
Published: 13 June 2019 in Industrial Crops and Products
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The insect antifeedant and phytotoxic effects of the essential oils (EO) from four populations of Piper species (Piper dilatatum, Piper divaricatum, Piper aff. hispidum and Piper sanctifelicis) have been studied against pests of economic importance in agriculture (Spodoptera littoralis, Myzus persicae, and Rhopalosiphum padi) and mono and dicotyledoneous plant models (Lolium perenne and Lactuca sativa). The main components found in the essential oils (EOs) were eugenol (37.5%), methyl eugenol (36.3%), γ-elemene (10.7%) (P. divaricatum); apiol (79.0%), trans-caryophyllene (8.3%) (P. dilatatum); δ-3-carene (35.3%), limonene (27.1%), p-cymene (4.9%), β-pinene (6.9%) and nerolidol (5.8%) (P. sanctifelicis); limonene (17.2%), δ-3-carene (9.6%), p-cymene (10.9%), elemol (14.1%), and Spathulenol (6.1%) (P. aff. hispidum). Strong antifeedant and phytotoxic effects were observed for all these oils. P. dilatatum EO was the most effective antifeedant. P. dilatatum and P. divaricatum EOs showed strong herbicidal potential on L. perenne and P. aff hispidum reduced the root growth of L. sativa.

ACS Style

Beatriz E. Jaramillo-Colorado; Nayive Pino-Benitez; Azucena González-Coloma. Volatile composition and biocidal (antifeedant and phytotoxic) activity of the essential oils of four Piperaceae species from Choco-Colombia. Industrial Crops and Products 2019, 138, 111463 .

AMA Style

Beatriz E. Jaramillo-Colorado, Nayive Pino-Benitez, Azucena González-Coloma. Volatile composition and biocidal (antifeedant and phytotoxic) activity of the essential oils of four Piperaceae species from Choco-Colombia. Industrial Crops and Products. 2019; 138 ():111463.

Chicago/Turabian Style

Beatriz E. Jaramillo-Colorado; Nayive Pino-Benitez; Azucena González-Coloma. 2019. "Volatile composition and biocidal (antifeedant and phytotoxic) activity of the essential oils of four Piperaceae species from Choco-Colombia." Industrial Crops and Products 138, no. : 111463.

Journal article
Published: 14 May 2019 in The Journal of Organic Chemistry
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The system I2/dimethyl sulfoxide mediates the one-step transformation of α-isopropylidene ketones into furan rings following a biomimetic approach. This methodology has been used for the synthesis of terpene furans such as mintfurane, curzerene, atractylon, and isoatractylon, all of them possessing interesting biological activities. The synthesis of linderazulene directly from 4,5-epoxygermacrone via a cascade reaction shows the potential of this protocol. Additionally, this compound proved to show significant ixodicidal activity.

ACS Style

Jonida Salihila; Lúcia Silva; Helena Pérez Del Pulgar; Ana Quílez Molina; Azucena González-Coloma; A. Sonia Olmeda; José F. Quilez Del Moral; Alejandro F. Barrero. One-Step Synthesis of Furan Rings from α-Isopropylidene Ketones Mediated by Iodine/DMSO: An Approach to Potent Bioactive Terpenes. The Journal of Organic Chemistry 2019, 84, 6886 -6894.

AMA Style

Jonida Salihila, Lúcia Silva, Helena Pérez Del Pulgar, Ana Quílez Molina, Azucena González-Coloma, A. Sonia Olmeda, José F. Quilez Del Moral, Alejandro F. Barrero. One-Step Synthesis of Furan Rings from α-Isopropylidene Ketones Mediated by Iodine/DMSO: An Approach to Potent Bioactive Terpenes. The Journal of Organic Chemistry. 2019; 84 (11):6886-6894.

Chicago/Turabian Style

Jonida Salihila; Lúcia Silva; Helena Pérez Del Pulgar; Ana Quílez Molina; Azucena González-Coloma; A. Sonia Olmeda; José F. Quilez Del Moral; Alejandro F. Barrero. 2019. "One-Step Synthesis of Furan Rings from α-Isopropylidene Ketones Mediated by Iodine/DMSO: An Approach to Potent Bioactive Terpenes." The Journal of Organic Chemistry 84, no. 11: 6886-6894.