RESUMEN
Plants produce a high diversity of metabolites that can act as regulators of cholinergic dysfunction. Among plants, the potential of species of the genus Tabernaemontana to treat neurological disorders has been linked to iboga-type alkaloids that are biosynthesized by those species. In this context, precursor-directed biosynthesis approaches were carried out using T. catharinensis plantlets to achieve new-to-nature molecules as promising agents against Alzheimer's disease. Aerial parts of T. catharinensis, cultured in vitro, produced 7 unnatural alkaloids (5-fluoro-ibogamine, 5-fluoro-voachalotine, 5-fluoro-12-methoxy-Nb-methyl-voachalotine, 5-fluoro-isovoacangine, 5-fluoro-catharanthine, 5-fluoro-19-(S)-hydroxy-ibogamine, and 5-fluoro-coronaridine), while root extracts showed the presence of the same unnatural iboga-type alkaloids and 2 additional ones: 5-fluoro-voafinine and 5-fluoro-affinisine. Moreover, molecular docking approaches were carried out to evaluate the potential inhibition activity of T. catharinensis' natural and unnatural alkaloids against AChE and BChE enzymes. Fluorinated iboga alkaloids (5-fluoro-catharanthine, 5-fluoro-voachalotine, 5-fluoro-affinisine, 5-fluoro-isovoacangine, 5-fluoro-corinaridine) were more active than natural ones and controls against AchE, while 5-fluoro-19-(S)-hydroxy-ibogamine, 5-fluoro-catharanthine, 5-fluoro-isovoacangine, and 5-fluoro-corinaridine showed better activity than natural ones and controls against BChE. Our findings showed that precursor-directed biosynthesis strategies generated "new-to-nature" alkaloids that are promising Alzheimer's disease drug candidates. Furthermore, the isotopic experiments also allowed us to elucidate the initial steps of the biosynthetic pathway for iboga-type alkaloids, which are derived from the MEP and shikimate pathways.
Asunto(s)
Alcaloides , Enfermedad de Alzheimer , Tabernaemontana , Enfermedad de Alzheimer/tratamiento farmacológico , Humanos , Alcaloides Indólicos , Simulación del Acoplamiento MolecularRESUMEN
In the present study, foodomics approach was employed to investigate changes in the metabolism from the volatile terpenoids profile of mint(Mentha × gracillis Sole)from conventional, organic and permaculture (a type of agroecological agriculture system) farms using headspace solid-phase microextraction (HS-SPME) associated to gas chromatography coupled to mass spectrometry (GC-MS) and chemometric tools. The discrimination among the three types of mint was successfully achieved and demonstrated evidence of ecological interaction impact in the food metabolism. The agroecological mint presented as differential compounds: α-terpineol, bornyl formate, cis-carvyl propionate, cis-carveol, camphor, dihydrocarvyl acetate, dihydrocarveol, karahanaenone, nonanal, 3-octyl acetate, and trans-3-hexenyl-2 methylbutyrate. While organic and conventional mint presented as differential compounds: α-cedrene, ß -pinene, γ-muurolene, δ-cadinene, germacrene, terpinolene, and elemol. The majority of differential metabolites from agroecological mint are oxygenated monoterpenes, which have more intense flavor and biological activities than hydrocarbons monoterpenes and sesquiterpenes found in organic and conventional mint. Furthermore, the discrimination between organic and conventional mint was effectively performed, which demonstrated different terpenoid profiles though without implying benefits for one or another agriculture system.
Asunto(s)
Mentha , Compuestos Orgánicos Volátiles , Agricultura , Cromatografía de Gases y Espectrometría de Masas/métodos , Monoterpenos/análisis , Microextracción en Fase Sólida/métodos , Terpenos/análisis , Compuestos Orgánicos Volátiles/análisisRESUMEN
Abstract: The Pantanal Biome occupies 20% of the Brazilian territory extending its distribution over two Brazilian States, Mato Grosso and Mato Grosso do Sul. This Biome is one of Brazil's poorly known regions concerning insect gall and their interactions with host plants. In this study, we characterized for the first time the gall morphology, identified host plants and the gall makers from an area of Brazilian wetlands from Mato Grosso State, known as Pantanal Matogrossense. We sampled Pantanal Biome areas in Poconé municipality, along the Transpantaneira Road, Mato Grosso State, Brazil, in two expeditions, July 2012 and January 2013, with a total effort of 2 hours. We characterized 91 morphotypes of insect galls in 54 host plant species; 28 gall makers in 24 host plant species; the richest host plant families are Fabaceae, Myrtaceae, and Sapindaceae. Psidium guineense Sw. is the super host species. This area in Pantanal Matogrossense is the second in the richness of gall morphotypes (N=91) and average morphotypes/plant species (1.7), comparing phytophysiognomies. Additionally, 15 plant species are new record as host in galler-host plant interaction in the world. This number represents 30% of the total of host plant species sampled in Poconé. This inventory is new knowledge to the Pantanal Matogrossense and representing a unique testimony of insect-plant interactions consumed by the unprecedented fire that occurred in Pantanal Biome in the dry season of 2020.
