Volatile Organic Compounds from Filamentous Fungi: a Chemotaxonomic Tool of the Botryosphaeriaceae Family

Oliveira, Francisco César de; Barbosa, Francisco Geraldo; Mafezoli, Jair; Oliveira, Maria C. F.; Camelo, André Luiz Melo; Longhinotti, Elisane; Lima, Adman Câmara Soares; Câmara, Marcos Paz Saraiva; Gonçalves, Francisco César; Freire, F. C. O.

doi:10.5935/0103-5053.20150204

Cited by 11 publications

(18 citation statements)

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“…Meio BDA Isobutanol, álcool isopentílico, 2-metilbutan-1-ol, álcool feniletílico, undecan-2ona, β-elemeno, aristoleno, α-cadinol, α-selineno, eremofileno e outros 13 COVs. 34 Tabela 1. Fungos endofíticos produtores de COVs Continua...…”

Section: Neofusicoccum Ribisunclassified

“…Meio BDA Isobutanol, álcool isopentílico, 2-metilbutan-1-ol, álcool feniletílico, aristoleno e α-selineno. 34 Geniculosporium sp.…”

Section: Botryosphaeria Mamaneunclassified

“…Mas foi a partir dos estudos de Larsen e Frisvad 71 , sobre a distinção de espécies do gênero Penicillium pela produção de COVs, que se deu maior importância a essa ferramenta para caracterizar espécies fúngicas. 13,34 O eucaliptol é o COV mais encontrado em fungos endofíticos do gênero Hypoxylon e uma cepa de Nodulisporium, sugere-se que este composto possa ser usado como marcador químico destes gêneros. 32 Os COVs produzidos por quatro cepas de Hypoxylon anthochroum apresentaram efeito inibitório contra F. oxysporum.…”

Section: Quimiotaxonomiaunclassified

“…32 Os COVs α-bisabolol, α-selineno, α-cedrene epóxido e acetato de guaiol foram sugeridos como biomarcadores de dez espécies de fungos endofíticos da família Botryosphaeriaceae. 34 Os COVs de Neofusicoccum parvum e Neofusicoccum ribis são uma ferramenta auxiliar para a identificação destas espécies, sendo os sesquiterpenos os principais. 34 O sesquiterpeno α-bisabolol produzido unicamente por Pseudofusicoccum stromaticum, sugere ser um potencial biomarcador para essa espécie.…”

Section: Quimiotaxonomiaunclassified

“…34 Os COVs de Neofusicoccum parvum e Neofusicoccum ribis são uma ferramenta auxiliar para a identificação destas espécies, sendo os sesquiterpenos os principais. 34 O sesquiterpeno α-bisabolol produzido unicamente por Pseudofusicoccum stromaticum, sugere ser um potencial biomarcador para essa espécie. Além disso o α-bisabolol também tem sido utilizado em formulações cosméticas devido a suas atividades anti-inflamatória, anti-irritante, antibacteriana, antiespasmódico, antialérgica e vermífuga.…”

Section: Quimiotaxonomiaunclassified

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Volatile Organic Compounds of Endophytic Fungi and Biotechnological Applications

Moraes¹,

Ferraz²,

Chapla³

2020

Rev. Virtual Quim.

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Endophytic fungi live in symbiotic association with plants for at least part of their life. They are potential agents for the production of new and bioactive compounds, as well as for the use in agriculture, medicine and industry. Endophytic fungi produce Volatile Organic Compounds (VOCs), which are low molecular weight compounds that readily evaporate at normal temperatures and pressures. Fungi are not only capable of producing a wide variety of volatile compounds, they are also able to metabolize them and they have a great importance in chemical ecology. Mixtures of VOCs produced by endophytic fungi are mainly composed by alcohols, aldehydes, esters, aromatic and aliphatic hydrocarbons, terpenoids, nitrogen and sulfur compounds. They can be used in biotechnological applications such as biofuels, mycofumigation, alellochemicals, flavor in food and in the chemotaxonomic identification of fungi. The objective of this mini review was to perform a search in the literature on the endophytic fungi producing VOCs and their biotechnological potential. Fungos endofíticos vivem em associação simbiótica com plantas por pelo menos parte de sua vida. Apresentam potencial na produção de substâncias novas e bioativas, e na descoberta de agentes para uso de interesse agrícola, medicinal e industrial. Os fungos endofíticos são produtores de compostos orgânicos voláteis (COVs), que são compostos de baixo peso molecular que evaporam facilmente em temperaturas e pressões ambiente. Os fungos não são apenas capazes de criar uma grande variedade de compostos voláteis como também de metabolizá-los, e são de grande importância na ecologia química. As misturas de COVs produzidos por fungos endofíticos são compostas principalmente por álcoois, aldeídos, ésteres, aromáticos, hidrocarbonetos alifáticos, terpenoides e compostos contendo nitrogênio e enxofre. Podem ser usados em aplicações biotecnológicas como biocombustíveis, agentes de micofumigação, agentes aleloquímicos, flavorizantes em alimentos e na identificação quimiotaxonômica de fungos. O objetivo desta mini revisão foi realizar uma busca na literatura sobre os fungos endofíticos produtores de COVs e seus potenciais biotecnológicos.