Resumo: O Bioma Pantanal ocupa 20% do território brasileiro estendendo sua distribuição sobre dois Estados brasileiros, Mato Grosso e Mato Grosso do Sul. Esta é uma das regiões menos estudadas do Brasil com relação aos insetos e suas interações. Neste estudo, caracterizamos pela primeira vez a morfologia de galhas, identificamos plantas hospedeiras e galhadores em áreas do Pantanal Norte, conhecido como Pantanal Matogrossense. As amostragens foram feitas em áreas do Bioma Pantanal, no município de Poconé, ao longo da Estrada Transpantaneira, Mato Grosso, Brasil em duas expedições, julho de 2012 e janeiro de 2013. Caracterizamos 91 morfotipos de galhas entomógenas em 54 espécies de plantas hospedeiras; identificamos 28 galhadores em 24 espécies de plantas hospedeiras; as famílias de plantas hospedeiras mais ricas em galhas são Fabaceae, Myrtaceae e Sapindaceae. Psidium guineense Sw. é a espécie superhospedeira. Esta área no Pantanal Matogrossense é a segunda tanto em riqueza de morfotipos de galhas (N=91) quanto na média de morfotipos por espécie de planta hospedeira (1,7), em fitofisionomias comparáveis. Além disso, 15 espécies de plantas são novos registros como hospedeiras para galhas de insetos no mundo. Esse número representa 30% do total de plantas amostradas em Poconé. Todos os dados deste inventário são conhecimentos novos para o Pantanal Mato-grossense e para o estado do Mato Grosso, representando um testemunho único das interações inseto-planta que foram consumidas pelo fogo sem precedentes ocorrido no Bioma Pantanal em sua estação seca de 2020.
RESUMEN
ABSTRACT In this paper we performed a study of occurrence and characterization of entomogen galls from natural vegetation areas in Mato Grosso do Sul. We surveyed natural areas of four biomes from Mato Grosso do Sul State: Pantanal (Corumbá), Atlantic Forest (Bodoquena), Cerrado (Aquidauana), and Chaco (Porto Murtinho). We identified 186 morphotypes of galls in 115 host plant species from 35 families and 73 genera. The richest families were Fabaceae (N = 34), Sapindaceae (N = 24), Bignoniaceae (N = 17), and Myrtaceae (N = 15). Fifty morphotypes of insects (27%) were found in galls of 38 host plants, 78% of which belongs to Diptera, 10% to Hymenoptera, and the other 12% are divided among Hemiptera, Thysanoptera, Coleoptera, and Lepidoptera. In this study, the geographic distribution of gall morphotypes associated to the cecidomyiids Youngomyia pouteriae Maia, 2004, and Trotteria quadridentata Maia, 2004 (Diptera, Cecidomyiidae), and the wasp Mononeuron duguetiae Fischer, 1981 (Hymenoptera, Braconidae, Doryctinae) are expanded to the localities sampled in MS. In addition, four genera and 24 species of plants were recorded for the first time as hosts to entomogen galls. All occurrences of Cecidomyiidae in Mato Grosso do Sul's localities are new records for this family.
RESUMEN
The Midwest region of Brazil possesses large areas dominated by the Cerrado that is poorly known concerning insect gall and their interactions. In this study, we inventory the gall morphology, host plants, and the gall makers from Parque Nacional da Chapada dos Guimarães, Mato Grosso State, in areas of natural vegetation from Cerrado, for the first time. Samplings occurred in two expeditions, July 2012 and January 2013. We characterized 295 morphotypes of insect galls in 140 host plant species, with 89 gall makers; the richest family in host plants was Fabaceae (16.7%), and the species was Protium heptaphyllum (Aubl.) Marchand (Burseraceae, 3.7%). Parque Nacional da Chapada dos Guimarães is the richest Brazilian cerrado area in gall morphotypes (295) and the second in average morphotypes/host plant species (2.1). Additionally, six genera and 38 species are new records as host plants; two of them, Bernardia similis Pax and K.Hoffm and Ormosia macrophylla Benth., are new occurrences for Mato Grosso State, and other two, Vochysia petraea Warm. and Talisia subalbens (Mart.) Radlk. are listed in the Red List of Threatened Species IUCN. This inventory data represents a testimony of insect-plant interactions in a Brazilian Cerrado area that was consumed by an unprecedented fire in the dry season of 2020.
A região Centro-Oeste do Brasil possui grandes áreas dominadas pelo Cerrado nas quais insetos e suas interações são pouco conhecidos. Neste estudo, fizemos o inventário de galhas, plantas hospedeiras e galhadores do Parque Nacional da Chapada dos Guimarães, Mato Grosso, uma área de vegetação natural de Cerrado. As amostragens foram realizadas em duas expedições, em julho de 2012 e janeiro de 2013. Caracterizamos 295 morfotipos de galhas de insetos em 140 espécies de plantas hospedeiras; com identificação de 89 galhadores; a família de plantas com maior número de espécies hospedeiras de galhas foi Fabaceae (16,7%) e a espécie com maior número de galhas, Protium heptaphyllum (Aubl.) Marchand (Burseraceae, 3,7%). Esta é a área mais rica em morfotipos de galhas do cerrado brasileiro (295) e a segunda na média de morfotipos/espécie de planta hospedeira (2,1). Além disso, seis gêneros e 38 espécies são registros novos de ocorrência de plantas hospedeiras para galhas de insetos; duas delas, Bernardia similis Pax and K.Hoffm and Ormosia macrophylla Benth., são registros novos para o Estado do Mato Grosso e outras duas, Vochysia petraea Warm. and Talisia subalbens (Mart.) Radlk. estão listadas na Lista Vermelha de Espécies Ameaçadas IUCN. Os dados desse inventário representam um testemunho das interações inseto-planta para o Cerrado no Brasil, em uma área que foi consumida por um incêndio sem precedentes na estação seca de 2020.