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Section: Neofusicoccum Ribisunclassified

“…Meio BDA Isobutanol, álcool isopentílico, 2-metilbutan-1-ol, álcool feniletílico, aristoleno e α-selineno. 34 Geniculosporium sp.…”

Section: Botryosphaeria Mamaneunclassified

Section: Quimiotaxonomiaunclassified

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Volatile Organic Compounds of Endophytic Fungi and Biotechnological Applications

Moraes¹,

Ferraz²,

Chapla³

2020

Rev. Virtual Quim.

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How Histone Deacetylase Inhibitors Alter the Secondary Metabolites of Botryosphaeria mamane, an Endophytic Fungus Isolated from Bixa orellana

Triastuti

Vansteelandt

Barakat

et al. 2019

Chemistry & Biodiversity

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Fungi are talented organisms able to produce several natural products with a wide range of structural and pharmacological activities. The conventional fungal cultivation used in laboratories is too poor to mimic the natural habitats of fungi, and this can partially explain why most of the genes responsible for the production of metabolites are transcriptionally silenced. The use of Histone Deacetylase inhibitors (HDACis) to perturb fungal secondary biosynthetic machinery has proven to be an effective approach for discovering new fungal natural products. The present study relates the effects of suberoylanilide hydroxamic acid (SAHA) and sodium valproate (VS) on the metabolome of Botryosphaeria mamane, an endophytic fungus isolated from Bixa orellana L. UHPLC/HR‐MS analysis, integrated with four metabolomics tools: MS‐DIAL, MS‐FINDER, MetaboAnalyst and GNPS molecular networking, was established. This study highlighted that SAHA and VS changed metabolites in B. mamane, causing upregulation and downregulation of metabolites production. In addition, twelve compounds were detected in the extracts as metabolites structurally correlated to SAHA, indicating its important reactivity in the medium or its metabolism by the fungus. An addition of SAHA induced the production of eight metabolites while VS induced only two metabolites undetected in the control strain. This result illustrates the importance of adding HDACis to a fungal culture in order to induce metabolite production.

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Changes of volatile organic compounds and bioactivity of Alternaria brassicae GL07 in different ages

et al. 2019

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Plant endophytes are rich in secondary metabolites and are widely used in medicine, chemical, food, agriculture, and other fields. Here, an endophytic fungus is isolated from Ginkgo biloba L. leaves and identified as Alternaria brassicae GL07 through genotypic characterizations. It can produce fruity scented volatiles. The analysis of volatile organic compounds (VOCs) was done by gas chromatography–mass spectrometry. A total of 32 components were identified; and at different culture times, the composition of VOCs was different. It had more components in the first two weeks, but a fewer components on the 21st day. More olefins, ketone, aldehyde, and alcohol were found in the growth period and more amines and esters were found in the decline period. Also, 2,5‐dihydroxyacetophenone, β‐ionone, and nonanal were found. They were the same ingredients in Ginkgo essential oils and some of them were isolated for the first time in the volatile constituents of endophytes. The antioxidant activity and whitening activities of all extracts were also evaluated. When cultured for 10 days, it had the strongest 2,2‐diphenyl‐2‐picrylhydrazyl radical (IC50, 0.56 g/L), hydroxyl radical scavenging ability (IC50, 0.47 g/L), reducing ability, and tyrosinase inhibition ability (IC50, 5.18 g/L), which may be due to a large amount of ketones and alcohols produced during the log phase. This demonstrates the potential of A. brassicae GL07 to produce bioactive compounds and to be used for perfume and cosmetic industries.

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Volatile Organic Compounds from Filamentous Fungi: a Chemotaxonomic Tool of the Botryosphaeriaceae Family

Cited by 11 publications

References 0 publications

Volatile Organic Compounds of Endophytic Fungi and Biotechnological Applications

Volatile Organic Compounds of Endophytic Fungi and Biotechnological Applications

How Histone Deacetylase Inhibitors Alter the Secondary Metabolites of Botryosphaeria mamane, an Endophytic Fungus Isolated from Bixa orellana

Changes of volatile organic compounds and bioactivity of Alternaria brassicae GL07 in different ages

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